New England Wanderlust

Cape Cod , Connecticut , Maine , Martha's Vineyard , Massachusetts , Nantucket , New Hampshire , Rhode Island , Vermont  ·  January 14, 2023

35 Fun Day Trips In New England To Take In 2024

Between gorgeous, historic cities to some of the most stunning coastline the U.S. has to offer, New England offers an incredible variety of day trip destinations for pretty much anyone. Whether you’re looking to tackle some epic hikes in the mountains, spend the day by the beach, get lost on cobblestone streets or spend your day eating all the amazing food, I’ve got you covered with my suggestions on the absolute best day trips in New England!

Hi there, and welcome! I’ve been exploring the New England region for over 15 years now, and I also live locally in the northeast. My favorite thing in the world is to explore this corner of the U.S., and I’ve covered a lot of ground over the years. I truly believe that all of the places I’ve included on this list are worth your time, and are easy to navigate with just one day.

I’ve also grouped each destination by season, but it’s good to know that pretty much all of these suggestions are wonderful year-round . In fact, it was really hard to group some of them into a specific season because many of them offers incredible things to do year-round. So, while I’ve made some seasonal suggestions, keep in mind that most places are truly perfect throughout the entire year.

Are you ready? Let’s get started!

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Best Day Trips In New England In The Summer

1. provincetown, ma.

Best as a day trip from: Boston, Plymouth, other towns on Cape Cod, Massachusetts North & South Shore.

Walking around to see the charming houses in the West End is one of the most relaxing and fun things to do in Provincetown. It's also one of the best summer day trips in New England you can take from Boston.

One of the most unique towns in the entire U.S. is Provincetown, and because it’s small and easily walkable, it makes for a perfect day trip in New England.

Provincetown is an especially easy day trip for those coming from Boston and Plymouth, as there are ferries that will take you right to MacMillan Pier in downtown Provincetown. Both ferry options only take 90 minutes, making them very convenient options.

🛳 Click here to check out the ferry from Boston to Provincetown!

🛳 Click here to checkout the ferry from Plymouth to Provincetown!

During the summer season, a free shuttle takes visitors from MacMillan Pier to Race Point and Herring Cove beaches, which are two of the most beautiful beaches on Cape Cod. And once you’re in Ptown (as the locals call it!), you can easily walk everywhere.

Top things to check out in Provincetown:

  • The Cape Cod National Seashore
  • Commercial Street
  • Lobster Pot restaurant
  • Pilgrim Monument
  • The real pilgrim landing site
  • Beautiful art galleries

→ Click here to read my full guide on even more awesome things to do in Provincetown!

2. Nantucket, MA

Best as a day trip from: Cape Cod

There's so much charm and whimsy at every turn on Nantucket Island. For this reason, Nantucket is one of the best day trips in New England.

One of the best day trips from Cape Cod is Nantucket Island, and I also think it’s one of the best places to see in all of New England . Filled with picturesque coastal scenery around every turn, I always describe Nantucket as both modern and stuck in time. Between the historic homes and cobblestone streets, breathtaking beaches and the most charming downtown boutiques, it’s the perfect way to spend a day when in the area.

→ Click here to read my guide on everything you need to know about a Nantucket day trip!

3. Martha’s Vineyard

Best as a day trip from: Cape Cod, Boston , New Bedford

This is Edgartown Lighthouse on Martha's Vineyard. If you're trying to figure out if Nantucket or Martha's Vineyard is better for a day trip, be sure to make a list of priorities to help you determine which island is better for you.

Martha’s Vineyard is the other Cape Cod island that’s popular for summer vacations and day trips, and for good reason! It’s a bit bigger than Nantucket, but the ferry ride over from Cape Cod is shorter. And with 6 gorgeous towns to explore, there’s no shortage of ways to have fun on a day trip.

While there is no direct ferry from Boston to Martha’s Vineyard, there is a day tour that you can book that will take care of all the transportation for you! This is a great way to plan a summer escape from the city without having to drive yourself.

🚐 Click here to book your Boston to Martha’s Vineyard tour!

Here are some other Martha’s Vineyard posts you may find helpful :

  • The Ultimate Guide To A Martha’s Vineyard Day Trip!
  • Is Martha’s Vineyard or Nantucket Better For A Day Trip?
  • How To See Martha’s Vineyard Without A Car
  • Best Things To Do On Martha’s Vineyard

4. Block Island, RI

Best as a day trip from: Newport, Boston, Providence and surrounding Rhode Island areas

The shops in downtown Block Island are one of the best things to see on the island during a day trip.

As much as I love Cape Cod and the Islands, I think Block Island is such a special place and deserves more hype. This little island sits off the coast of Point Judith, RI, and is a short 30-60 minute ferry from there, making this a very easy day trip from the Ocean State!

And one of the amazing things about this little island is that all the beaches are completely free for all visitors, which is a rare thing in New England. In addition to that, there are some really wonderful restaurants, a cute downtown and some gorgeous sites to see.

→ Click here to read my full guide on taking a Block Island day trip!

5. Newport, RI

Best as a day trip from: Boston, Providence and surrounding areas

Castle Hill Lighthouse is one of the most beautiful places to visit on a Newport, RI day trip.

Nicknamed The City By The Sea, Newport feels more like a charming coastal town than a vibrant city. Packed with history, stunning Gilded Age mansions, character, beautiful coastline views, beaches, and an exciting culinary scene, there are so many fun things to do there that make for a perfect day trip in New England.

The biggest tip I have for you about Newport in the summer is that it can get busy, which means parking can sometimes be challenging. I highly recommend that you park and leave your car for the entire day, rather than trying to drive everywhere. Newport is pretty walkable, but a great option is taking a trolley tour so you can see the major sites in a short amount of time.

This particular tour also includes admission to The Breakers Mansion, which is one of the top things to see in Newport: → Click here to check out the trolley & Breakers Mansion tour in Newport

Newport also offers amazing tours out on the water! A great way to end your day trip is with a sunset cruise, and this is an awesome one to consider: → Click here to check out this sunset cruise in Newport!

→ Click here to read my full guide on a Newport day trip!

6. Westerly, RI

Best as a day trip from: Newport, Boston, Providence and surrounding areas

Westerly, RI is one of the best day trips in New England in the summer because of the beautiful beaches.

Westerly is one of the best beach towns in Rhode Island for a summer vacation or day trip! With miles of gorgeous shoreline to explore across several stunning beaches, this is the perfect place to spend a hot summer day.

And not only are the beaches absolutely beautiful, there’s also a charming downtown with awesome restaurants and shops to explore. Westerly is also home to the charming village of Watch Hill, which is where you’ll find a lighthouse, the iconic Ocean House resort, Napatree Point (pictured above!) and lots of beautiful scenery.

Here are some other great things to check out in Westerly:

  • Misquamicut State Beach – the best public beach in town!
  • Tapped Apple Cidery & Winery
  • Grey Sail Brewing
  • Sailing tour with Sail Trim Again

Tips for visiting Watch Hill in Westerly : Parking here in tough during high season (summer) and on weekends. The free parking spots are limited to 2 hours, so if you plan to dine anywhere, or spend time at the beaches, you’ll want to arrange for paid parking in one of the lots. Parking around the rest of Westerly isn’t as big of an issue.

→ Click here to read my full guide on the best things to do in Westerly, RI & Watch Hill!

7. Kennebunkport, ME

Colorful storefronts lining the streets of Dock Square in Kennebunkport, Maine.

Best as a day trip from: Portland, Massachusetts North Shore, Boston

Honestly, Kennebunkport is an amazing coastal destination year-round because they really know how to celebrate what’s special about each season. In fact, their Christmas events have put this cute little community on the map as one of the best Christmas towns in the U.S.! But the summer is definitely one of the most popular season to experience Kennebunkport.

This town really has it all – lovely stores and restaurants, a quaint downtown, New England charm, dramatic coastline and gorgeous beaches. Here are a few wonderful things to do on a Kennebunkport day trip:

  • Walk Parson’s Way for amazing coastal views (and see the famous Bush compound!)
  • Walk through the shops at Dock Square.
  • Visit the beaches (Gooch’s, Mother’s and Goose Rocks).
  • Get a lobster roll from The Clam Shack.
  • Take a lobster boat tour with Rugosa.

8. Ogunquit, ME

Sunrise on Marginal Way most definitely makes Ogunquit, Maine worth visiting.

Another charming town that’s perfect for enjoying a summer day in Maine is Ogunquit. This destination is home to one of the best beaches in Maine – Ogunquit Beach, which has 3 miles of beautiful, soft, sandy shoreline to enjoy.

In addition to the beach, you’ll find an incredibly charming town with great shops and restaurants, and one of my absolute favorite things to do in all of Maine – Marginal Way, which is a gorgeous pedestrian path along the coastline.

→ Click here to read my full guide on the best things to do in Ogunquit!

9. Boothbay Harbor, ME

Best as a day trip from: Portland and surrounding areas.

Be sure to take in views of the harbor when walking the footbridge in Boothbay Harbor. Since the town is so small, it makes for a wonderful day trip in New England.

Located between Portland and Acadia National Park, you’ll find the adorable town of Boothbay Harbor. While this destination is great during spring, summer and fall, summer is one of the best times to visit because all the seasonal restaurants and boat tours will be open, allowing you to get the full experience during your trip.

One of the reasons I love Boothbay Harbor so much is because of all the amazing options available for boat tours. Boats here go a bit further north than tours that depart from Portland, so you’ll get to see some more remote parts of the coastline, lighthouses and incredible wildlife. They even offer tours to see a puffin colony!

One of the coolest tours to take during a day trip is the Seals, Lighthouses & Lobster Trap tour , which offers so many great things to see in just 1.5 hours. During the cruise, you’re also likely to spot some seals in the water, and watch a real lobster trap haul.

→ Click here to check rates & availability for the Seals, Lighthouses & Lobster Trap Tour

Psst! I have a detailed guide on the best things to do in Boothbay Harbor , if you need more ideas for your day trip 😉

10. Lubec, ME

Best as a day trip from: Bar Harbor, Bangor

Lubec, Maine is absolutely worth visiting for a day trip in New England.

Okay, so Lubec is a bit more challenging as a day trip because it’s so remote, and pretty close to the Canadian border, but I wanted to include it on this list for anyone looking for an amazing day trip option that’s a bit of a hidden gem.

Lubec offers absolutely stunning opportunities for hiking and coastline views, and is also home to the famous red and white striped lighthouse, West Quoddy Light. I also love that it’s a quaint and quiet little fishing village that not many people visit. The actual village itself doesn’t have a ton to do, but I think the landscapes and hiking here are more than worth the effort to visit.

A few things that are a must for a day trip:

  • Explore West Quoddy State Park to see the lighthouse and do some of the walking trails.
  • Hike the Boot Head Preserve trail.
  • Taste the local beer at Lubec Brewing Company.
  • Take a boat tour to Old Sow Whirlpool.

→ Click here to read my full guide on even more things to do in Lubec!

11. Mystic, CT

Best as a day trip from: Boston, Newport, Providence

Downtown Mystic is one of the best things to see in this charming coastal town.

One of the most charming towns along the Connecticut coast is Mystic, made famous, of course, by the movie Mystic Pizza . Mystic makes for a wonderful day trip in the area because it’s small and walkable, offers boat tours along the river and is close to the Connecticut Wine Trail, which is incredibly fun and scenic!

One of the top things to do in Mystic is the Mystic Seaport Museum , which is a highly interactive museum that’s built to replicate a historic New England ship yard and town. You can climb aboard historic tall ships and admire the views of the river while learning about its incredible history. This is actually a really fun way to spend a few hours in Mystic (and I’m not usually a museum person!).

→ Click here to get your ticket to the Mystic Seaport Museum

Psst! I have an entire guide on the best things to do in Mystic, CT if you’re looking for more ideas 😉

12. Manchester, VT

Best as a day trip from: The Berkshires, Northwestern Massachusetts, surrounding areas in Vermont

Downtown Manchester, VT. This is one of the best summer day trips in New England because of the fun opportunities to go tubing in the river!

While Vermont is known as a top fall and winter destination in New England, I especially love to visit Manchester in the summer. Located in southern Vermont, this cute little town is home to some really fun ways to cool down on hot summer days, including swimming in a rock quarry and floating down a river in an inner tube.

The Dorset Marble Quarry is just a few minutes from downtown Manchester, and is a really cool and unique place to go for a swim. And with Vermont River Runners , you can rent an inner tube and float down the Battenkill River. They’ll even pick you up at the end do you don’t have to worry about getting back to your car!

Once you’re done splashing in the water, you can also explore the cute little downtown, which has some lovely shops and eateries, and maybe even visit Hildene , which is a former Lincoln family home, and boasts stunning garden displays and mountain views.

13. Shelburne Falls, MA

The Bridge of Flowers in Shelburne Falls is such a beautiful and unique place to visit.

This small little town nestled in The Berkshires has been made famous by its No. 1 attraction – the Bridge of Flowers. And honestly? It’s worth the type.

Once an old trolley bridge that became obsolete is now a beautiful and cheerful display of colorful flowers from spring to fall. But in the summer, you’ll find the most blooms to enjoy during your visit.

Shelbune Falls also has a Trolley Museum, brewery and one of the oldest bowling alleys in the country, so you’ll definitely be able to fill your day trip with cool things to do.

14. Gloucester, MA

Best as a day trip from: Boston, Portland, Massachusetts North Shore, Plymouth

Eastern Point Lighthouse is one of the best things to do in Gloucester when visiting Cape Ann, MA.

Gloucester is another destination that’s really great to visit in spring, summer and fall, but since it’s home to one of the best beaches along the North Shore, it makes for an especially wonderful day trip in New England in the summer months.

Wingaersheek Beach is a beautiful spot for swimming, and makes for an awesome escape from city life in Boston and Portland. You can easily spend your entire day just at the beach, as it has a snack shack, and provides a beautiful sunset.

Gloucester is also one of the best locations in the Northeast for whale watching! Tours from Gloucester cruise to the Stellwagen Bank National Marine Sanctuary, which is regarded as the best spot in New England for spotting wildlife.

→ Click here to book your whale watch in Gloucester!

Gloucester is also home to a beautiful lighthouse, wonderful downtown with shops and amazing restaurants, and a waterfront park to explore.

Best New England Day Trips In The Fall

15. bar harbor/acadia national park.

Best as a day trip from: Portland, Bangor

Sunset at Cadillac Mountain's summit, which is a great way to end your day trip to Acadia National Park.

While Acadia National Park and Bar Harbor can be challenging to do as a day trip because of their location, it’s absolutely worth the effort! Acadia National Park, especially, is one of the best things to see in all of New England, so even a day spent here is better than not seeing it at all. And during the fall season, you’ll experience better temperatures for hiking, as well as stunning fall foliage.

But honestly, spring and summer are equally as great, so it’s really personal preference on when you plan your day trip!

Psst! I have a full Acadia National Park itinerary , which includes a bonus day trip itinerary option, and a guide on the best time to visit Acadia National Park , which you may find helpful 😉

16. Springfield, MA For The Big E Fair

Best as a day trip from: Boston, Providence, Newport, Mystic

The Big E is the biggest and most exciting fair in the region, making this one of the most fun day trips in New England in the fall season.

One of the best days trips to take to celebrate the end of summer and beginning of fall is Springfield, so you can attend The Big E, which is the biggest fair in New England!

All 6 of the New England states take part in this fair, and between the awesome fair and regional foods, rides, shopping, exhibitions, live performances and so much more, it really is the quintessential fair experience. Many people come from all over the region to attend, so you know it must be good.

17. Salem, MA

Best as a day trip from: Boston, Massachusetts North & South Shore, Providence, Plymouth

Salem, MA is one of the best day trips in the area in the fall season, especially in October for all their Halloween events.

Salem is regarded as one of the top Halloween destinations in the entire world, so it rarely needs an introduction. But I can honestly say that it really is such a fun place to experience during the month of October. And because it’s smaller than most people realize, it’s actually very easy to explore in a day.

Since Salem is about all things spooky, I highly suggest getting into the spirit and doing a spooky tour of some sort. There are so many tours offered in Salem that talk about everything from the fascinating history, to Hocus Pocus filing locations to all the very creepy ghost sightings.

A great tour that’s perfect for most people is this History & Hauntings Tour, which talks about the history with a few spooky facts thrown in for good measure : → Click here to book the History & Hauntings Tour in Salem!

Psst! I have some helpful guides including planning the perfect Salem, MA day trip , and the best time to visit Salem if you need more information 😉

18. Plymouth, MA

A view of Pilgrim Memorial Park from above in Plymouth, MA.

Best as a day trip from: Cape Cod, Boston, Massachusetts South & North Shore, Providence, Newport

Plymouth is one of the oldest towns in the entire U.S., so of course, it’s absolutely worth a day trip if in the area! And while it’s known for its history, it’s also home to some beautiful parks and a cute downtown.

The reason I love Plymouth for a day trip in the fall is because there’s something about this area that reminds me so much of “back to school,” and it also does a fantastic job celebrating the Thanksgiving holiday, of course! It’s also one of the last parts of New England to hit peak fall foliage, so if you’re looking for a foliage destination in early November, Plymouth is perfect for that timeframe!

However, Plymouth is, of course, wonderful year-round, too 😊

The top attraction in Plymouth is the Plimoth Patuxet Museum, which immerses visitors into the life of the early settlers. You can even climb aboard the Mayflower II, which is a working replica of the original Mayflower! → Click here to get your tickets to the Plimoth Patuxet Museums!

In addition to the museums, some other great things to check out in Plymouth are:

  • Mirbeau Spa
  • The shops and eateries downtown
  • Brewster Gardens
  • Pilgrim Memorial State Park
  • Plymouth Bay Winery
  • Plymouth Long Beach

Psst! I have an entire post on visiting Plymouth, MA , if you need more ideas for your day trip!

19. Marblehead, MA

Castle Hill Rock beach is beautiful, even in November, and is one of the best things to do in Marblehead, MA.

Along the Massachusetts North Shore is the beautiful town of Marblehead, which is really great to visit in both summer and fall. But fall is an especially beautiful time to visit because of the stunning foliage displays, of course.

While walking around to enjoy the foliage, you’ll also want to be sure to visit the charming shops in the historic district, enjoy the coastal views from Castle Rock Park, take a walk on Devereux Beach and admire the gorgeous, historic New England homes.

→ Click here to read my full guide on the best things to do in Marblehead!

20. Newburyport, MA

Best as a day trip from: Boston, Portland, Massachusetts North & South Shore

Newburyport, MA's waterfront park is one of the best things to do when visiting for the day.

Newburyport is another destination that’s truly wonderful year-round, but I especially love it in the fall because of all the fall color. This is also one of my top places to visit for shopping, and even Boston Magazine named Tannery Marketplace in Newburyport one of the best places for shopping on the North Shore.

Newburyport is also pretty small, and the downtown area is very walkable, making this a perfect day trip option. It’s also home to Plum Island, which has beautiful beaches, as well as the Parker River National Wildlife Refuge, which has gorgeous nature trails to explore.

Here are a few awesome things to do on a Newburyport day trip:

  • Stroll along the waterfront park.
  • Explore all the amazing shops in Market Square and Tannery Marketplace.
  • Visit Maudslay State Park.
  • Drive to Plum Island to see the beaches, and hit the scenic trails in the Parker River National Wildlife Refuge.

→ Click here to read my full guide on visiting Newburyport!

21. The Berkshires

Best as a day trip from: Northwestern Massachusetts, surrounding Vermont areas

The Berkshires are an especially beautiful region in the fall season for the perfect autumn day trip in New England.

During the fall season, The Berkshires puts on a beautiful foliage display, and this is one of the most cozy places to be this time of the year. Between all the amazing hiking opportunities, quaint towns and gorgeous mountain landscapes, it also makes for a fun and adventurous day trip in Massachusetts.

The Berkshires is actually made up of 31 towns and 2 cities, so it’s a pretty big area to tackle in a day trip, but that just means you have a lot of exciting activities to choose from. Here are a few awesome things to consider for a fall day trip to The Berkshires:

  • Go seasonal beer and hard cider tasting (there are tons of options!).
  • Admire the foliage during a ziplining tour with Berkshire East Mountain Resort.
  • Drive or hike to the summit of Mount Greylock for amazing fall foliage views.
  • Pick apples, hike and sample the local wine at Hilltop Orchards.

22. Woodstock, VT

Best as a day trip from: Surrounding Vermont areas , White Mountains

Middle covered bridge in Woodstock, VT is one of the best sites to see when visiting.

One of the top fall foliage destinations in the entire U.S. is Vermont, and Woodstock is one of the most charming and picturesque towns to experience. In Woodstock, not only will you get the enjoy the foliage that Vermont is famous, you’ll feel as though you’ve stepped into a Hallmark movie set when you arrive to the cute little town.

Woodstock’s village is about as perfect as can be with beautiful boutiques and quaint restaurants. In the center of town, there’s even a covered bridge!

But just outside of the village, you’ll find Billings Farm & Museum, which is regarded as one of the best interactive agricultural museums in the country. You can also visit Sugarbush Farms to sample their own maple syrups and cheeses, and enjoy stunning mountain views dripping in fall color.

→ Click here to read my full guide on the best things to do in Woodstock!

23. Burlington, VT

Another wonderful day trip in Vermont in the fall season is Burlington. As the largest city in the state, it has a lot to offer including the beautiful Lake Champlain, amazing restaurants, art galleries, breweries and so much more.

In fact, one of the most fun things to do in Burlington on a day trip is dive into the local brewing scene with a tour!

Vermont produces some of the top beers in the country, and this tour is led by a local expert that gives you all the insider tips, and allows you to sample up to 12 different beers. This time of the year, there are likely to be seasonal beers available, too. → Click here to book your brewery tour in Burlington!

You’ll also want to be sure to walk the waterfront path along Lake Champlain for beautiful fall foliage views, and hit up Church Street Marketplace to enjoy the local shops.

24. Littleton, NH

Best as a day trip from: Vermont, surrounding New Hampshire areas

One of the best things to do in Littleton, NH is take in the views of the covered bridge.

One of my personal favorite towns in the White Mountains region of New Hampshire is Littleton. Not only has it been named of the best Main Streets in the entire country, it’s home to a charming little community with awesome shops, restaurants, a brewery, and the world’s largest candy counter (it’s true!).

And since it’s only about 20 minutes from some of the top fall foliage sites in Franconia Notch State Park (like Flume Gorge and Echo Lake), this is the perfect day trip to take while exploring the area.

→ Click here to read my full guide on all the best things to do in Littleton .

25. Montpelier, VT

Montpelier, VT is especially charming in the fall season with all the beautiful foliage color.

Montpelier is Vermont’s capital, and I think it’s a very underrated destination in the area. The cool thing about Montpelier is that it’s a city that feels like both a city and a quaint town at the same time, so exploring for the day is very easy to do. And during the fall season, there are a lot of fun seasonal activities you can enjoy.

Here are a few things you should look into for a Montpelier day trip in the fall:

  • The annual Enchanted Forest Celebration in October.
  • Visit Peck Farm Orchard to pick apples, get some cider donuts and sample their hard cider.
  • Stroll through town to visit the boutiques and eateries.
  • Head to Hubbard Park to enjoy the fall foliage.
  • Drive to nearby Groton State Forest to tackle some fall foliage hikes.

26. Litchfield Hill, CT

Best as a day trip from: Mystic, The Berkshires, New Haven, Hartford

Fun fact: Amy Sherman Palladino based Stars Hollow on a few towns in the Litchfield Hills area of Connecticut, so this is one of the best New England day trips for Gilmore Girls fans. It’s said that Washington Depot was her main inspiration, but many have claimed that New Milford’s town green feels most like a Stars Hollow set.

But even if you know nothing about Gilmore Girls , this is an incredibly stunning area to visit for a day trip, especially in the fall. You’ll find covered bridges, scenic drives, cozy restaurants, quaint towns and state parks that will be ablaze with foliage color this time of the year. And since all the small towns are pretty close to one another, you can easily see most of them in one day trip.

The towns in Litchfield county also have tons of fun fall festivals and events that take place through September and October, and those are worth checking out.

Here are some awesome ideas for the perfect fall day trip to the Litchfield Hills:

  • Explore the charming town of Kent, including Bull’s Covered Bridge and Kent Falls State Park.
  • Drive the scenic Route 7 to New Milford to enjoy the town green, and take in stunning foliage views from Lovers Leap State Park.
  • Enjoy the picturesque town of Washington Depot, and sample the local wines at Hopkins Vineyard.
  • Drive to Litchfield and enjoy getting lost in the Bunnell Farm corn maze, and explore the cute town.

Best New England Day Trips In The Winter

27. stowe, vt.

The Stowe Winter Carnival is one of the most fun things to do in the area in the winter.

Best as a day trip from: Surrounding Vermont areas, White Mountains

Stowe is hard to beat as a charming, small town winter day trip in Vermont. It’s also one of the best places in Vermont in the fall season, but I decided to add it to the winter section because it has a little something extra in the winter that just feels magical.

In January, you can visit during their winter carnival to see professional ice sculptors in action. And you can also plan a visit to the Spruce Peak Lodge resort to skate at their scenic ice rink, and enjoy lunch at one of their restaurants.

And, of course, you can’t talk about Stowe without mentioning the ski resort, which is continually voted as one of the best in the region. If you love to hit the slopes in the winter, this is one of the best day trips you can take in New England!

→ Click here to read my full guide on all the best things to do in Stowe!

28. Camden, ME

Best as a day trip from: Portland, Bar Harbor, surrounding areas in Maine

Streets in downtown Camden, Maine during a snow storm. This is a wonderful New England day trip to take in the winter season!

Camden is honestly awesome year-round, especially in the summer for windjammer cruises around the harbor, and in the fall season for colorful foliage. But in winter, it’s home to one of the most exciting winter parks in Maine – the Camden Snow Bowl.

The Camden Snow Bowl offers ski trails, a snow tubing park, and even a very fun toboggan chute. In February, the famous toboggan chute is actually the location of the U.S. Toboggan Championships. But if you visit outside of the competition weekend, visitors are able to fly down the chute during their visit (which I highly recommend).

Camden is also often named one of Maine’s most beautiful towns, so during your day trip, you should also plan to visit the charming Main Street downtown, which is home to cute shops and restaurants.

29. Lincoln, NH

Best as a day trip from: Surrounding areas in the White Mountains and Vermont, Portsmouth

If you’re nearby Lincoln, NH in the winter season, you’ll want to consider a day trip to see the famous Ice Castles, which only puts on a few displays throughout the U.S. Technically located in South Woodstock (which is only a few minutes from Lincoln), the Ice Castles display is really something special to see with your own eyes.

Not only is there a giant castle carved out of ice (that changes each year!), there are also often special features like ice slides, sleigh rides, tunnels, tubing and more.

And because there are so many other winter activities in Lincoln like skiing and scenic gondola rides at Loon Mountain, ice skating at RiverWalk resort, sleigh rides at Franconia Notch stables, there are tons of ways to fill up your day trip itinerary.

→ Click here to read my guide on all the best things to do in Lincoln!

30. Jackson, NH

A covered bridge at the cross-country ski trail system in Jackson, New Hampshire in the winter season.

Jackson is another amazing winter destination for a day trip in the White Mountains region of New Hampshire. And since it’s only just an over an hour from Lincoln, you could easily combine the two for a winter wonderland day of fun.

One of the best things to do in the winter is actually drive from Lincoln (the previous suggestion!) to Jackson for a scenic winter drive. You have two options for this, both of which are beautiful: The Kancamagus Highway, and the drive through Crawford Notch State Park (along Route 302). Both will take about the same amount of time, so it’s really personal preference.

Once you arrive in Jackson, there are tons of downhill, cross-country ski and snowshoe trails to explore.

Another wonderful winter activity in Jackson is Nestlenook Farms, which has one of the most beautiful outdoor ice skating rinks, and they also offer sleigh rides along lantern-lit trails, as well as fire pits to warm up next to.

31. Portsmouth, NH

Best as a day trip from: White Mountains, Boston, Providence, Newport, Massachusetts North & South Shore , Portland and surrounding areas

An aerial view of the Strawbery Banke Museum and Puddle Dock Pond's ice skating rink in Portsmouth, NH, which is one of the most most winter day trips in New England to take.

Portsmouth is another destination in New England that feels like both a city and a quaint, charming town, and in the winter, it feels like the most perfect, cozy winter day trip adventure.

One of the top things to do in the city during the winter season is skate at the outdoor rink at Puddle Dock Pond, which is part of the Strawbery Banke Museum. The ice rink is backdropped by historic houses, and you can’t help but feel like you’re in a cute little New England village while you make your way around the ice.

After your skating adventure, you’ll want to walk through the beautiful historic side streets to Market Square, where you’ll find tons of beautiful stores and amazing restaurants for a cozy meal. One of the coolest places to eat in Portsmouth is the Book & Bar, which is, as you probably guessed, a bookstore, bar and cafe all in one.

Pro Tip : To stay warm while you explore, grab a hot chocolate from Elephantine Bakery before you begin your stroll around Market Square.

32. Boston, MA

Best as a day trip from: Providence, Portland, Cape Cod, Plymouth, Massachusetts North & South Shore, Newport

Boston's Beacon Hill neighborhood is one of the best places to stroll in the city, and also makes for one of the best New England winter getaways and day trips.

Boston is a wonderful city to visit year-round, but I actually think winter is one of the best seasons to explore because it’s far less crowded. Sure, the winter weather isn’t exactly idea, but if you get lucky enough to experience a fresh snowfall, it’s simply so beautiful to see the cobblestone streets covered in a dusting of snow.

Plus, because Boston has so many wonderful things to do indoors, as well as a few fun outdoor activities, it’s hard to beat for a city winter escape.

One of the best ways to get around Boston any time of the year is by trolley. This allows you to park your car for the day and have someone else take you to the best locations around the city. One option is the hop on/hop off pass, which is perfect for day-trippers. → Click here to book your Boston trolley passes!

And is it just me, or if your appetite bigger in the winter? I especially love food tours in the colder months for this reason, and Boston is an amazing destination to dive deep into the culinary world.

There are some awesome tours throughout the city to introduce you to the best foods in Boston, and you can click the link below to read my picks for the best ones . → Click here to check out my round-up of the best Boston food tours!

And for outdoor fun in the winter on your day trip, you’ll want to head to Frog Pond in Boston Common for ice skating , which is one of the best things to do in Massachusetts in the winter . This is especially fun at night when the rink is surrounded by twinkle lights, and you can see the city landscape light up as you make your way around the ice. You’ll also want to grab a cup of hot chocolate from L.A. Burdick to savor while you walk around to explore.

For indoor activities, you can visit the New England Aquarium, do some shopping at Copley Place, get tickets to a show, and make reservations for a fun dinner out before leaving (I’m especially fond of the Italian restaurants in the North End, but there are tons of places to choose from all over the city!).

33. Providence, RI

Best as a day trip from: Boston, Newport, Cape Cod, Plymouth

The ice rink in Providence is one of the most fun things to do in the winter season!

Providence is the capital of Rhode Island, and is a wonderful day trip to take in the winter season (and year-round, too!)! Not only will you get to enjoy everything the city has to offer in terms of great food, culture, theater, and historic sites, there are also some very fun ways to enjoy the winter season in Providence.

To enjoy the brisk winter weather, you’ll want to head to the BankNewport City Center Rink in downtown Providence. Here, you can enjoy ice skating and … ice bumper cars? Yes, you read that right! This rink is also home to this unique and fun winter activity that’s sure to make you feel like a kid again.

34. Killington, VT

Best as a day trip from: White Mountains, surrounding areas in Vermont

Killington is one of the best ski resorts in Vermont, which makes for the perfect winter day trip.

One of the best places in Vermont for skiing and outdoor winter fun is Killington Ski Resort, so this is the perfect day trip option for anyone looking to spend all day outdoors playing in the snow.

At Killington, you’ll find a large network of downhill ski trails, as well as a really fun snow tubing park, a roller coaster, snowmobile tours, snowshoe trails and even a spa (which is the perfect way to end your day trip after playing outside all day!).

35. Portland, ME

Best as a day trip from: Boston, Massachusetts North & South Shore, surrounding areas in Maine

Portland Head Light is one of the best things to do in Portland, Maine, even in the winter season!

Finally, let’s talk about Portland, one of the coolest destinations in Maine in the winter season. While Portland is also wonderful year-round, I especially enjoy it in the winter for the same reasons I like Boston in the winter – fewer crowds, and a bigger appetite to eat all the food 🙂

Portland is another incredible foodie destination in New England, and you’ll definitely want to consider a culinary tour during your day trip.

One of the best foodie tours in the city is this Old Port culinary walking tour, which takes you to some of the best spots in the most beautiful and historic part of the city! Click here to book your Old Port Culinary Tour in Portland!

Other posts on Portland to help you plan your trip:

  • Best Things To Do In Portland In The Winter
  • Best Breweries In Portland, Maine
  • Best Day Trips From Portland, Maine

Best New England Day Trips In New England For Families

Pretty much every destination on this list makes for a wonderful day trip with the kids, but here are my picks for places that are especially perfect day trips in New England for families. I’ve included a few kid-friendly suggestions for each destination to plan the perfect itinerary.

→ Boston, MA : New England Aquarium, Boston Children’s Museum, Boston Museum of Science, Legoland Discovery Center, boat ride at the Public Gardens, The Lawn On D.

→ Mystic, CT: Mystic Aquarium, Mystic Seaport Museum to climb aboard tall ships, B.F. Clyde’s Cider Mill (fall season), sail boat tours, watch the Bascule Bridge in action.

→ Woodstock, VT : Billings Farm & Museum is one of the top attractions for families in Vermont, Silver Lakes State Park, ice cream at Woodstock Scoops, horse-drawn carriage rides.

→ Providence, RI: Roger Williams Park Zoo, WaterFire events, Providence Children’s Museum, ice skating (winter), Water Place Park.

→ Block Island : 1661 Farm and Gardens, The Ice Cream Place, free beaches, and kids will love the ferry ride to get there!

The Ice Cream Place on Block Island has the best ice cream and homemade waffle cones.

Best New England Day Trips For Couples

As I’m sure you can imagine, all of the destinations from this list are amazing day trips for couples, but here are my picks that are especially perfect for a romantic day together:

→ Kennebunkport : This is a romantic destination year-round, and is especially perfect at Christmas, Valentine’s Day, or for a summer day trip.

→ Nantucket : The island is one of the most picturesque places in the U.S., and the beaches are absolutely stunning and offer incredible sunsets for a romantic stroll.

→ Stowe : Perfect for a fall or winter day trip, Stowe is such a quintessential New England town that’s cozy and romantic.

→ Litchfield, CT : Spend your day admiring fall foliage, covered bridges, eating at cozy restaurants and walking around quaint villages while holding hands.

You may also enjoy reading:

  • Best Boston Hotels Near The Aquarium
  • Most Incredible New England Resorts & Spas
  • Summer In New England: Best Places To Go & Things To Do!
  • Lovely Things To Do In New England In The Spring
  • Exciting Things To Do In New England In The Fall
  • Awesome New England Winter Getaways (Even For Non-Skiers!)
  • 60+ Things To Do In Vermont
  • The Most Incredible New England Lighthouses To Visit
  • Summer In Connecticut: The Best Things To Do!
  • The Perfect New England Fall Road Trip Itinerary
  • Best Time To Visit New England
  • My Unforgettable Boston To Bar Harbor, Maine Road Trip Itinerary

That’s A Wrap On The Best New England Day Trips

And there you have it! My picks for the best day trips in New England. So, where are you planning to go first? Maybe hit the beaches in Provincetown? Wander the historic streets in Boston? Regardless of where you go, one thing’s for sure – it’s going to be a memorable day!

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Sankaty Head Lighthouse is located in Siasconset and is one of the best Nantucket lighthouses to visit when coming to the island.

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Adventures in New England

Adventures in New England

A local's guide to savoring the history, culture, food and nature of the Northeast USA

things to do on Martha's Vineyard

47 Fabulous Day Trips in New England

summer day trips new england

Whatever season you are visiting, New England has many spots perfect for day trips. We have green forested mountains, rocky coastlines, colonial history, and extraordinary seafood. If you plan a New England road trip, this New England day trip guide can help you plan where you should visit. I am blessed that many of these spots are close to my home base of Rhode Island. Boston is an even more ideal base. Please enjoy this local’s guide to the best day trips in New England.

Newport RI bike rides

  • Spend the day walking through the paths of Sachuest Point National Wildlife Refuge in Middletown, Rhode Island, with abundant wildlife and overlooks to the ocean. After exploring, head down to Flo’s Clam Shack for a true New England lunch.
  • Visit another of Rhode Island’s prettiest spots, Napa Tree Point in Westerly. Across the bay, you can also visit the Watch Hill Lighthouse. Although you can’t go into the lighthouse, a small museum is open in the summer. Enjoy lunch or the sunset from the ritzy Ocean House Hotel deck.
  • Take a quick ferry ride over to Block Island , Rhode Island, where you can enjoy the beaches, see its two lighthouses and the famous Mohegan Bluffs, and listen to live bands at Ballards Beach Club.
  •  If you want to explore a more upscale island, visit Nantucket Island in Massachusetts.
  • Take a ferry from Boston or drive down Cape Cod to reach the outer Cape and Provincetown, Massachusetts, a colorful town with gorgeous sand dunes. Read my Outer Cape Guide.
  • Take a bike ride on Cape Cod. Check out my list of the best bike trails on the Cape.
  • Martha’s Vineyard , Massachusetts, is my favorite of the New England islands. It is full of cute towns, historic gingerbread houses, ponds, beaches, and Kennedy history. You can catch a ferry from multiple spots in Massachusetts and Rhode Island.
  • Head up to the White Mountains in New Hampshire for a fall drive, waterfall hikes, ski resorts, or to take the kids to an amusement park.
  • Explore the Cliff Walk and enormous early 1900s mansions in Newport, Rhode Island. Another day trip idea near Newport is to catch a polo game at the Newport International Polo Fields, then have dinner at Newport Vineyards.
  • Spend the day visiting a vineyard which often have beautiful restaurants. Southern Connecticut has a wine trail , and Maine has interesting fruit wines. Wineries can be found throughout the region.
  • Take a ride to Jamestown, Rhode Island. This island in the middle of Narragansett Bay has a historic grinding windmill to tour and excellent cider donuts at Windmist Farm. After those activities, take a ferry over to Rose Island and Newport.
  • For another day trip in Jamestown, have lunch on Main Street and then visit Beavertail State Park. This park has a lighthouse to tour, a lawn perfect for kite flying, hiking trails, and some of Rhode Island’s most panoramic sunset views.
  • If you are looking for something to do in the fall, be sure to visit a pick-your-own apple orchard. Most of them also have some other activities, such as stores or rides, and many sell fresh apple cider donuts.
  • Even better, you can see apple cider being made at a cider mill, such as BF Clyde’s in Mystic. The place is like a carnival with live music and food in the fall. Right up the road is a historic cemetery surrounded by stone walls, a very common New England site.
  • Speaking of New England carnivals, the largest one occurs in the fall in Springfield, Massachusetts- the Big E . Aside from the normal carnival activities and food, the Eastern States Exposition has copies of all five New England state houses filled with local food and goods.
  • If you aren’t in Springfield when the Big E is open, there is still plenty to fill a day in the area. Visit the Yankee Candle Factory, the Basketball Hall of Fame, or the Springfield Museums.
  • Maine is famous for its blueberries, but you can also go blueberry picking in any New England state.
  • It is easy to fill a day in Mystic, Connecticut. It has the Mystic Aquarium, a historic seaport museum, a cute Main Street, and a working drawbridge.
  • Essex, Connecticut , sits on the banks of the Connecticut River. It is worth taking the ferry across the river, having lunch among the colonial houses on Main Street, and seeing Gillette Castle and the opera house. Nearby is The Florence Griswold Museum, the spot of the beginning of American Impressionism.
  • Visit New Haven, Connecticut, to try some of New England’s most famous pizza and see the campus of Yale University.
  • Wethersfield, Connecticut, is the oldest town in the state. It has a pleasant, walkable old town and many historical museums.
  • Visit a sugar shack. Vermont is known for its maple syrup, but any New England state has sugar shacks open in winter to see the syrup-making process.
  • Hunt waterfalls along the Kancamagus Highway, New Hampshire. This highway has some of the best foliage in the fall.
  • Woodstock, Vermont , has been named the quintessential New England town with its darling downtown, historic inn, and multiple covered bridges.
  • Hike Mount Washington, New Hampshire, the highest peak in New England. If you are not up to the challenge, you can drive up or take the train. There are also many other worthwhile shorter mountains to climb, such as Mount Major, Mount Monadnock, and Mount Tumbledown .
  • Visit a lavender or sunflower farm. Summer provides ample opportunities to tour flower fields. Check out my New England flower field guide.
  • During summer, lupines bloom in New Hampshire and Maine. Plan a drive to see them.
  • The highlight of Shelburne, Massachusetts, is the Bridge of Flowers, but there are also many other things to do, such as hiking.
  • The Mohawk Trail is a mountainous road through the Berkshires of Massachusetts. While there, stop to hike or explore small towns and farms.
  • Salem, Massachusetts, is the home of the Salem Witch Trails and the stomping grounds of Nathaniel Hawthorne.
  • Boston, Massachusetts, was at the center of the new United States of America. 16 significant historical sites can be visited by following the Freedom Trail.
  • Plymouth, Massachusett, is the site of the first permanent Pilgrim settlement in the United States. You can visit the historical village museum, or even celebrate a Thanksgiving dinner there now.
  • Old Sturbridge Village is a recreation of an 1830 colonial village in Massachusetts.
  • Rockport, Massachusetts, is famous for its beaches and inspiring seaside views.
  • Visit an aquarium- Either the Mystic Aquarium or the New England Aquarium in Boston.
  • New Bedford, Massachusetts , is an old whale town with a strong Portuguese presence. It has a whaling museum and the church that inspired Moby Dick.
  • Visit a cranberry bog. You can even tour one and wade in it. Read about my experience.
  • Go back in time to Concord, Massachusetts, with the transcendentalists at Walden Pond, or check out American Revolution battle sites.
  • Take a whale watch. They are available all around the coastline.
  • Get out onto the water in New Hampshire’s Lake District. One of my favorite stops is Meredith on Lake Winnipesaukee.
  • Take a road trip through the Green Mountains of Vermont, stopping at waterfalls, art galleries, and at the Ben and Jerry Factory.
  • Burlington, Vermont, sits on the banks of Lake Champlain and has a vibrant art and history scene.
  • Take a canoe trip or a float down a river.
  • Portland, Maine, lies on the coast of southern Maine. It has excellent food, hiking, and shopping. Read my article about 47 fabulous things to do in Portland.
  • Take the half-hour ferry ride from Portland to Peaks Island, Maine, where you can spend the day bike riding around the island.
  • Drive up the Maine coast, which is filled with lovely waterfront towns like Ogunquit and Old Orchard Beach.
  • The northeast’s oldest national park is Acadia National Park . Ideally, you would have more time to explore this wooded park along the cliffs of Maine’s coast, but at least get yourself here for a day.

best new england day trips

Are you planning a trip to New England? Do you have any New England road trips that you love that I missed? Please let me know in the comments.

Whether you are looking for day trips in New England or help to plan a New England road trip, read on for ideas. #BestNewEnglanddaytrips #NewEnglandUSA #NewEnglandTravel

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8 thoughts on “47 Fabulous Day Trips in New England”

Gosh so many things to do. I spent a working week in Boston/Harvard many years ago, but we didn’t have much time to venture out, the only trip we did was to Saleem. I think that I need a return trip to visit Martha’s vineyard, do some whale watching, and walk on some of those trails.

I can see I need to plan a very long visit to New England. Or plan many trips to enjoy this great list of day trips in New England. I love the variety in the activities you have highlighted. And that there are things for all seasons. We definitely need to pick a few things and plan a first visit.

I’m headed to New England on a mini-roadtrip in a month, so I loved reading this list. I’m planning to drive the Kancamagus Highway based on your recommendation from another post. What are your favorite stops along it? Thanks!

Definitely take a few waterfall hikes. Search for my New Hampshire hikes post. The views will be stunning from the lookouts!

There are so many great options for day trips in New England, and it’s awesome that you don’t have to drive for hours and hours just to cross one state border! I would really like to visit Block Island. I think it is exactly what I would love as a traveler – natural beauty, small town vibes, and unique landmarks to visit such as the lighthouses.

Hillstead in Farmington Connecticut is a really special place. A beautiful old home filled with the most wonderful impressionist paintings. The grounds are spectacular as well.

What a great list of day trips! I would love to visit Acadia National Park with my family.

It’s gonna take quite some time to complete this list of incredible destinations. Some of these destinations I have gone to. Now I have been provided with other great destinations to try! Warm Summer Regards!

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Wanderlust Chloe

The Best Day Trips in New England

day trips in new england

From hiking in the lush Green Mountains of Vermont to whale watching off the coast of Massachusetts, these are the best day trips in New England.

New England, covering the north east corner of the United States, is packed with natural, cultural and culinary treasures. Venture out of the main cities which include Boston, Portland and Burlington, and you’ll find green rolling hills, wild national and state parks, quaint historic towns and beautiful beaches along the coast.

Road trips in New England are sure to provide you with plenty of surprises, whether it’s sampling a delicious lobster roll on the rugged coast of Maine, or marvelling at the autumn leaves in Vermont and Massachusetts.

Rhode Island

As the first destination for many of the earliest settlers from Europe, New England is steeped in American history. A great way to learn about the region’s fascinating past is at one of its renowned living history museums. However, the real delight of going on a day trip in New England is found in the remarkable scenery – plunging gorges, lush forests and tall mountains await, so make sure you have your camera ready.

The best way to get to know the region? Hop in the car and go for a drive. New England road trips are pretty special (especially in the autumn) and being mobile will allow you to discover the wilder side of this enchanting corner of the United States.

New England

The Best Day Trips In New England

Explore acadia national park.

One of Maine’s finest natural treasures, Acadia National Park is a must if you’re looking for active day trips in New England. From hiking, mountain biking, skiing and fishing, there’s something to do here in every season. Plus, here you’ll be able to enjoy some of the most breathtaking views on the Eastern Seaboard. Climb to the top of Cadillac Mountain (the tallest peak on the Atlantic Coast), or marvel at the spectacular show at Thunder Hole, where the pounding sea meets the dark rocks.

Acadia National Park

Acadia National Park is also a wonderful place for cycling, with hundreds of miles of trails winding through forests, hills and along the dramatic coastline. This wild, rugged part of Maine can be difficult to access, so we’d recommend choosing it as a day trip if you’re staying in Portland or other parts of Maine.

Cadillac Mountain

Head To A Food Festival

If you’re a foodie like me then you’ll probably want to go on a day trip in New England that involves some delicious grub! From the coast to the mountains, New England is known for its local produce, and there’s no better way to spend a day in Maine, Rhode Island or Massachusetts than by heading for a regional food festival. Whatever time of year you visit, you’ll have plenty to choose from.

Portland Maine

In August, the Maine Lobster Festival draws huge crowds, eager to sample the iconic lobster rolls and watch the oyster shuckers compete to see who can work the fastest! A handy shuttle bus runs from major cities in Maine and the rest of New England, so this is an excellent choice for a day trip if you’re visiting Boston or other parts of the region.

Drive inland from Bar Harbor and you’ll find a sea of wild blueberries, also celebrated in August as part of the Wild Blueberry Festival. In May and June, Vermont hosts a Garlic and Herb Festival, followed by the Chocolate and Cheese Festival in the summer. Finally, beer lovers shouldn’t miss the New England Beerfest, a one-of-a-kind celebration of the region’s craft beer.

Go Whale Watching from Gloucester, MA

If you’re looking for unforgettable day trips in New England, then whale watching should be at the top of your list. The teeming waters of the Atlantic play host to all kinds of migrating whales between May and October, and one of the best places to see them is just off the coast of Gloucester, Massachusetts.

sperm whale

There are plenty of companies running day trips, and you can expect to see many different whale species, including blue whales, sperm whales, minke whales, and fin whales. You might also have the chance to spot dolphins, porpoises and several kinds of marine birds.

Visit A Living History Museum

For a unique day trip in New England, pay a visit to Old Sturbridge Village . It’s the perfect place to step back in time and immerse yourself in the history of Massachusetts. This world-class living history museum, boasts a complete reconstruction of a rural 1830s New England town. Just a stone’s throw from Worcester in south Massachusetts, Sturbridge Village includes 40 antique 19 th -century buildings, all set in beautiful grounds. You’ll get a taste of New England life in the 1830s, as well as having the chance to cook and sample an authentic 19 th -century New England community dinner.

If you’re a history nerd, don’t miss the chance to check out other innovative New England living history museums, such as the Plimouth Plantation , which recreates the earliest colony established by the pilgrims who arrived in Cape Cod from England in the 17 th century. This fantastic complex of open-air museums also include the Wampanoag Homesite, which provides the perfect introduction to the culture of the Native Nations of the New England coast. When it comes to interesting day trips in New England, any one of these museums would be an excellent choice.

Ride The Kancamagus Highway

Visitors often plan road trips in New England in autumn to see the dazzling array of fall colours. This hype is completely justified – in September and October the forests explode in a kaleidoscope of golds, yellows and reds. One of the best ways to experience this annual spectacle is by taking a New England road trip along the Kancamagus Highway, a 35-mile scenic drive through the White Mountain National Forest.

Kancamagus Highway view

Regardless of the time you visit you can expect stellar views of the White Mountains, the Swift River and Sabbaday Falls, as well as a beautiful vista from Kancamagus Pass, the highest point on the highway. However, in autumn, the scenery along the ‘Kanc’ reaches another level. You’ll definitely want to bring your camera for this epic drive!

Swift River on the Kancamagus Highway

Tour The Town Of Salem

One of the best day trips in New England, especially if you’re staying in Boston, is to ride out to the historic town of Salem, site of the infamous 1692 Salem witch trials. Salem is a 30-minute train journey from Boston (costs around $10) and there’s plenty to see and do in a day.

Salem Witch Trials Memorial

Don’t miss the Salem Witch Museum , its impressive Gothic exterior and fascinating exhibits. Art lovers will enjoy spending a few hours in the Peabody Essex Museum . Plus, while you’re in Salem, be sure to stroll around town on the Salem Heritage Trail and pick up some spooky souvenirs on Essex Street, the downtown shopping hub. Time your visit for Halloween fo ran extra spooky experience.

Where To Stay In New England

The old inn on the green, new marlborough.

This beautiful 18 th -century coaching inn is set in idyllic rolling green hills. The Old Inn on the Green is one of the most romantic places to stay in New England. It’s perfectly located in the heart of the Berkshires in western Massachusetts, making it the ideal destination for those wanting to see the fall leaves or couples seeking a romantic getaway.

the old inn on the green

There’s an excellent restaurant lit only by candlelight, which serves up delicious meals made from locally-sourced produce. With bags of character, period dĂŠcor, and stunning views over the hills, this lovely inn is one of the top places to stay in New England.

Check availability and latest prices here

The Chesterfield Inn, West Chesterfield

Looking for a cosy retreat in New Hampshire? Look no further than the Chesterfield Inn, located in West Chesterfield in the Connecticut River Valley. If you stay here you’ll be in the perfect location for exploring New Hampshire and Vermont, with easy access to Chesterfield Gorge and Spofford Lake.

chesterfield inn

The rooms are sumptuously decorated, many with wooden beams and open fires, making it a wonderful spot for autumn or winter weekend getaways. The service is friendly and the food is excellent, but the real draw here is the scenery, which you can admire from a lounger in the lush garden.

Hidden Pond Resort, Kennebunkport

The Hidden Pond Resort, tucked away in a dense forest on Maine’s southern coast, is one of the most unique and beautiful places to stay in New England. Spread over 60 acres and surrounded by tall birch trees, the resort boasts small cottages and bungalows, decorated in a rustic style with all the modern comforts you’ll need for a blissful retreat into nature.

hidden pond resort

Wondering about food? Here the produce comes directly from the on-site farm. Plus, while on holiday you can enjoy luxury treatments in the treetop spa. With an outdoor pool, bar, and hammocks swinging peacefully from the trees, this is the kind of hotel you won’t want to leave!

Wherever you choose to stay, there are so many amazing great day trips in New England! Hopefully this has given you lots of inspiration to plan your adventure. Looking for some other great places to visit? Don’t miss my guide to visiting Vermont in winter.

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day trips in new england

Chloe Gunning

With a passion for food, fun and adventure, Chloe is the content creator behind one of the UK's top travel blogs Wanderlust Chloe. From volcano boarding in Nicaragua, to sailing around Sicily and eating her way around Japan, her travels have taken her to some of the coolest spots on the planet. Named Travel Influencer of the Year in 2022, Chloe regularly works with a number of tourism boards, producing inspirational travel content across multiple platforms. Find out more about Chloe here.

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My Vintage Map

The 37 Best New England Day Trips by Season (2024)

summer day trips new england

New England may be small compared to other regions in the U.S., but there are endless places to visit. I’ve lived here for almost five years and still feel like I’ve only scratched the surface of all there is to see and do.

The six states that make up this region — Connecticut, Maine, Massachusetts, New Hampshire, Rhode Island, and Vermont — offer a beautiful blend of coastal landscapes, picturesque countryside, and vibrant urban centers.

After traveling extensively in this stunning corner of the country, I’ve compiled this list of the 37 best day trips in New England.

⏰ Short on time? Here are my top four New England day trip recommendations:

☀️ summer top pick: ogunquit, maine, best things to do in ogunquit:.

  • Soak up the sun on Ogunquit Beach
  • Browse the shops at Perkins Cove
  • Hike Marginal Way
  • Walk along Main Street
  • Eat seafood at Ogunquit Beach Lobster House

Best Hotels if You Want to Extend Your Stay: 

📍 Ogunquit River Inn & Suites 📍 The Grand Hotel

🍁 Fall Top Pick: Acadia National Park, Maine

Best things to do in acadia:.

  • Drive or hike to the summit of Cadillac Mountain
  • Hike the Ocean Path Trail and relax on Sand Beach
  • Hike around Jordan’s Pond and order popovers at Jordan’s Pond House Restaurant
  • Drive the scenic Park Loop Road
  • Visit the nearby town of Bar Harbor

Best Hotels if You Want to Extend Your Stay:

📍 The Inn on Mount Desert 📍 Bar Harbor Grand Hotel

❄️ Winter Top Pick: Stowe, Vermont

Best things to do in stowe:.

  • Ski at Stowe Mountain Resort or Smugglers’ Notch Resort
  • Explore the shops and galleries in downtown Stowe
  • Hike or snowshoe along the Stowe Recreation Path

📍 Trapp Family Lodge 📍 Stowe Village Inn

🌸 Spring Top Pick: Boston, Massachusetts

Best things to do in boston:.

  • Tour the Freedom Trail  
  • Visit the Boston Tea Party Ships & Museum
  • Go on a Duck Boat Tour
  • Explore the Public Garden and Boston Common
  • Stroll along Newbury Street and the Charles River Esplanade
  • Take a walk down Charles Street in Beacon Hill

📍 Hyatt Regency Boston Harbor 📍 Omni Parker House

Best Day Trips in New England in the Summer

New England summers are fantastic. Since most of the states have their own coastline, it’s no surprise that many of the top places to visit in the summer are near the water. But I’ve included a couple of amazing inland destinations as well!

Here are my favorite summer day trip destinations in New England:

New England Day Trip: Ogunquit, Maine

1. Ogunquit, Maine

Best as a day trip from Boston, MA; Portland, ME; Manchester, NH

I had never heard of Ogunquit until my husband surprised me with a birthday trip there one year, and this coastal town quickly became one of my favorite places in New England.

Start your day with some fun in the sun at Ogunquit Beach , the largest and most popular beach in town. The beach sits on a small strip of land separated from the mainland by a small saltwater river. People often sit on the riverside to enjoy the calm water (especially great if you have small kiddos!).

Stop for seafood at the Ogunquit Beach Lobster House before walking to Main Street to browse the many shops and cafes lined on either side.

Be sure to also visit Perkins Cove, a cluster of quaint shops and restaurants nestled along Ogunquit Harbor. From there, you’ll find the entrance to Marginal Way , a 1.25-mile trail that stretches along the coast and provides stunning views of the ocean the entire way.

New England Day Trip: Portland, Maine

2. Portland, Maine

Best as a day trip from Boston, MA; Bangor, ME; Portsmouth, NH

Pay a visit to Maine’s largest city, Portland . Also located on the Atlantic Ocean, Portland is an eclectic city with both a rich New England heritage and artsy, hipster vibes.

Here you will find one of New England’s smallest lighthouses, Bug Light , which is only 26 feet tall. From there, walk along the beautiful Eastern Promenade for incredible views of Casco Bay.

Experience what it was like to ride a train in the 1800s and early 1900s by purchasing tickets for the historic Maine Narrow Gauge Railroad . Then fill up on fresh seafood from the Portland Farmer’s Market (open Wednesdays and Saturdays) or Harbor Fish Market .

You also can’t miss making the quick drive over to Cape Elizabeth to see Portland Head Light , America’s most photographed lighthouse. This is one of the most breathtaking places I have seen in all of New England.

Newcastle, NH, near Portsmouth

3. Portsmouth, New Hampshire

Situated along the Piscataqua River and just a couple miles from the Atlantic Ocean, Portsmouth is another historic city with a rich maritime heritage. 

Wander the cobblestone streets and browse through the numerous boutiques, art galleries, and cafes of Market Square .

Stop for brunch at the original The Friendly Toast restaurant, known for its eclectic and colorful interior and expansive menu. I love their Eggs Benedict and French Toast! 

The Flatbread Company is another local favorite where you can enjoy delicious flatbread pizza made with locally sourced ingredients.

Take a walk along the Portsmouth Harbor Trail and admire the views at Prescott Park , located right on the water.

When in Portsmouth, it’s also worth a quick drive down the coast to Rye Beach and Jenness Beach if you’re craving some fun in the sand and sun.

New England Day Trip: Gloucester, Massachusetts

4. Gloucester, Massachusetts

Best as a day trip from Boston, MA; Worcester, MA; Portland, ME; Portsmouth, NH

When I first moved to Boston, locals recommended I check out Gloucester for the perfect beach day. They weren’t wrong! This lively town on Cape Ann exudes traditional New England coastal vibes and is one of the best places to spend a warm summer day.

Two of the most popular beaches in Gloucester are Good Harbor Beach and Wingaersheek Beach . I loved Good Harbor Beach for its soft sand and rocky coastline views. There’s also an island not far from the coast called Little Salt Island that you can walk to during low tide!

Another exciting option for your day in Gloucester is going on a whale-watching tour. Take a four-hour cruise to the Stellwagen Bank National Marine Sanctuary to see a variety of whales and dolphins.

🐳 Book Your Gloucester Whale-Watching Tour

While in town, grab a scoop or two (why not three?) from Holy Cow Ice Cream Cafe . If you’re craving a meal, stop for fish and chips from Turner’s Seafood — a local favorite.

Cap off your day by touring a medieval-inspired castle, Hammond Castle , the former home of inventor John Hays Hammond, Jr. You’ll be wowed by both the castle’s interior and the stunning ocean scenery from its grounds.

Rockport, MA

5. Rockport, Massachusetts

Rockport is a sister town to Gloucester, also located on Cape Ann. While there is enough to do in both Gloucester and Rockport for a day, you could plan to see both places in a single trip. Rockport is another historic seaside town that will have you feeling like you stepped into a painting.

Speaking of painting, Motif #1 is a replica of a former fishing shack in Bradley Wharf, and it has been the subject of artists’ paintings and photography for years. If you want a quintessential New England nautical scene, this is your place.

Motif #1 is nestled near Bearskin Neck , a collection of small boutiques and art galleries lined along the harbor. You could spend hours exploring the whimsical variety of items in these shops.

If you’re craving a walk in nature, check out Halibut Point State Park with its many trails that loop along the ocean.

Catch a show at Rockport’s famous Shalin Liu Performance Center , which features an array of musical and dance performances throughout the year. The building is positioned right on the ocean so you can admire the stunning scenery throughout the performance.

And of course, Rockport has its own share of beautiful beaches. Long Beach and Front Beach are two excellent places to sunbathe and swim.

York, Maine

6. York, Maine

Best as a day trip from Ogunquit, ME; Portland, ME; Portsmouth, NH; Boston, MA

The coastal towns continue! York exudes New England charm and boasts a rich history dating back to the early 17th century. Nestled along the southern coast of Maine, York offers a blend of stunning beaches, quaint neighborhoods, and historical landmarks. 

A highlight destination in York is Nubble Lighthouse , perched on a rocky island just off the shore. The lighthouse is a short drive from the popular Long Sands and Short Sands beaches.

Grab some ice cream from the parlor at the historic Goldenrod Restaurant and explore the various souvenir shops nearby. Just up the road is the popular York’s Wild Kingdom , part zoo and part amusement park. The park has been providing fun for all ages since 1951!

York is also home to what might be the world’s shortest suspension bridge, Wiggly Bridge . The bridge, which — true to its name — wiggles and jiggles as you walk across, spans York Harbor and leads to peaceful trails in the Steedman Woods.

Newport, Rhode Island

7. Newport, Rhode Island

Best as a day trip from New Haven, CT; Providence, RI; Boston, MA; Worcester, MA

Newport is one of those places I could visit over and over again and never get tired of it. This historic Rhode Island town is a perfect blend of fascinating architectural sites and stunning natural beauty.

One of the most popular things to do in Newport is walk the scenic Cliff Walk , a 3.5-mile oceanside trail with panoramic views of the Atlantic Ocean almost the entire way. 

While in this part of town, you can also tour one of the famous Gilded Age mansions. The most famous mansion is The Breakers , one of the former summer “cottages” of the prominent Vanderbilt family.

🚋 Take a Newport Mansion Trolley Tour

Downtown Newport is filled with interesting shops and restaurants. One of my favorite restaurants is Red Parrot , which has amazing fish and chips. You could also visit the oldest operating restaurant in the U.S., White Horse Tavern .

🍽 Reserve Your Newport Walking Food and History Tour

Stop by Kilwins for ice cream and sit on a bench in Queen Anne Square to look over the beautiful Newport Harbor . Then hop on the Newport Harbor Shuttle at the harbor and take it to Fort Adams State Park . There is a walking path around the entire fort that provides amazing water views the entire way.

8. Block Island, Rhode Island

Best as a day trip from Newport, RI; Mystic, CT; Providence, RI; New London, CT

Block Island is a summer paradise located off the coast of Rhode Island. You can get there by hopping on the one-hour-long Block Island Ferry from Newport or Point Judith, RI, or New London, CT.

Explore the island’s beauty by hiking, biking, or renting a moped .

For breathtaking views of the ocean, visit Southeast Light , a historic lighthouse perched on the Mohegan Bluffs . 

The great thing about being on an island is you can find amazing beaches anywhere you turn. Some of the best ones to check out include Crescent Beach , Mansion Beach , and Ballard’s Beach .

There’s also a large natural harbor on the west side of the island called Great Salt Pond , where you can enjoy boating, kayaking, or paddleboarding.

You also can’t miss exploring Block Island’s quaint downtown area, known as Old Harbor . Here you’ll find a charming blend of boutiques, art galleries, and restaurants serving fresh seafood. 

For a unique ecological landscape, check out Rodman’s Hollow on the southern part of the island. Part of Block Island National Wildlife Refuge , this large glacial bowl provides awe-inspiring views and is home to a variety of plants and wildlife.

Griswold, CT

9. Griswold, Connecticut

Best as a day trip from: Mystic, CT; Providence, RI; Newport, RI; Boston, MA

Griswold is a quaint area in southeastern Connecticut with scenic hills and picturesque farmlands. It’s a great day trip option if you want to experience rural New England. 

One of my favorite places in this area is Buttonwood Farm , where you can find one of the largest sunflower fields in New England. The sunflowers reach their peak in July and August. Buttonwood also has an ice cream stand with a delicious assortment of flavors — all made fresh on their eco-friendly farm!

For a peaceful walk in nature, visit Pachaug State Forest, the largest state forest in Connecticut, consisting of more than 26,000 acres with 15 trails to explore.

Bonus activity if you visit in the spring instead of summer: Drive from Griswold to nearby Preston to visit the largest “pick your own” tulip farm in New England, Wicked Tulips Flower Farm . The farm is open to flower-pickers in the spring, where you can find over 100 tulip varieties and more than 1.5 million blooms!

Watch Hill, RI

10. Watch Hill, Rhode Island

Best as a day trip from Newport, RI; Providence, RI; Boston, MA

Situated on the southwestern tip of Rhode Island, Watch Hill is known for its stunning ocean views and elegant, historic architecture.

Napatree Point Conservation Area i s a thin, sandy peninsula stretching out from Watch Hill that’s a preserve for bird nesting and migration. It’s a beautiful area to walk and take in the scenic views on all sides, or sit and relax on one of the pristine beaches.

Watch Hill Lighthouse dates back to 1745 and can be found at the southernmost point of Watch Hill. The lighthouse with its surrounding ocean panoramas is an unforgettable sight to see.

Not far from there, you’ll come to Watch Hill Beach , the perfect place to relax in the sand and sun.

While in Watch Hill, take a ride on the oldest carousel in the U.S., the Watch Hill Merry-Go-Round , known for its “flying horses.”

While this post is focused on day trips, I would be remiss if I didn’t mention the historic Ocean House of Watch Hill, a luxurious seaside resort and the first and only AAA Five Diamond and Forbes Five-Star hotel in Rhode Island. Want to consider extending your visit? 😉

Narragansett, RI

11. Narragansett, Rhode Island

Best as a day trip from Newport, RI; Providence, RI; New Haven, CT; Hartford, CT; Boston, MA

If you’re looking for a pretty Rhode Island beach town without the crowds of places like Newport, try Narragansett, only about a 20-minute drive away. Narragansett is home to beautiful beaches and seaside pathways where you can spend a perfect day in the salty ocean air. 

One of my favorite places to visit in Narragansett is Point Judith , a small cape with a historic lighthouse and breathtaking views of the ocean from all sides. If you’re planning a visit to Block Island, there is a ferry that departs from Point Judith, too.

A unique aspect of Narragansett is The Towers , a castle-like structure that crosses Ocean Road and is an iconic venue for public and private events throughout the year. Even if you don’t go inside, the exterior of the building makes for a great photo op. 

Near The Towers is a highly-rated seafood restaurant with ocean views called Coast Guard House Restaurant . You’ll also be right by Narragansett Town Beach , a mile-long stretch of sand that is one of the most popular places in Rhode Island for summer beachgoers. 

Salty Brine State Beach is another fantastic beach option in Narragansett that’s especially nice for young kids as it’s situated along the seawall and has no waves. Kids will enjoy watching the boats and ferries go by here. Just note that the beach is small and you’ll need to reserve a parking pass ahead of time.

Bristol, Maine

12. Bristol, Maine

Best as a day trip from Portsmouth, NH; Portland, ME; Augusta, ME

With its picturesque harbor and rocky coastline, Bristol captures the essence of Maine’s seaside charm. Come here to enjoy fresh lobster from local fisheries and immerse yourself in the town’s rich maritime heritage through its museums and historic landmarks. 

A must-see place in Bristol is Pemaquid Point Lighthouse , where you can climb to the top of the light tower, tour the museum, and climb the rocks along the shore below. The scenery around the lighthouse will take your breath away.

If you’re craving a beach day, Pemaquid Beach Park is known for its gentle waves and smooth, sparkling sand. For a more local, rustic swimming experience, you can also visit The Swimming Hole at Bristol Dam.

La Verna Preserve is a 120-acre nature preserve in Bristol, where you can walk the entire rocky coastline at all tides and enjoy panoramic views of outer Muscongus Bay and its islands. 

Not far from Bristol are the Coastal Maine Botanical Gardens , one of Maine’s top attractions. They have a variety of gardens and natural areas, including a butterfly house, bee exhibit, dahlia garden, children’s garden, fairy house village, and much more.

13. Nantucket, Massachusetts

Best as a day trip from various parts of Cape Cod, MA

Nantucket is a timeless, quintessential New England location known for its rich history and maritime culture. This island, located 30 miles off the coast of Cape Cod, offers a picture-perfect combination of pristine beaches, a charming downtown, and iconic grey-shingled houses.

In downtown Nantucket , you’ll find plenty of boutiques and galleries to explore. If you’re a history buff, you might also enjoy the Whaling Museum , which tells the story of Nantucket over four centuries.

Not far from downtown is Brant Point Lighthouse where you can take in beautiful harbor and ocean views.

One of the most remote and breathtakingly beautiful parts of Nantucket is the Costkata-Coatue Wildlife Refuge . At the very end of the seven-mile barrier beach that protrudes from the tip of Nantucket is the historic Great Point Lighthouse . This area of the island is one of the best places to see grey seals!

💡Note that if you plan to drive to Great Point, you will need to purchase a permit from the Trustees . But you can also bike in! Taking a self-guided bike tour is one of the most popular activities in Nantucket. You can either bring your own bike onto the island or rent from one of the shops downtown.

Of course, since Nantucket is an island, there are beautiful beaches virtually anywhere you go. Some popular beaches include Madaket Beach , Surfside Beach , and Jetties Beach (the most family-friendly option, not far from town).

If you want to see both traditional Nantucket architecture and stunning ocean vistas, try the Sconset Bluff Walk . The path begins near town and winds through residential neighborhoods before opening to a scenic trail along the coast.

West Cornwall, CT

14. Litchfield Hills, Connecticut

Best as a day trip from New Haven, CT; Hartford, CT; Worcester, MA

Litchfield Hills is a picturesque region in northwestern Connecticut filled with rolling hills and charming small towns. Here you can escape the traffic and crowds of more urban parts of New England and take in the scenic beauty of the Connecticut countryside.

Visit the Railroad Museum of New England in Thomaston to learn about the rich railroad heritage of Litchfield Hills. See more than 100 years of carousel history at the unique Carousel Museum in Bristol.

Near the town of Kent, hike the 0.25-mile trail at Kent Falls State Park to admire the series of waterfalls. In the small town of Cornwall, snap a photo of a traditional covered bridge, Cornwall Bridge .

Another prime summer activity in New England is fruit picking! March Farm in Bethlehem lets visitors pick their own cherries, blueberries, and peaches. Mmm.

Best Day Trips in New England in the Fall

It’s no secret that New England is one of the most beautiful parts of the U.S. to see fall foliage and enjoy all the cozy vibes of autumn. Here is my list of favorite New England day trips in the fall!

Scenic Views along Ocean Path in Acadia National Park

15. Acadia National Park, Maine

Best as a day trip from Augusta, ME, or Bangor, ME

Acadia National Park is one of the most beautiful and popular U.S. national parks and one of the best day trip options in New England (though you will likely want to visit for longer!). The park is comprised of more than 47,000 acres of mountains and forests with dramatic ocean vistas that will take your breath away.

One of the best things to do at Acadia is hike or drive to the summit of the largest mountain, Cadillac Mountain (note the Cadillac Mountain Summit Road is only open to vehicles from April to October). If you plan to drive up, you will need to reserve a timed entry slot on Recreation.gov.

Don’t want to drive?  🚌 Reserve a guided bus tour of Acadia National Park from Bar Harbor

Another must-see trail is the scenic Ocean Path Trail with its jaw-dropping ocean panoramas. The trail will lead you down to Sand Beach , one of Maine’s only sandy beaches (hence the name, perhaps?). 

Be sure to stop at Jordan’s Pond House Restaurant for their well-known tea and popovers before hiking around Jordan’s Pond and seeing the iconic Bubbles — twin mountain peaks with rounded shapes.

Most of the key attractions at Acadia can be found by driving the scenic Park Loop Road . For a different vantage point, bring your bicycle and ride along the historic carriage roads that wind throughout the park.

Want more ideas of things to do at Acadia National Park? Check out this post !

Golden hour views of Frenchman Bay in Bar Harbor, Maine

16. Bar Harbor, Maine

Best as a day trip from: Bangor, ME; Augusta, ME

Bar Harbor is a picturesque coastal town on Mount Desert Island, right next to Acadia National Park. If you’re planning a trip to the park, it’s worth spending a day here as well.

For fresh Maine blueberry pancakes, start with breakfast at Jordan’s Restaurant . Then walk over to Agamont Park at the end of West Street, where you’ll have scenic views of the Bar Harbor pier and Frenchman Bay.

Try one-of-a-kind flavors at Mount Desert Island Ice Cream , including options like Bay of Figs, Lemon Poppy Berry Jam Swirl, and Salt Wildflower Honey. 

You can enjoy your ice cream on a park bench in the Village Green across the street. There’s a community piano in the park’s gazebo that’s open for anyone to play — feel free to stop and plunk out a tune!

Main Street is filled with lots of shops and boutiques to explore, including Maine’s oldest bookstore, Sherman’s Bookstore .

After you’ve finished exploring downtown, you might also enjoy a stroll through Bar Harbor’s neighborhoods with their beautiful homes and gardens.

New England Day Trip: Burlington, Vermont

17. Burlington, Vermont

Best as a day trip from Stowe, VT; Middlebury, VT; Killington, VT

Burlington is a vibrant city on the shores of Lake Champlain, offering a mix of urban life and outdoor adventures. Because it’s home to the University of Vermont, Burlington has a youthful energy that complements its historic charm.

A highlight attraction in Burlington is Waterfront Park , a clean and spacious public park right on Lake Champlain , where you can see the Adirondack Mountains in the distance. 

From the park, hop on the Burlington Greenway , an eight-mile scenic bike path that stretches from Queen City Park Road to the Winooski River. If you’re not up for a bike ride, you can also walk part of the trail and stop at the lookout points and beaches along the way. 

Church Street Marketplace is another popular part of town. This pedestrian-only street is lined with shops, restaurants, and cafes on either side, where you can easily spend a few hours exploring.

Burlington is where Ben & Jerry’s ice cream was founded, so you definitely should stop for a scoop or two from the Church Street shop.

To experience more of Lake Champlain, book tickets for a Spirit of Ethan Allen cruise. You can enjoy a day tour or reserve a dinner cruise for something a little fancier.

If you’re traveling with kids, it’s also worth going to the ECHO, Leahy Center of Lake Champlain , an interactive science and nature museum on the waterfront.

New England Day Trip: Kancamagus Highway, New Hampshire

18. Kancamagus Highway, New Hampshire

Best as a day trip from Manchester, NH; Montpelier, VT; Bethel, ME

If you google the best places to see fall foliage in New England, the Kancamagus Highway of New Hampshire will likely appear at the top of the list. This 34.5-mile scenic drive begins in the town of Lincoln to the west and ends at North Conway to the east.

Check out these stops along the highway for some of the best leaf-peeping viewpoints:

  • Lincoln Woods Trail: Walk the suspension bridge over the Pemigewasset River and hike the leisurely out-and-back trail along the river with towering trees overhead.
  • CL Graham Wangan Overlook: Here you’ll see one of the prettiest views of the Swift River Watershed and White Mountain peaks in the distance.
  • Sabbaday Falls: A short hike will lead you to this beautiful waterfall, which has a guardrail on one side for you to stand and see the falls up close.
  • Sugar Hill Overlook: This popular stop features sweeping views of the Swift River Valley and surrounding mountains.
  • Rocky Gorge: Walk across the small footbridge over the gorge for scenic views of the Swift River.
  • Albany Covered Bridge: Snap a photo of one of New England’s traditional covered bridges.

Northampton, MA

19. Northampton, Massachusetts

Best as a day trip from Worcester, MA; Hartford, CT; New Haven, CT; Boston, MA

Northampton is a vibrant and eclectic city nestled in the scenic Pioneer Valley of Massachusetts. The city boasts an array of independent boutiques, art galleries, and live music venues, making it a haven for artists and creatives. 

If you love coffee, you could spend a lot of time hopping from one coffee shop to the next in Northampton. There are many options to choose from — one of my favorites is The Roost . 

While exploring the shops downtown, take time to admire the street art . There are large murals on the sides of buildings everywhere. It’s one of the features that make Northampton so unique.

Fall is the perfect time for apple picking ! Park Hill Orchard and Outlook Farm are both close to Northampton and have pick-your-own areas where you can hunt for your own fruit.

About 15 minutes outside of Northampton is Look Park , filled with a variety of fun and relaxing activities for all ages, including a steamer train, water spray park, mini golf, pedal boats, playgrounds, tennis courts, walking trails, and more.

Stockbridge, MA

20. Stockbridge, Massachusetts

Best as a day trip from Worcester, MA; Hartford, CT; New Haven, CT; Albany, NY

Stockbridge is located in the heart of the Berkshire Mountains and offers a mixture of historic architecture and stunning natural landscapes. This town has been an inspiration to writers and artists for generations, including Norman Rockwell, who captured the essence of Stockbridge with his iconic paintings. 

Visit the Norman Rockwell Museum to learn more about Rockwell’s life and see some of his original artwork.

Wander along Main Street to explore the antique shops, art galleries, and cozy cafes. Inside the old Stockbridge General Store is Main Street Cafe , which still maintains a lot of the original interior.

Stop by the historic Red Lion Inn (or book a night for the full experience), which has been a landmark of hospitality in the Berkshires for over 250 years. The hotel also owns two local boutiques, Township Four and Shop Around the Corner.

Tour a Gilded Age mansion, Naumkeag , which consists of 44 rooms and eight acres of gardens, including the famous Blue Steps. The property also features a seasonal outdoor Rose Garden Cafe, serving high tea in the gardens on select weekends.

People travel from near and far to visit Tanglewood , the famous summer home of the Boston Symphony Orchestra and a beloved music hall for many prominent musicians. Visit the Tanglewood website for the current line-up of performances.

21. Bennington, Vermont

Best as a day trip from Albany, NY; Stockbridge, MA; Manchester, NH

Surrounded by the stunning natural beauty of the Taconic Mountains, Bennington is a peaceful town filled with tree-lined streets, historic buildings, and a vibrant arts community.

Explore the Bennington Battle Monument , a symbol of Vermont’s role in the American Revolution, and learn more about the city’s history at the Bennington Museum .

See one of New England’s iconic white-steepled churches and Vermont’s oldest Protestant church (dating back to 1805), Old First Congregational Church .

Learn more about the history of Bennington by taking a self-guided Old Bennington Walking Tour ( download the brochure from the Bennington website ). 

Enjoy carefully curated dollhouse exhibits at the Dollhouse and Toy Museum of Vermont . The museum itself is located in a quaint 1850s Victorian home. Bennington is also home to several antique shops , where you can find hidden treasures from days gone by.

If you’re on a hunt to find the most covered bridges in New England, Bennington is home to three of them: the Burt Henry, Paper Mill, and Silk Road bridges . 

And for poetry lovers, the Robert Frost Stone House Museum is not far from Bennington, in the town of Shaftsbury.

Mystic, Connecticut

22. Mystic, Connecticut

Best as a day trip from New Haven, CT; Hartford, CT; Providence, RI; Newport, RI

Mystic is a 19th-century coastal village that enchants visitors with its scenic waterfront and traditional New England atmosphere. Located on the Mystic River, the town has a timeless charm that points back to its seafaring past. 

Step back in time by touring the Mystic Seaport Museum , one of the largest maritime museums in the U.S., and see the nation’s oldest merchant vessel, the Charles W. Morgan whaleship.

⚓️ Take a guided tour of the Mystic Seaport Museum

Mystic’s Main Street has several character-filled boutiques and restaurants to explore. I really enjoyed the seafood at The Mariner .

Not far from downtown Mystic is Olde Mistick Village , a quaint outlet mall with dozens of shops selling handcrafted gifts, jewelry, accessories, and Mystic-made souvenirs.

Another top attraction in Mystic is the Mystic Aquarium , where you can see thousands of species of marine mammals, fish, invertebrates, and reptiles.

Marblehead, MA

23. Marblehead, Massachusetts

Best as a day trip from Boston, MA; Portsmouth, NH; Ogunquit, ME

Marblehead is on the North Shore of Massachusetts and is renowned for its picturesque harbor, rocky shoreline, and beautifully preserved colonial architecture. It’s one of the oldest towns in the United States, with a rich history dating back to 1629.

One of my favorite things to do in Marblehead is browse the cute boutiques , especially along Atlantic Avenue and Washington Street. Sweetwater Trading Company, Chic Streets, and MacRae’s Sustainable Goods are some excellent places to check out.

Shubie’s Marketplace is a great place to stop for lunch. They have a deli counter where you can order delicious, fresh sandwiches, as well as coffee, cannolis, and other treats. If the weather is still nice, they have an outdoor seating area to enjoy, too.

A hidden gem in Marblehead is Castle Rock Park , one of my favorite places in all of New England. It’s located in the middle of a neighborhood, and if you blink, you’ll almost miss the entrance. Once you walk down the short path from the street, you’ll be greeted with the most stunning ocean views. There’s a giant rock formation you can climb to have an even better lookout point.

As weird as it sounds, one of the most picturesque graveyards in New England can also be found in Marblehead, called Old Burial Hill .

Not far from there is the historic Fort Sewall , an old fortification located on Gale’s Head, on the northeastern point of the Marblehead peninsula.

Like many New England towns, it’s also fun to simply walk the residential streets of Marblehead and admire the historic homes , which are kept up well and full of character and charm.

Salem, Massachusetts

24. Salem, Massachusetts

Best as a day trip from Boston, MA; Portsmouth, NH; Portland, ME

Another North Shore gem is Salem , a town filled with cobblestone streets, colonial architecture, and a host of historic landmarks. It’s best known as the location of the Salem Witch Trials in 1692. 

Traveling to Salem from Boston? 🚢 Book a high-speed ferry from Boston’s Long Wharf!

If you are curious about Salem’s dark past, visit the Salem Witch Museum , Salem Witch Trials Memorial , and Old Burying Point Cemetery . Because of Salem’s spooky history, the town is especially popular to visit around Halloween.

Salem is also famous for The House of Seven Gables , a historic home featured in Nathaniel Hawthorne’s 1861 novel of the same name. You can purchase tickets to tour the house and grounds.

Another key attraction in Salem is the Peabody Essex Museum , featuring over 1.8 million pieces of art, architecture, and cultural artifacts. What started as a collection of objects by Salem sea captains in 1799 has turned into one of the most famous museums in Massachusetts.

If you’re craving something sweet, stop by Harbor Sweets for some locally-made chocolate and other sugary goodness. Their sailboat-shaped Sweet Sloops, made of almond buttercrunch, white and dark chocolate, and pecans, are one of their most popular items. (I’ve tried them and can attest that they’re delicious!)

Gillette Castle, Connecticut

25. East Haddam, Connecticut

Best as a day trip from Hartford, CT; New Haven, CT; Providence, RI

Nestled along the Connecticut River, East Haddam offers a picturesque setting with rolling hills, peaceful rivers, and dense forests.

One of the top attractions in East Haddam (and all of Connecticut actually) is the quirky Gillette Castle , the former home of actor William Gillette. Pay to tour inside the fascinating residence or simply walk the grounds, which provide scenic views of the Connecticut River.

Devil’s Hopyard State Park has hundreds of acres of beautiful hiking trails. One of the most popular stops in the park is Chapman Falls, whose staircase-like shape represents what some people say to be the “devil’s footpath.” 

Just outside of Devil’s Hopyard, stop by Boho Farm , a small family-owned farm near town with a gift shop selling handmade and locally sourced items.

Walk around East Haddam’s quaint Main Street to explore its boutiques and grab some ice cream. See a show at the iconic Goodspeed Opera House in town, which has been hosting performances since the 19th century.

Best Day Trips in New England in the Winter

Winter is a beautiful time to visit New England. Escape the crowds of summer and fall while still taking in the natural beauty and historic sites of the region. And of course, if you’re into winter sports like skiing or ice skating, then this is the prime time to go!

Here are my top picks for New England day trips in the winter:

New England Day Trips: Stowe, Vermont

26. Stowe, Vermont

Best as a day trip from Burlington, VT; Killington, VT; North Conway, NH

Located in northern Vermont, Stowe is known as the birthplace of alpine skiing in the state. Its first lift-operated ski trail started in 1937 on Mount Mansfield (the tallest point in Vermont at 4,939 feet).

The Stowe Mountain Resort is the place to be if you want to ski in Stowe. With 116 trails and 12 lifts, it has been an internationally acclaimed ski resort since the 1940s. Not far from Stowe is another popular skiing location, Smugglers’ Notch Resort .

If you’d prefer ice skating over skiing, there is a complimentary ice rink at the Spruce Peak Village Center, part of Stowe Mountain Resort. You can bring your own skates or rent them on-site.

Downtown Stowe is filled with quaint shops, galleries, and restaurants to explore — a great way to escape the winter cold. Be sure to snap a photo of the iconic white-steepled Stowe Community Church .

Another popular activity is the Stowe Recreation Path , which stretches from Stowe Village to Top Notch Resort on Mountain Road. In the winter, this 5.3-mile trail is open to walkers, runners, bikers, cross-country skiers, and snowshoers. There’s also a free shuttle that provides transportation along Mountain Road if you want to make it a one-way trip!

North Conway, NH

27. North Conway, New Hampshire

Best as a day trip from Manchester, NH; Portland, ME; Augusta, ME

North Conway is a scenic town in the heart of the White Mountains, in Mt. Washington Valley, and the perfect place to spend a snowy winter day.

In the town of North Conway itself, spend time browsing more than 100 shops, galleries, and factory outlets in North Conway Village .

If you’re interested in skiing, North Conway is within easy driving distance from three popular resorts: Cranmore Mountain Resort (5 minutes), Attitash Mountain Resort (15 minutes), and King Pine Ski Area (25 minutes).

While people flock to the Kancamagus Highway in the fall as one of the prime areas to see colorful foliage, this scenic road is equally beautiful in the winter with the snow-covered mountain peaks and fir trees. Just check the weather before you go as the highway sometimes closes when it snows.

North Conway isn’t far from Mount Washington , the tallest peak in the northeastern United States, towering at 6,288 feet.

The Mount Washington Auto Road is closed to private vehicles in the winter, but you can book a ride on a SnowCoach that takes you up two-thirds of the way, where you’ll have amazing views of the Presidential Range.

Hop on a traditional steam locomotive at the Conway Scenic Railroad . While train times are more limited in the winter, the company still offers picturesque trips through the snowy White Mountains. Check the website for available tours and to book tickets in advance.

If you don’t mind driving an hour to the other end of the Kancamagus Highway, experience the Ice Castles of New Hampshire in North Woodstock. This icy paradise includes ice slides, caves, and crawl tunnels, as well as an illuminated walking path, a snow tubing run, a Winter Fairy Forest, and more.

28. Killington, Vermont

Best as a day trip from Burlington, VT; Stowe, VT; Manchester, NH

On the Green Mountains side of New England lies the town of Killington, one of the most beloved skiing areas in the eastern United States.

Killington Resort is referred to as “The Beast,” with 1,509 skiable acres, 155 trails, and 21 lifts. Its tallest trail has an impressive 3,050-foot vertical drop.

Pico Mountain Ski Resort and Okemo Mountain Resorts are two other popular resorts not far from Killington.

If you fancy snowshoeing over skiing, try one of the trails in Gifford Woods State Park . This park is a common pass-through area for hikers on the Appalachian Trail from Georgia to Maine.

For an easy winter hike, the two-mile out-and-back Deer Leap Overlook Trail leads to a rock outcrop with beautiful views of the Coolidge Mountain Range and Sherburne Pass.

After a long day in the snow, warm up with a hearty dinner in downtown Killington . A couple of highly-rated restaurants include Casey’s Caboose and The Garlic.

New England Day Trip: Washington, Connecticut

29. Washington, Connecticut

Best as a day trip from New Haven, CT; Hartford, CT; Albany, NY

Washington is a picturesque town in the Litchfield Hills of western Connecticut. Known for its charming New England ambiance, it offers a peaceful retreat away from the hustle and bustle of city life.

See the beautiful, white-steepled First Congregational Church before strolling through Washington’s quiet neighborhoods with their historic and well-landscaped homes.

Stop for lunch at Po Cafe , located in the old post office building. They have a delicious selection of food and drinks with both indoor seating and heated outdoor seating. (Note they are closed on Sunday and Monday and are only open until 2 p.m. on the other days.)

For a luxurious winter day trip experience, book a special spa treatment at the renowned Mayflower Inn & Spa . (If you’re a Gilmore Girls fan, this place inspired the creation of the Independence Inn on the show.)

Washington is also home to three scenic nature preserves, the Hidden Valley, Macricostas, and Steep Rock preserves . Each of these preserves allows cross-country skiers and snowshoers on their hiking trails during the winter months. Enjoy snow-covered landscapes as you glide along the various loop trails.

summer day trips new england

30. Concord, Massachusetts

Best as a day trip from Boston, MA; Worcester, MA; Hartford, CT; Manchester, NH

Concord is a picturesque town just a short drive from Boston, with an interesting blend of colonial architecture, historic sites, and literary landscapes. 

Concord looks like a postcard in the winter, especially during the Christmas season when its quaint Main Street is beautifully decorated with wreaths and lights.

One of my favorite shops in downtown Concord is Nesting , an eclectic boutique with unique gifts and home goods. You can find lots of Christmas ornaments and other winter decor there this time of year.

Another highlight attraction near Concord that’s open year-round is Minute Man National Historic Park , which preserves the sites involved in the first armed conflict of the American Revolution on April 19, 1775. A key place to visit in the park is Old North Bridge , where the famous “shot heard round the world” was fired.

Walden Pond State Reservation is the place that inspired Henry Wadsworth Longfellow’s novel Walden . Take a peaceful winter hike around the pond and you’ll come across the former site of his log cabin where he wrote the book.

For another historic, literary experience, take a tour of the Louisa May Alcott Orchard House , the home where the famous author wrote and set her novel Little Women in 1868.

31. Bethel, Maine

Best as a day trip from Portland, ME; Augusta, ME; North Conway, NH

Bethel is a popular ski town in Maine and is referred to as “Maine’s most beautiful mountain village.”

Sunday River Resort is one of Maine’s largest ski resorts with 19 lifts and 139 different trails and glades. It’s also home to the fastest eight-person chairlift in North America. 

Not far from Sunday River Resort is the Sunday River Covered Bridge , built in 1872 and part of the U.S. National Register of Historic Places.

Mt. Abram Ski Area is a smaller ski resort near Bethel that is a popular choice for families and first-time skiers, or those looking for a quieter, more local skiing experience.

Another “gem” in Bethel is the Maine Mineral and Gem Museum , where you can see meteorites from Mars, the moon, and the Asteroid Belt. There’s also a Rock Garden showcasing 26 geological specimens from around the state.

If you’re up for a good winter hike, try the Old Speck Trail in Grafton Notch State Park , a 7.6-mile round-trip trail that ascends Maine’s third-highest mountain at 4,180 feet. There are also places in the park to cross-country ski or snowshoe.

Best Day Trips in New England in the Spring

New England gets a lot of press in the fall with its beautiful foliage colors, but I absolutely love it here in the spring. New England often has very harsh winters, so there’s nothing quite like seeing those first blooms after the snow has melted away. The weather starts to warm up, but you don’t have to worry about the crowds and traffic of summer.

Here are my top recommendations for New England day trips in the spring:

Acorn Street, Boston

32. Boston, Massachusetts

Best as a day trip from Worcester, MA; Providence, RI; Hartford, CT; Manchester, NH; Ogunquit, ME

Boston makes for a great day trip in New England at any time of the year, but I especially love the city in the spring. After a long, harsh winter, it’s so pretty to see all the trees come into bloom, and the streets come alive with people once again.

To understand Boston’s important role in the American Revolution, take a guided or self-guided tour of the Freedom Trail , a 2.5-mile path that leads you to 16 different historic sites throughout the city. You can also experience a reenactment of the Boston Tea Party at the Boston Tea Party Ships & Museum .

🇺🇸 Book a guided Freedom Trail tour

Learn more about Boston’s history on a one-of-a-kind Duck Boat Tour, an amphibious vehicle that takes you past sights on both land and water.

🦆 Book your Duck Boat Tour (They sell out fast!)

Taste authentic Italian food in North End , also known as Boston’s Little Italy. Mike’s Pastry and Modern Pastry are rivals for the best cannoli. (Most locals seem to point to Modern Pastry, though I think both of them are good — but hey, I’m no cannoli connoisseur.)

Experience Boston’s Chinatown , a center of Asian-American life in New England. There are many amazing Asian restaurants to choose from, and I love to go here for bubble tea!

Walk over to Copley Square and tour the Boston Public Library , especially the historic section of the library that includes the stunning Bates Hall.

Spend some time browsing the shops along Newbury Street with its iconic brownstone buildings before heading to the Charles River Esplanade for scenic water and city views.

A visit to Boston wouldn’t be complete without walking through the Public Garden and Boston Common , two of America’s oldest and best public parks. 

End your day with a walk down Charles Street in the charming Beacon Hill neighborhood (one of my favorite places in Boston!). If you have time, sneak up to Acorn Street to see one of the last original cobblestone streets in Boston. It’s one of the most photographed streets in America.

Related read: 24-Hour Boston Itinerary: Best Things to Do in 2023

33. Martha’s Vineyard, Massachusetts

Best as a day trip from Provincetown, MA; Hyannis, MA; Providence, RI; Boston, MA

Martha’s Vineyard is a prime island getaway in New England, just off the coast of Cape Cod, Massachusetts. The high season for the island is in the summer, so I recommend visiting in May if you want to beat the crowds. (But if you want to see the stunning hydrangeas, those typically don’t start blooming until July.)

The only way to get to Martha’s Vineyard is by ferry or plane. There are several places to catch the ferry, including the Falmouth and Hyannis harbors on Cape Cod. There are also tour options from Boston!

🚢 Book a Martha’s Vineyard Day Trip from Boston

Once you get to the island, spend some time exploring the various shops and boutiques downtown, including the beloved Vineyard Vines store that was founded on the island.

Visit the Oak Bluffs area of the island to see the iconic gingerbread cottages . In this neighborhood, you will also find the Flying Horses Carousel , the oldest operating platform carousel in America. The carousel was first located in New York City but was moved to Martha’s Vineyard in the 1880s.

For stunning cliff and ocean views, stop by the Aquinnah Cliffs Overlook on the western side of the island. (This is an awesome place to watch the sunset, too!)

One of the best beaches on Martha’s Vineyard is South Beach , located on the southeast side of the island. But you really can’t go wrong — you’ll find stunning beaches all over Martha’s Vineyard.

34. Provincetown, Massachusetts

Best as a day trip from Boston, MA; Hyannis, MA; Plymouth, MA

On the tip of Cape Cod is the charming town of Provincetown. It’s the oldest continuous art colony in the United States, with numerous galleries, studios, and theaters showcasing the work of local artists. And with Provincetown stretching 60 miles into the ocean, it’s also filled with natural beauty and seaside fun.

Note that you can drive to Provincetown if you want to see the entire Cape, or take a ferry directly there from Boston’s Long Wharf.

Commercial Street is the center of activity in Provincetown, where you’ll find numerous shops and restaurants to explore.

Provincetown is also a prime location to catch a whale-watching tour . Boats depart from the Provincetown Harbor and last for 3-4 hours, giving you ample opportunity to see a variety of whales and dolphins in their natural habitat.

Check out the 252-foot-tall Pilgrim Monument , which is the actual place where the pilgrims first landed in the New World before sailing on to Plymouth.

The monument is part of the Provincetown Museum , where you can learn more about the Mayflower pilgrims’ arrival and the rich maritime and theater history of Provincetown.

Two of the best beaches in Provincetown include Race Point Beach and Herring Cove Beach . You may not want to swim yet in the spring, but it’s still worth walking along the shore or relaxing on the sand. 

The Race Point Lighthouse is also worth seeing when you’re in Provincetown, but note that contrary to the name, the lighthouse is about a two-mile hike (or 11-minute drive) from Race Point Beach.

Province Lands Bike Trail , one of three bike trails at Cape Cod National Seashore, is a 5.45-mile trail winding through pine forests, sandy dunes, and cranberry bogs. The trail includes easy exit points to Race Point Beach and Herring Cove Beach.

New England Day Trip: New Haven, CT

35. New Haven, Connecticut

Best as a day trip from Hartford, CT; Mystic, CT; Providence, RI; New York, NY

New Haven is on the southwestern side of Connecticut, about an hour and a half from New York City. It’s a dynamic and diverse city with a vibrant academic atmosphere, rich history, and plenty of natural beauty to explore.

New Haven is most famous as the home of Yale University , one of America’s oldest and most prestigious colleges, founded in 1701. Book a walking tour to learn more about the university’s history and take in the stunning architecture.

Not far from Yale’s campus is the historic New Haven Green that has been around since 1638. Walk through this nine-acre green space, enjoy the canopy of elm trees above you, and stop to see three of New Haven’s historic churches: Trinity Church, United Church, and Center Church.

From the Green, walk a short distance to Louis’ Lunch , one of the tiniest restaurants you’ll ever see. This little hamburger joint has been around since 1900, and they still serve their burgers on toast.

If you’re craving time in nature, visit Lighthouse Point Park for scenic views of New Haven and Long Island Sound. 

Another popular option is East Rock State Park , a unique trap rock formation in the middle of the city. Hike to the top of the “rock” for a birds-eye view of New Haven and Long Island Sound beyond.

In the neighboring town of Hamden, hike the trail around the peaceful Lake Wintergreen . 

Bonus: About 20 minutes outside of New Haven, in Milford, is Silver Sands State Park , one of my favorite places in Connecticut. This unique seaside park includes a sandy beach, boardwalk, and — the most unique feature — a “tombolo” (sandbar) that you can walk across to Charles Island only during low tide. (Be sure to come back before the tide rises or you’ll be stuck on the island with the nesting birds!)

Beverly, Massachusetts

36. Beverly, Massachusetts

Best as a day trip from Boston, MA; Worcester, MA; Portsmouth, NH; Ogunquit, ME

Beverly is a hidden gem on the Massachusetts North Shore. Most people mention towns like Gloucester and Rockport when they talk about escaping the city for a day by the shore, but there are several attractions that make Beverly worth a visit, too.

Start your day in Beverly with a delicious cup of coffee and fresh scone from the tiniest little cafe you may ever see: Beantrust Coffeebar. There isn’t much space inside to sit and relax, but it’s worth grabbing your items to-go and strolling through the pretty neighborhoods nearby.

Lynch Park is known as the Crown Jewel of Beverly with its beautiful rose garden, beaches, amphitheater, playground, and splash pad. It’s the perfect place to spend an afternoon near the water. (Note that parking is $15 on weekdays and $25 on weekends during high season from the end of May through Labor Day.)

Dane Street Beach is one of the most popular beaches in Beverly, and one of the few beaches on the North Shore where you can find free street parking. You may not want to swim in the water in the spring, but it’s still a beautiful beach for a walk or to sit and watch the waves roll in.

See a show at the North Shore Music Theatre , the largest operating theatre in New England, attracting more than 250,000 people each year. It’s also one of the few remaining “theatre-in-the-round” stages left in the U.S.

Enjoy the lovely gardens and walking trails at Long Hill , the former summer home of the Sedgwick family from 1916 to 1979.

Hartford, Connecticut

37. Hartford, Connecticut

Best as a day trip from New Haven, CT; Boston, MA; Worcester, MA; Providence, RI

Located in central Connecticut, the state’s capital city of Hartford offers an interesting mix of historic sights, public parks, and high-quality museums to explore.

The Connecticut State Capitol is one of the most beautiful capitol buildings I’ve ever seen, with its gold dome and Victorian Gothic architecture. Surrounding the capitol is the scenic Bushnell Park , featuring a historic carousel and several monuments. 

Another beautiful park to check out is the Elizabeth Park Conservancy . Its focal point is the Helen S. Kaman Rose Garden with its many arches of roses that come into full bloom by mid-June.

Tour the 25-room mansion where the iconic author Samuel Langhorne Clemens (Mark Twain) and his family lived from 1874 to 1891. The Mark Twain House & Museum has been designated a National Historic Landmark.

If you’re interested in art history, visit the Wadsworth Atheneum Museum of Art , which is home to nearly 50,000 works of art spanning 5,000 years.

The Connecticut Science Center and The Children’s Museum are two other fun places to visit in Hartford if you have kids. Both museums are full of interactive exhibits where kids can try their hand at STEM activities and see scientific wonders.

Best New England Day Trips for Families

New England is a wonderful place to visit with the whole family! So many locations have attractions geared toward kids, and there are plenty of activities that can entertain all ages.

These are some of my top recommendations for family day trips in New England:

  • Hartford, Connecticut: Kid-focused museums and parks
  • Mystic, Connecticut: Fun maritime activities, including a historic ship and large aquarium
  • Acadia National Park, Maine: Endless hiking trails and areas to explore
  • Ogunquit, Maine: Shoreside fun, with beaches, trails, kayaking, and more
  • York, Maine: Home to one of New England’s largest zoos and awesome beaches
  • Boston, Massachusetts: Playgrounds, parks, and museums galore!
  • Gloucester, Massachusetts: Family-friendly beaches and a hidden castle
  • North Conway, New Hampshire: Snowy paradise with ice castles, ski resorts, and more
  • Burlington, Vermont: Lakeside parks, hiking trails, and a one-of-a-kind science museum

Related read: 13 Awesome Family Day Trips in Massachusetts by Season

Best New England Day Trips for Couples

If you’re planning a romantic trip for two, here are my favorite options:

  • Litchfield Hills, Connecticut: Small towns and scenic landscapes to explore
  • Bar Harbor, Maine: Relaxing restaurant and cafe scene at the doorstep of Acadia National Park
  • Portland, Maine: Foodie paradise along with plenty of outdoor activities
  • Martha’s Vineyard, Massachusetts: Quaint island getaway with lots of history and charm
  • Nantucket, Massachusetts: Similar to Martha’s Vineyard, but even more remote
  • Portsmouth, New Hampshire: Walkable downtown and close proximity to beaches
  • Stowe, Vermont: Cozy mountain escape

Hotel Viking, Newport, RI

Best Places to Stay in New England

If you’re taking multiple day trips in New England and need a “base camp” where you can crash for the night, here are some excellent options throughout the region:

The Goodwin , Hartford, Connecticut

Nearby day trips recommended in this post:

  • Hartford, CT
  • New Haven, CT
  • Washington, CT
  • East Haddam, CT
  • Griswold, CT
  • Stockbridge, MA
  • Northampton, MA

🛌 Check room availability and book!

Ogunquit River Inn & Suites , Ogunquit, Maine

  • Ogunquit, ME
  • Portland, ME
  • Portsmouth, NH

Bar Harbor Grand Hotel , Bar Harbor, Maine

  • Acadia National Park, ME
  • Bar Harbor, ME

Omni Parker House , Boston, Massachusetts

  • Marblehead, MA
  • Martha’s Vineyard, MA
  • Provincetown, MA
  • Concord, MA

Wentworth by the Sea , Newcastle, New Hampshire

  • Gloucester, MA
  • Rockport, MA
  • Beverly, MA

Newport Marriott Hotel & Spa , Newport, Rhode Island

  • Newport, RI
  • Narragansett, RI
  • Watch Hill, RI

Trapp Family Lodge , Stowe, Vermont

  • Burlington, VT
  • Killington, VT

Marblehead, MA

Here are answers to other common questions about New England!

What month is best in New England?

New England is lovely any time of year, so it all depends on what activities you want to do! I especially like the months of June through September here.

I love New England summers when all the coastal towns come alive and you can enjoy many days at the beach. The water is warmest in August and September but don’t expect the water to ever be “warm” since it is the North Atlantic Ocean. 🙂

Spring and fall have milder but still pleasant temperatures. These are my favorite seasons to explore New England because you don’t have the traffic of the summer crowds or the unpredictable weather of the winter. In the fall, you have the stunning foliage and in the spring, the beautiful blossoming trees.

In the winter, it’s not uncommon for snow storms to make travel difficult and cause certain places to shut down. But New England is a prime skiing and snowshoeing destination, so if you come prepared, December through March are great months to visit.

How many days do you need in New England?

If you want to get a taste of all six New England states, I recommend spending at least one week here. I provide a sample seven-day New England itinerary in this post .

If you have time to spare, two weeks would allow you to explore some of the more remote parts of New England, like Acadia National Park or Martha’s Vineyard.

That being said, if all you have is one or two days in New England, you can still cover a lot of ground. Any of the day trips in this post are great options to choose from, and below are some other posts I have written on day or weekend trips in New England:

  • Weekend in Burlington, VT: The Perfect 2 or 3-Day Itinerary
  • A Weekend in Newport, Rhode Island: 7 Best Things to Do
  • 13 Awesome Family Day Trips in Massachusetts by Season
  • Day Trip to Salem from Boston: All You Need to Know

How should you spend five days in New England?

There are many excellent itineraries for five days in New England. To get a perfect blend of coastal views, hilly rural areas, and mountain landscapes, here is one sample itinerary I would recommend:

  • Day 1: Litchfield Hills, Connecticut (if traveling by plane, fly into Hartford)
  • Day 2: Newport, Rhode Island
  • Day 3: Boston, Massachusetts
  • Day 4: Portland, Maine
  • Day 5: North Conway, New Hampshire (fly out of Portland)

But feel free to mix and match any of the day trips in this post for other itinerary options!

What are the best day trips in each New England state?

These are my top day trip options in each New England state:

  • Connecticut: Mystic, Litchfield Hills, Griswold
  • Maine: Acadia National Park, Portland, Ogunquit
  • Massachusetts: Boston, Marblehead, Gloucester
  • New Hampshire: Portsmouth, Kancamagus Highway, North Conway
  • Rhode Island: Newport, Narragansett, Watch Hill
  • Vermont: Burlington, Stowe, Bennington

Scenic Ogunquit, Maine

Conclusion: Best Day Trips in New England

There you have it: my list of the 37 best day trips in New England! Whether you’re interested in some “vitamin sea,” a long hike in the mountains, a food tour, or visiting museums and historic sites, there are plenty of options to choose from. 

I hope this list has given you lots of inspiration as you plan your New England day trip. Have an amazing time, wherever you go!

PLANNING A TRIP? These are the resources I recommend: ✈️ Flights:   Skyscanner 🛌 Hotels:  Booking.com ​ 🚗 Rental cars:   DiscoverCars 🎟 Tours: Viator  or  GetYourGuide

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  • Destinations

25 Best New England Day Trips

Last Updated By VacationIdea on April 14, 2024 in Weekend Getaway from Boston

25 Best New England Day Trips

Other attractions include the International Tennis Hall of Fame, the beautiful Easton's Beach, the historic Fort Adams State Park and great restaurants . More ideas: Where to Stay in Newport and Romantic Weekend Getaways in Rhode Island

Mystic, CT

When you're ready to have lunch or do a bit of shopping, head to Olde Mystick Village to admire the colonial style buildings, browse the gift shops, and enjoy some fresh seafood . Browse best Mystic Beaches

Block Island, RI

Block Island, RI

The water surrounding the island provides plenty of recreational opportunities as well, and some of the most popular activities include swimming, surfing, kayaking, and charter fishing. Browse best Block Island beaches

Freeport Crossing

Freeport Crossing

200 Lower Main St, Freeport, Maine 04032, Phone: 617-232-8900 , Map

Green Mountain Byway

Green Mountain Byway

The byway also passes through the towns of Waterbury and Stowe, where you can stop to have lunch or do a bit of shopping. More weekend getaways in Vermont

Hammonasset Beach State Park

Hammonasset Beach State Park

Hammonasset Beach State Park , 1288 Boston Post Rd, Madison , CT 06443, Phone: 203-245-2785

Horseneck Beach State Reservation, New England

Horseneck Beach State Reservation, New England

Horseneck Beach State Reservation , 5 John Reed Rd, Westport, MA 02790, Phone: 508-636-8816

Housatonic Valley National Heritage Area

Housatonic Valley National Heritage Area

If you're more interested in the area's natural sights, you can stop at the Cathedral Pines to admire the old growth forest, check out the 43 varieties of fern in Bartholomew’s Cobble, or snap some photos at the picturesque Beckley Bog.

Cape Cod, New England

Cape Cod, New England

Spend a few hours browsing the art galleries in Provincetown, enjoy a fresh seafood lunch at one of the local restaurants , or rent a bike and cycle along part of the beautiful Cape Cod Rail Trail.

Lexington, MA

Lexington, MA

After that, you can take a Liberty Ride trolley tour, stop by the historic Buckman Tavern, or visit some of the historic sites along the Battle Road Trail. More day trips from Boston

Mashantucket Pequot Museum and Research Center

Mashantucket Pequot Museum and Research Center

Mashantucket Pequot Museum and Research Center , 110 Pequot Trail, Ledyard, CT 06338, Phone: 800-411-9671

Mohawk Trail, New England

Mohawk Trail, New England

Highlights include the Massachusetts Museum of Contemporary Art, the Mount Greylock lookout point, and the Natural Bridge State Park, and if you're visiting in the spring, summer, or fall, the spectacular Bridge of Flowers is a great stop as well.

Bar Harbor, ME

Bar Harbor, ME

Kayaking and whale watching are two favorite activities, and much of the island is protected by Acadia National Park , which invites visitors to stroll along the rocky coast, photograph the spectacular scenery, and climb Cadillac Mountain, the tallest peak on the East Coast.

Old Orchard Beach

Old Orchard Beach

If you bring your kids, you can also spend some time at Palace Playland, an exciting amusement park with a Ferris wheel, a carousel, and plenty of other exhilarating rides. Old Orchard Beach Map

Old Sturbridge Village, MA

Old Sturbridge Village, MA

Old Sturbridge Village, MA , 1 Old Sturbridge Village Rd, Sturbridge, MA 01566, Phone: 800-733-1830

Plymouth, MA

Plymouth, MA

When you've learned enough about history for the day, you can take a scenic ride on the Edaville Railroad, go for a walk in the beautiful Brewster Gardens, or rent a kayak and paddle around on the Billington Sea. Best Beaches in Plymouth

Rangeley Lakes Scenic Byway, New England

Rangeley Lakes Scenic Byway, New England

The byway makes for an excellent road trip year-round, but it's particularly spectacular in the fall, when the foliage turns vibrant shades of red, yellow, and orange.

Reid State Park

Reid State Park

Reid State Park , 375 Seguinland Rd, Georgetown, ME 04548, Phone: 207-371-2303

Salem, MA

More ideas: kid-friendly things to do in Massachusetts

Sherwood Island State Park

Sherwood Island State Park

Sherwood Island State Park , Sherwood Island Connector, Westport, CT 06880, Phone: 203-226-6983

Silver Sands State Park

Silver Sands State Park

Silver Sands State Park , 1 Silver Sands Pkwy, Milford , CT 06460, Phone: 203-735-4311

Wethersfield

Wethersfield

If you'd like to learn even more, you can visit the Webb-Deane-Stevens Museum or the Buttolph-Williams House. When you're ready to do some shopping, you can browse the antique stores in the historic district or head to the Comstock Ferre & Co seed store.

Woodstock, VT

Woodstock, VT

Driving around the back roads is a great way to get a feel for the countryside, but if you want to see more, live farming demonstrations are regularly held at the Billings Farm and Museum, a beautiful property that was formerly owned by businessman Laurance Rockefeller.

Exeter, NH

Most of these homes can only be seen from the outside, but the 1721 Ladd-Gilman House has been transformed into the American Independence Museum, and seven of the rooms are open for tours. More day trips in New Hampshire

Guilford, CT

Guilford, CT

If it's the right season, you can also visit one of the orchards on the outskirts of town to wind through a corn maze or pick some fruit to take home. Guilford, CT Map

  • 2. Mystic, CT
  • 3. Block Island, RI
  • 4. Freeport Crossing
  • 5. Green Mountain Byway
  • 6. Hammonasset Beach State Park
  • 7. Horseneck Beach State Reservation, New England
  • 8. Housatonic Valley National Heritage Area
  • 9. Cape Cod, New England
  • 10. Lexington, MA
  • 11. Mashantucket Pequot Museum and Research Center
  • 12. Mohawk Trail, New England
  • 13. Bar Harbor, ME
  • 14. Old Orchard Beach
  • 15. Old Sturbridge Village, MA
  • 16. Plymouth, MA
  • 17. Rangeley Lakes Scenic Byway, New England
  • 18. Reid State Park
  • 19. Salem, MA
  • 20. Sherwood Island State Park
  • 21. Silver Sands State Park
  • 22. Wethersfield
  • 23. Woodstock, VT
  • 24. Exeter, NH
  • 25. Guilford, CT

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Julie Around The Globe

15 Best New England Summer Vacation Spots and Getaways

Posted on May 1, 2023 | Julie J. |

Last Updated on May 1, 2023

Planning a summer getaway in New England and looking for all the best destinations? Discover some of the best places to visit in New England during summer . Enjoy the fresh mountain air, relax on the beach, or explore quaint towns, you’ll find plenty of things to do in New England comes summer.

Whether you’re looking for summer weekend getaway ideas or vacation destinations , we’ve got you covered with this list of the best New England summer vacation spots and getaways for couples, families, friends, and solo travelers alike.

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15 Best New England Summer Vacation Spots and Getaways

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Martha’s Vineyard, MA

Martha's Vineyard

By Samantha From New England Wanderlust

Martha’s Vineyard is an island off the coast of Cape Cod, Massachusetts, and is known for its gorgeous beaches, cute towns, and stunning coastal landscapes . And since summer is the ultimate time to visit to enjoy all the outdoor activities, it makes for a perfect New England beach vacation!

One of the best things to do on Martha’s Vineyard  is an excursion out to Aquinnah to take in the views of the iconic bluffs. While there, you can also tour the Gay Head Lighthouse , and spend the day at Moshup Beach.

One of the most beautiful towns on the island is Edgartown , and you’ll definitely want to plan at least an afternoon here strolling through the shops downtown , and walking out to Edgartown Lighthouse . If you visit in July when the hydrangeas are in bloom, you’ll see some stunning garden displays along N. Water Street on your way to the lighthouse. 

For the perfect beach day, you’ll want to head to South Beach , which is the most beautiful beach on Martha’s Vineyard. Parking is free along the road, but in the summer season, it can fill up fast. It’s best to arrive in the morning to grab a spot, but you’ll be glad you did!

One of the best places to stay on Martha’s Vineyard is the Vineyard Square Hotel in Edgartown. Not only is it walkable to both downtown and the lighthouse, but they also offer free breakfast and bicycle rentals , and many rooms have views of the harbor . 

Providence, RI

WaterFire, Providence, Rhode Island

By Amanda from Hey! East Coast USA

Far too often overlooked, visiting Providence should certainly be near the top of your New England summer adventure list! 

Rhode Island’s capital city offers an incredible variety of attractions and activities in a rather compact space, making it more accessible and fun for families or for short weekend getaways.

While there are plenty of fun things to do in Providence all year round, summertime offers longer days to enjoy the street art, green spaces, and the lovely Riverwalk that takes you through the downtown area with skyline views all around.

WaterFire is a beloved summertime event in Providence that you won’t want to miss. From May through November, bonfires are set ablaze along the rivers, with street vendors, music, and entertainment along the Riverwalk for visitors to enjoy. It’s family-friendly and also a popular date night activity!

You might also want to catch a show at the Providence Performing Arts Center (PPAC), where off-Broadway tickets are often cheaper than in nearby Boston.

During the day, head to the Rhode Island School of Design (RISD) Museum or the Rhode Island Museum of Science and Art (RIMOSA) for a cultural experience. Thayer Street is popular as it abuts the Brown University campus and is lined with unique shops, cafes, and eateries . 

Of course, as the state capital, you should also take a tour of the Rhode Island State House while you’re in Providence.

For a unique place to stay, check out The Dean for a retro vibe in a super convenient location.

Boston

By Jenny from Traveling in Focus

Are you craving a summer vacation that offers a little bit of everything – history, culture, sports, and festivals? Look no further, as Boston, Massachusetts, is the perfect place for a summer getaway in New England.

Imagine strolling through the historic streets of Boston, surrounded by the rich history and stunning architecture.

You can practically hear the footsteps of Paul Revere as you walk the Freedom Trail , a 2.5-mile path that takes you through 16 of the city’s most significant historic sites .

Or if the arts are more your thing, the Museum of Fine Arts is a must-visit. Home to an impressive collection of masterpieces, it’s the perfect way to cool down on a hot summer day.

When you have had your fill of history & arts, head to Fenway Park , home of the legendary Red Sox. You can just feel the electric atmosphere as the crowd roars excitedly during the game.

And if you time your visit around Independence Day, you can partake in Boston Harborfest. This celebration is a tribute to the city’s maritime and colonial history and has hundreds of events to enjoy. The spectacular fireworks display over the river during the celebration will leave you in awe.

As each day closes, you are sure to find a restaurant to suit you, as the city is a culinary paradise . If you enjoy mouthwatering Italian, head to the North End – it’s like taking a trip to Italy without leaving the city! Or head to the restaurant where everybody knows your name, Cheers.

Interested in going beyond the city limits for a day? Boston’s prime location to other nearby cities gives you plenty of options, with Salem and Plymouth being popular choices.

While staying in Boston, the historic Eliot Hotel can’t be beaten with its luxurious rooms, on-site sashimi bar, and ideal location.

Center Harbor, NH

Mount Morgan & Mount Percival Loop

By Terri from Female Solo Trek

Escaping to the cool New Hampshire mountains during the blistering hot East Coast summers is a centuries-long tradition. Whether arriving from Miami, Washington DC, or Boston, visitors will discover tall mountains to climb and lakes to swim in.

First book your stay at the Center Harbor B&B . Offering idyllic views of Lake Winnipesaukee , this historic Victorian house also features an outdoor pool .

Center Harbor is located near Sandwich , New Hampshire, a colonial town founded in 1763. This is a great place to shop independent retailers shop, catch a bite to eat, and roam the old town . You better hide your wallet if you don’t want to bring home a new painting or sculpture. Patricia Ladd Carega Gallery is a must-see.

Next, pull on your hiking boots to explore the 5.2-mile Mount Morgan & Mount Percival Loop Hike . Arrive early to get a spot in the parking lot as the high season runs from May through September.

Start your hike at Mount Morgan and then trek over to Mount Percival. The steady incline will showcase wildflowers, tall trees, and the occasional big boulder . The adventurous can climb a ladder to reach Mount Morgan (or simply bypass with a walk around the boulders).

Pack a lunch for an “alpine lunch” at the summit. It features a panoramic view of Lake Winnipesaukee (New Hampshire’s largest lake). This is a “peak” experience for hikers.

The second part of your hike will traipse across the ridge to Mount Percival. The 0.8-mile trek is rugged as hikers must crawl over rocks to reach the 2,212-foot summit. The descent features a hike via the caves or Rt. 113.

Cape Cod, MA

Nauset Lighthouse

By Julie from Family Trips and Travels

Cape Cod is one of the best destinations to visit in New England for a summer vacation. With its miles of beaches, quaint towns, and nautical charm , there is always something to see or do while on the Cape.

Cape Cod has some of the best beaches on the east coast of the USA.  What makes Cape Cod so special and unique is the variety of beach offerings .  From the calm waters of the Cape Cod Bay beaches to the warmer temperatures of the sound to the high waves along the Cape Cod National Seashore Atlantic Ocean. There is truly something for every beach lover.

During your stay, check out some of the many charming towns and villages . From Provincetown and down to Sandwich, there are so many quaint towns that offer something different for everyone.  Provincetown is lively with activity and nightlife. Chatham has some incredible boutique shopping and dining. Head to Yarmouth in July to see the sand sculpture trail.  

For those looking for a bit more adventure, Cape Cod has so much more to offer!  You can go hiking on the different beach and swamp trails .  Ride a bike down the 22-mile rail trail or go kayaking in the rivers and kettle ponds. One of the best things about Cape Cod is the variety of activities available on your summer vacation.

There are so many incredible places to stay on Cape Cod.  Most vacationers will rent a house for a week.  This gives the most flexibility and those regular comforts of home. If you would rather stay in a hotel, there are plenty of options closer to Hyannis or you can choose a more resort-type setting at the Chatham Bars Inn or Ocean Edge Resort in Brewster .

Newport, RI

Cliff Walk and mansions, Newport

By Pam from Directionally Challenged Traveler

One of the best destinations to visit in summer in New England is the quaint city of Newport, Rhode Island. This charming coastal town is located on Aquidneck Island, which is surrounded by beautiful beaches, scenic trails, and stunning ocean views . There are plenty of things to do in Newport for any visitor.

Newport is known as the sailing capital of the world. Every year, the Newport Regatta is hosted here which attracts sailors from all over the world. Spending time watching sailboats is a peaceful activity that can be done all throughout the summer. If you prefer, you can rent a sailboat or even take a sailing lesson on Newport Bay!

If you prefer to keep yourself on land, there are a number of private and public beaches for sun-goers. Easton’s Beach, Sachuest Beach, and Gooseberry Beach are perfect for sunbathing and swimming.

History lovers would love visiting the mansions of Newport . These were built during the Gilded Age and many are open for tours. Many of the mansions are located along the Cliff Walk . The walk is 3.5 miles with stunning views of the harbor on one side and the mansions on the other.

During the summer, Newport hosts several festivals . Discover the best musicians at the Newport Music Festival, Folk Festival, or Jazz Festival .

Bannister Wharf and Bowen’s Wharf are located downtown and are perfect for shopping and enjoying live music.

In the heart of the city, you’ll find The Marriott Newport . It’s within walking distance of Bannister’s Wharf and Bowen Wharf making it easy to explore Newport.

Mansfield Peak In Summer

By Eileen Gunn from FamiliesGo!

The mountains that provide great skiing all winter long in Stowe, VT, also provide lots of summer vacation fun , too.

Start by riding the ski gondola to the top of Mansfield Mountain . Bring lunch and grab a table or some Adirondack chairs to have a picnic with a stunning view of the Green Mountains.

Intrepid hikers can tackle the Cliffside Trail , which rewards a lot of rock scrambling and short steep climbs with even more amazing views.

Back at ground level, Smugglers Notch State Park and Mount Mansfield State Forest have hikes for all levels: take an easy walk to a waterfall or hop on the Long Trail , which runs the length of the state, for an all-day hike. This Stowe hiking guide provides trailheads and details for all the local trails.

Stay at the Green Mountain Inn right in town; it’s cozy and has an excellent bar and restaurant and a large pool.

Main Street offers a handful of restaurants and coffee shops, colorful Victoria homes, and opportunities to shop for local crafts and Vermont specialties like flannel shirts and maple products.

The Stowe Recreation Trail starts in town and runs for several meandering miles past streams and corn fields as well as restaurants and local tasting rooms. It’s ideal for an easy bike ride or morning run.

The best place to reward oneself for a full day of hiking and biking is the Stowe Public House & General Store . It has a wide selection of local beers and ciders in bottles and cans and on tap, and snacks to go alongside them. Grab a seat on the porch or a table on the lawn to cool down, people-watch, and plan the next day’s outdoor fun.  

Provincetown, MA

By Sierra from Your Guide To Wandering

Provincetown, or P-Town as the locals call it, is the ideal New England summer destination for its protected, untouched beaches and thriving art scene . Located on the tip of Cape Cod Massachusetts Provincetown has a special remote beach town feel and is well known for its numerous summer festivals. Visitors could easily spend an entire week here exploring its vibrant atmosphere.

Stay close to the beach in one of the charming colorful inns, like the White Porch Inn , or rustic rental houses.

Provincetown is part of the Cape Cod National Seashore designation. The Cape Cod National Seashore was declared a protected area in 1961 by President John F. Kennedy. It protects over 40 miles of beaches, marshes, trails, and historic lighthouses along the tip of Cape Cod .

Today visitors can see the influence of this protection through the many uncommercialized beaches , with untouched vistas of the Atlantic and numerous bike trails through the marshes. Bike on the Province Lands Bike Trail for one of the best ways to explore P-Town.

Looking for more New England coastline? Take a road trip from Provincetown along the Atlantic coast all the way to Portland Maine and stop along several quintessential fishing towns perfect for a summer pit stop. Provincetown is in a great location to see the full length of the Cape Cod coast.

Nantucket, MA

By Linn Haglund from Brainy Backpackers

Nantucket Island is a wonderful summer destination with sweeping beaches, a vibrant downtown, and safe cycling routes covering most of the island . In fact, biking in Nantucket is the best way to see the island on a nice summer day. There are various bike rental shops on the island if you cannot bring your own.

Make sure you explore Jetties Beach, Madaket Beach, Surfside Beach, and Siasconset Beach . Siasconset is worth a visit with some of the oldest cottages on the island and do not miss out on a walk to the Sankaty Head Lighthouse where you can watch wonderful sunsets.

Downtown has everything you need for a fabulous vacation. Cute cafés, high-end restaurants, unique boutique shops, and a multitude of museums. To mention a few, the Whaling Museum let you in on the island’s whaling history. Today, you might enjoy a whale-watching tour to get a glimpse of the giant creatures that were once the livelihood of the islanders.

The African American History Museum tells a dark history that should not be forgotten, while the Nantucket Shipwreck and Lifesaving Museum commemorates the courageous locals that risked their own lives to rescue survivors from the 700 shipwrecks in the surrounding waters in the 19th century.

For a place to stay, Hotel Pippa is a lovely hotel within walking distance from Downtown and the beach. You can also check out the many vacation rentals you’ll find on the island.

Portland, ME

Portland Headlight

By Pafoua from Her Wanderful World

If you’re planning a summer vacation in New England, Portland, Maine should be at the top of your list. This charming coastal city has some of the most beautiful beaches, delicious restaurants, and historical sites that will make your trip unforgettable.

One of the most picturesque places to visit is the Portland Headlight located in Cape Elizabeth, which is also one of the oldest lighthouses in Maine. The Portland Headlight is located in Fort Williams Park, which has plenty of picnic areas and walking trails for visitors to enjoy.

When you’re in town, be sure to see all that Old Port has to offer by taking a walking tour . Here, you’ll find plenty of boutiques, galleries, and delicious restaurants , all surrounded by cobblestone streets and colonial-style architecture that will make you feel like you’ve stepped back in time.

While in Old Port, be sure to check out the many vegan-friendly restaurants such as The Totally Awesome Vegan Food Truck with their Maple Chipotle Tots, the Green Elephant for Asian, and Copper Branch for protein-filled sandwiches!

During the summer, visit Thompson’s Square for live music or catch a show at the State Theater . If you’re in Portland in early June , you can join in Portland’s Summer Kickoff where summer is celebrated all weekend long.

The best place to stay when visiting Portland is near the Old Port area so you’ll be within walking distance of all the best attractions. Check out the Press Hotel for gorgeous views, the West End Inn for a cozy stay, or the Hampton Inn Portland Downtown for the waterfront if you’re on a budget.

No matter where you choose to stay in Portland, make sure to spend some time relaxing on one of the city’s beautiful beaches and walking around this quaint city!

Portsmouth, NH

Prescott Park, Portsmouth, NH

By Ruma from New England Cities

New England’s summers are considered the best and most beautiful ones. The hot weather serves as a chance to explore the variety of stunning beaches that can be found there, from rocky shores to sandy beaches. You will find tons of options for food, events, festivals, and outdoor activities. 

Overall, Portsmouth is the most serene location for spending summers. Whether you’re planning a relaxing retreat or a family trip with young children, there are options for everything here. Its vibrant art, cultural scene, and beautiful beaches make the trip even more enjoyable and insightful. 

The town is an hour north of Boston, bordered by other beautiful New England areas. This place’s best features are fantastic vegan-friendly restaurants , top-notch museums, a theater district, shopping sites, and much more. Marketplace, The Warmer House, Prescott Park, The Music Hall, and Water Country are among Portsmouth’s best summer sites. 

Martin Hill Inn serves as a comfortable hotel to book your stay in – or, consider renting a vacation home for added convenience.

During this season, all the attractions are open, but the prime time to be here is between May and October. Live music shows in Jimmy’s Jazz & Blues Club on Congress Street give the impending musical experience.

Bar Harbor, ME

Acadia National Park

Bar Harbor, Maine is one of the best summer vacation spots in New England. Known for its picturesque coastal views, thriving food scene, and outdoor activities, Bar Harbor offers plenty of things to do during a summer getaway.

Acadia National Park is a must-visit destination when in Bar Harbor. Known for its rugged coastline, rocky beaches, and scenic hiking trails , you can explore the park on foot, by bike, or by car, and take in stunning views of the ocean and the mountains.

Some of the most popular trails include:

  • Precipice Trail: This challenging trail is not for the faint of heart, but it rewards hikers with breathtaking views of Acadia’s rugged coastline. The trail includes steep rock ledges, iron rungs, and ladders to help hikers ascend to the top of Champlain Mountain.
  • Jordan Pond Path: This easy and scenic trail circles the iconic Jordan Pond, offering panoramic views of the pond and surrounding mountains. The trail is a great choice for families with children or anyone looking for a leisurely hike.
  • Beehive Trail: This moderate trail is a popular choice for hikers looking for a challenge. The trail includes steep rock faces and iron rungs to help hikers climb to the top of the Beehive, where they can enjoy sweeping views of Acadia and the surrounding islands.
  • Cadillac Mountain Summit Loop : This moderate trail takes hikers to the summit of Cadillac Mountain, one of the highest points on the East Coast. The trail offers stunning views of the park and the surrounding ocean and mountains.
  • Gorham Mountain Trail : This moderate trail is a great choice for hikers looking for a relatively short but challenging hike. The trail includes steep rock ledges and offers panoramic views of the coast and surrounding islands.
  • Wonderland Trail: This easy and scenic trail follows the coast of Acadia, offering views of rocky beaches, tidal pools, and forests. The trail is a great choice for families with children or anyone looking for a leisurely hike.
  • South Bubble Trail: This moderate trail takes hikers to the top of South Bubble Mountain, offering views of Jordan Pond and the surrounding mountains. The trail includes some steep sections but is generally considered a moderate hike.
  • Great Head Trail: This moderate trail offers stunning views of the coast and surrounding islands, as well as historic landmarks such as the lighthouse at Egg Rock. The trail includes some steep sections but is generally considered a moderate hike.
  • Ocean Path: This easy and scenic trail follows the coast of Acadia, offering views of rocky beaches, forests, and historic landmarks such as Thunder Hole. The trail is a great choice for families with children or anyone looking for a leisurely hike.
  • Penobscot Mountain Trail: This moderate trail offers stunning views of the surrounding mountains and the coast. The trail includes some steep sections but is generally considered a moderate hike.

Additionally, summer is a great time to take a whale-watching tour to see the majestic creatures of the sea. You can spot humpback, finback, and minke whales, as well as porpoises and seals . You can also rent a kayak and explore the calm waters of Frenchman Bay , paddling around the islands and coves, and even spotting some wildlife such as eagles and seals.

In town, make sure to stop by the Mount Desert Island Ice Cream . This ice cream shop is a local favorite, serving up delicious and unique flavors such as blueberry basil and burnt sugar vanilla.

At low tide, you can walk across the sandbar to Bar Island , a small island just off the coast of Bar Harbor. Once on the island, you can hike to the summit for stunning views of Bar Harbor and the surrounding area.

When it comes to accommodation, Bar Harbor offers a wide range of options from ocean-front cottages to cozy bed and breakfasts. The historic Bar Harbor Inn & Spa , located on the waterfront in downtown Bar Harbor, features a full-service spa, a tasty restaurant, and a beautiful garden. The inn offers a range of rooms and suites, many with balconies overlooking the water.

Litchfield Hills, CT

Kent Falls State Park, CT

Litchfield Hills is a beautiful region in western Connecticut known for its picturesque countryside, charming towns, and outdoor activities . Whether you want to stroll through quaint New England towns, spend some time outdoors, or plan a road trip, you’ll find that Litchfield is one of the best destinations for a New England summer vacation.

Litchfield Hills is home to many beautiful hiking trails , including those in Mohawk State Forest, Kent Falls State Park, and Macedonia Brook State Park . The trails range from easy walks to more challenging hikes, offering scenic views of waterfalls, rivers, and forests.

The region offers several bike routes and trails as well that wind through the hills and valleys, passing through quaint towns, farms, and fields. You can grab a map at the Litchfield Hills Greenprint Collaborative and get information on biking trails in the region.

Some of the most popular biking trails include:

  • Litchfield Hills Loop : This 26-mile scenic loop takes cyclists through some of the most picturesque areas of Litchfield Hills. The route starts and ends in Litchfield and passes through quaint towns, pastures, and historic sites.
  • Farmington Canal Heritage Trail : This 84-mile trail starts in New Haven and extends through several towns in Litchfield County. The trail follows the path of the historic Farmington Canal and offers scenic views of rivers, lakes, and forests.
  • Northwest Hills and Wine Trail : This 26-mile route takes cyclists through the rolling hills of Litchfield County and past several local wineries. The route starts and ends in Washington Depot and offers scenic views of the countryside.
  • Mohawk Trail : This 10-mile route takes cyclists through the Mohawk State Forest and past several lakes and streams. The trail features challenging climbs and descents, but also offers stunning views of the surrounding landscape.
  • Hop Brook Lake Trail : This 4.5-mile trail is located in Naugatuck State Forest and offers a mix of paved and unpaved surfaces. The trail follows the shoreline of Hop Brook Lake and offers scenic views of the water and surrounding forest.

There are several lakes and swimming holes in Litchfield Hills where visitors can swim, kayak, or paddleboard, such as Lake Waramaug, Bantam Lake, and Burr Pond State Park . Visitors can also go tubing or rafting on the Housatonic River.

Litchfield Hills is also home to several farms and orchards where you can pick your own fruits and vegetables, taste local cheeses and wines, and visit farm animals. Popular farms include the March Farm in Bethlehem and the Thorncrest Farm in Goshen.

Litchfield Hills offers a variety of unique shops and restaurants , including antique shops, artisanal bakeries, and farm-to-table restaurants. Visitors can stroll through charming towns such as Litchfield, Washington, and New Milford, and dine in one of the many outdoor cafes or fine dining establishments.

You’ll find plenty of nice lodging options , from quaint bed and breakfasts to luxury hotels to vacation rentals . The best place to stay in Litchfield Hills to explore the region depends on your preferences and budget.

A few options include the luxurious Mayflower Inn & Spa in Washington, the historic Litchfield Inn in Litchfield, or the charming Interlaken Inn in Lakeville.

Mystic

Mystic, CT is a charming coastal town located on the Mystic River, known for its maritime history, charming downtown, and attractions such as the Mystic Seaport Museum. There are plenty of fun things to do in and around Mystic during a summer vacation in New England.

One of the town’s highlights is the Mystic Seaport Museum , a living history museum that offers a glimpse into the region’s maritime history, with exhibits on boat building, whaling, and fishing . You can explore historic ships, watch demonstrations, and interact with costumed interpreters.

The charming downtown area of Mystic is home to many shops, restaurants, and galleries. Spend some time strolling along the riverfront , enjoy ice cream at Mystic Drawbridge Ice Cream , or sample local fares at one of the many local restaurants .

If you like shopping, head to Olde Mistick Village where you’ll find more than 40 shops and restaurants, as well as a carousel, duck pond, and miniature golf course. It’s a great place to shop for unique gifts and souvenirs.

Another fun activity is to take a scenic boat tour of the Mystic River on one of the many boats available for hire. You can also book a sunset cruise or a sailing excursion .

If you like hiking, you’ll find several beautiful natural areas nearby. Bluff Point State Park is just a short drive away and offers several miles of hiking trails along the coast and through wooded areas . The trails offer beautiful views of the Long Island Sound and the surrounding marshlands.

Next to it, Haley Farm State Park offers several miles of hiking trails with beautiful views of the Connecticut River and the surrounding countryside.

A bit further out, the Pachaug State Forest offers over 50 miles of hiking trails through wooded areas and along streams and lakes.

Adventurous families can also spend some time ziplining at Tree Trails Adventures Mystic .

When it comes to places to stay, you’ll find plenty of options for all budgets. The Whaler’s Inn is a charming boutique hotel located in the heart of downtown Mystic. It offers comfortable rooms, a restaurant, and easy access to shops, restaurants, and attractions.

You’ll also find plenty of charming vacation rentals in the historic district or along the coast.

Overall, Mystic offers a variety of activities and attractions for visitors, from historic sites to shopping and dining. With a range of lodging options available, there’s something to suit every budget and preference.

Burlington, VT

Burlington Boathouse

Burlington, Vermont is a charming city located on the shores of Lake Champlain . Offering a variety of activities and attractions during the summer months, it’s one of the best destinations for a summer getaway in New England.

In town, Burlington’s waterfront is a popular destination for visitors, with a paved bike path, a public beach, and a variety of restaurants and shops . You can rent a bike, kayak, or paddleboard to explore the lake or simply relax and enjoy the views.

For shopping and entertainment, the Church Street Marketplace is a pedestrian-only shopping and dining area in the heart of downtown Burlington. It’s a great place to find unique gifts, souvenirs, and local Vermont products. There are also many restaurants, cafes, and bars to enjoy.

Don’t miss the Shelburne Museum , a unique museum located just south of Burlington. It features a variety of exhibits and collections, including art, Americana, and historic buildings. Visitors can explore the museum’s 45 acres of gardens, walking paths, and historic structures .

Located just a short drive from Burlington, the Ben & Jerry’s Factory offers guided tours of their ice cream production facility. There, you can learn about the company’s history, see how their ice cream is made, and sample some of their delicious flavors.

For outdoor activities, head to the Green Mountains where you’ll find many great hiking trails for all skill levels . Mount Mansfield , Vermont’s highest peak, is located just a short drive from Burlington and offers stunning views of the surrounding area. Smugglers’ Notch State Park is another popular destination for hiking and outdoor recreation.

Burlington offers a variety of lodging options to suit every budget and preference, from cozy bed and breakfasts to luxury hotels to vacation rentals. Hotel Vermont is a boutique hotel located in the heart of downtown Burlington, featuring stylish rooms, a farm-to-table restaurant, and easy access to attractions.

Another option is the Lang House , a charming bed and breakfast located in a historic Victorian mansion in the heart of Burlington. It features elegant rooms, a complimentary breakfast, and easy access to downtown Burlington.

Overall, Burlington offers a variety of activities and attractions for visitors during a summer vacation, from outdoor recreation to shopping and dining. With a variety of lodging options available, it’s a great destination for a summer vacation.

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Best New England Summer Vacation Spots and Getaways

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Best East Coast Vacation spots

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Meliss Meets World

Exploring the World, inspiring Wanderlust along the way!

June 7, 2020

5 New England Summer Day Trip ideas

Looking for the perfect summer day trip idea in New England? Continue reading for 5 New England Summer Day trip ideas on the north and south shore in Massachusetts, Rhode Island, and Connecticut!

Rockport in North Shore Mass is New England’s idyllic summer town

Located less than an hour from Boston, Rockport is first on the list for a New England summer day trip idea. This coastal town features the most painted building in America, can you guess what it is?

5 New England Summer Day trip ideas

The most painted building in America

Referred to as Motif Number 1, this New England classic is actually a replica of a former fishing shack. It is said to be the most painted building in America and New England today even says it’s the most painted building in the world. There is a small parking lot next to a perfect viewing area of this beauty, but you can also get a good view from one of my favorite stores in Rockport, Lulas Pantry .

Rockport Harbor

Enjoy the views Rockport’s harbor, especially on a sunny day. Bring a packed lunch and feel free to enjoy on one of the many rocky areas around the harbor.

5 New England Summer Day trip ideas

Walk down the touristy Bearskin Neck

This pedestrian friendly street is filled with shops and a few restaurants. You can find anything and everything here. The most recent time we visited, we found this shop that was operated by a local artist that creates image outlines of all different types of sea creatures. It’s hard to explain, but the images are exquisite, we came home with a few for sure! My favorite place to stop for fudge and anything sweet is Tuck’s Candy Factory .

Swim at Front Beach in Cape Ann

Make sure to get to this beach early, it is not the biggest but definitely has the best views. This beach does have public restroom facilities, and make sure to take note even if you’re just walking around the area. Parking anywhere in New England can be difficult, but there is metered parking on the streets, or multiple residential streets near by you can hopefully find a spot!

5 New England Summer Day trip ideas

Stroll around this Coastal Town

You could spend an entire day, or even a night in Rockport’s coastal town. If you’re running out of ideas, see a show at Rockport’s Shalin Liu Performance Center , when they re-open of course!

Eat at The Lobster Pool

One of my favorite restaurants in New England, The Lobster Pool offers ocean fresh seafood with a view. A ten minute drive from Bearskin Neck in Rockport, they have an extensive menu that includes boiled lobsters, steamed clams and homemade chowder. They offer indoor and outdoor seating, and want to know the best part?! Feel free to bring your own cooler, as you sit outside and enjoy the view.

5 New England Summer Day trip ideas

Summertime in New England’s popular Cape Cod, Mass

My favorite place to be in the summer is the Cape. The Cape extends quite a ways to Provincetown at the tip, but depending on where you’re located, there are quite a few areas in the Cape that are perfect for a New England summer day trip! See below for recommendations not only for beaches but other fun Cape activities for the day!

5 New England Summer Day trip ideas

Go to the Beach!

Cape Cod is famous for it’s beaches, my favorites are Sandy Neck, Skaket, and Mayo. All these beaches are along the inlet and not on the coast, so the water is a bit warmer and calmer. My favorite beach lately has been Sandy Neck, as it is on the northern part of the Cape and only takes a bit over an hour to get there from Boston.

Take a bike ride along the Rail Trail or National Seashore

Cape Cod’s Rail Trail is quite extensive, and you could bring your own bike or rent one along multiple areas of the trail. A bit farther near Provincetown is the National Seashore. Provincelands Trail runs right along it and starts at Province Lands Visitor Center which is right in Provincetown center. This bike trail along the National Seashore offers picturesque views and depending on how far you take it leads straight to the beach! 

5 New England Summer Day trip ideas

Explore a Lighthouse

There are no shortage of lighthouses in New England, if you’re looking for one close in your area, take advantage of google maps! The one pictured here was one of my favorites to visit, Nauset Lighthouse .

Step back in time at Wellfleet’s Drive in Movie

This iconic outdoor theater dates back to 1957, and is one of three hundred left in the country. Even though it would be a bit far from Boston for a day trip, I have friends that make it their Saturday movie night! The show starts around dusk, and always includes a double feature, so you could stay as long as you like. It is one of my husband and I’s favorite activities in the Cape, definitely worth the trip!

5 New England Summer Day trip ideas

Visit Monomoy National Wildlife Refuge

Focused on migratory bird habitat conservation, this spot offers the perfect area to walk along the beach. Take in the smell of the ocean and views of the natural marshes. I remember last time we were there they also offered boat trips out to the few small islands near the area, where they boast shark sightings.

Don’t forget to catch a Sunset

See what the Cape Cod Chamber of Commerce favorite eight spots to catch a sunset are!

5 New England Summer Day trip ideas

Visit the Ocean State’s Newport and Providence

If you’re looking for a summer day trip outside of Boston and want to explore the country’s smallest state, Rhode Island is a great place to start! A little over an hour’s drive from Boston, you could spend as little or as much time as you want in Providence or Newport. Whether you have a full day or only a few hours to spend, I hope this information will help you to plan your next New England summer day trip to Rhode Island!

5 New England Summer Day trip ideas

Stroll around Newport

Newport is a New England city not to be missed. Set on Aquidneck Island, it is the perfect place to spot New England charm. Walk near the harbor, which has hosted America’s Cup, a renowned annual sailing regatta, for many years, along with the beautiful surrounding neighborhoods. Newport is famous for it’s Gilded Age mansions, even if you choose not to tour inside, the neighborhood is a must to visit, best seen by bike!

Be studious around College Hill

Located in Providence, College Hill neighborhoods includes Brown University, Rhode Island School of Design, Pembroke College, and Bryant University. My favorite was visiting Brown University’s College Green, the perfect spot for a picnic!

summer day trips new england

Walk the Cliff Walk

Walking the Cliff Walk is a must when visiting Newport! There is an entrance to the Cliff Walk a short distance from the harbor and downtown. The path is around 3.5 miles in total, but don’t feel you have to walk the entire path, it will leave area to cover next time! Not only does the path take you right along the ocean, but takes you past a few of the Newport mansions!

Waterfire, what’s that?

A summer classic that extends from Memorial Day until November, Waterfire is non-profit arts organization that supports the art installation of over eighty small bonfires along the river every year. These bonfires are installed along the Providence River at Waterplace Park, and create an interesting effect after dark. This is a popular event for locals, and even with a small bleacher area, the entire park that extends around the river is packed with people by sunset. Get there early to find a spot to enjoy the show!

summer day trips new england

Shop Downtown

Check out Travel and Leisure’s complete guide to shopping in Nantucket!

Have lunch at The White Elephant

When my girlfriends and I were in Nantucket, our lunch plan was a bit of a funny story. We visited the traveler’s center for a few maps when we got to the island, to help plan our day. I’m not sure how we got talking to a local, but they recommended and even walked with us to The White Elephant , since he was a staff member there. We sat right along the water with views of the beach and harbor, I would highly recommended this spot for lunch or dinner when visiting Nantucket!

5 New England Summer Day trip ideas

Enjoy a distillery or brewery tour at  Cisco Brewers

Cisco Brewers opened in 1995 as Nantucket’s first craft brewery, and also has a distillery on site. We took the official tour of the brewery and distillery, and they did not skim on their samples! If you want to enjoy a few drinks here, make sure not to fill up during the tour! The brewery hosts live music quite often in the summer, check out their website before travelling there.

Take a break in the Harbor

If you have a bit of time to waste before your ferry ride at the end of your day trip, sit along and enjoy the harbor. Grab an ice cream cone at The Juice Bar and take one last walk around town before heading back for the day.

5 New England Summer Day trip ideas

Admire the Architecure

Nantucket was previously a top whaling port, but now is designated a National Historic District. Siasconset, at the eastern end of the island, is the perfect place to spot the most idyllic Nantucket architecture. Admire the seaside cottages, old whaling captains’ mansions and historic picturesque inns.

Stop and smell the Roses

This Nantucket storefront of Annie and the Tees was the perfect location to spot blooming trees in April. Don’t miss the famous hydrangea blooms in the summer, make sure to bring your camera!

5 New England Summer Day trip ideas

Take a summer stroll though Stonington, Connecticut

Located right outside Mystic, Connecticut, this borough is so idyllic and right on the water. Under a two hour drive from Boston, another idea for a New England summer day trip is Stonington. Thanks to my friend Gianna, who is a local and has shared her favorite spots in Stonington below!

5 New England Summer Day trip ideas

Take a walk around the neighborhood

A walk through Stonington will reveal the most quaint, coastal New England homes. Many are adorned with hydrangeas, roses, and patriotic decor; you’ll feel you’ve been transported straight to Newport! Grab an iced coffee (or gelato) from Social on Water St and wander around in a town full of “house goals”.

Lay out at DuBois Beach

If you follow Water St straight down, you’ll come upon DuBois Beach. While small, it has the best views of Stonington Harbor and Little Narraganset Bay. You could stay for hours watching the sail boats pass through. Be aware, there is a small day pass fee for non-Stonington residents, but parking at the beach is free!

5 New England Summer Day trip ideas

Adventure through Dodge Paddock & Beal Preserve

Want the views of DuBois beach without the fee? This is a short, flat and easy walking trail down by Stonington Point that is sure to make you feel like you’ve walked straight into Coastal Living Magazine. This trail backs up to some beautiful Stonington homes, and is littered with wild flowers, and wisteria. The trail can get a little muddy, as it is located in a salt marsh, but wooden planks flank the trail throughout to help you from getting stuck. Don’t forget your camera!

Eat at Noah’s Restaurant

Stonington has had it’s time in the spotlight at Noah’s ! Walking down Water St, you can’t possibly miss the large mural on the side of Noah’s Restaurant depicting two happy lobsters and the words “Nor’Easter Diner” across it. The 2012 film, “Hope Springs” featuring Meryl Streep and Tommy Lee Jones was partially filmed in Stonington, and with that, Noah’s Restaurant was overhauled to “Nor’Easter Diner”! The mural still remains, and is the best Instagram spot in town!

5 New England Summer Day trip ideas

Shop for something borrowed

The Connecticut coast is known for its incredible antique stores, and Stonington is no exception! Check out Grand & Water Antiques , one of Stonington’s best known antique stores, and visit others in the area for some classic scavenged goods! Nearby Mystic is also known for its antique stores (check out the store Mine !) and is definitely worth the visit if you’re in the area.

5 New England Summer Day trip ideas

Thanks again to Gianna for the Stonington content for this blog post!

Gianna is a pharmacist living in Connecticut. Between hospital shifts she adventures around CT with her camera, taking photos of coastal New England: hydrangeas, beaches and all!

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June 20, 2020 at 8:57 pm

What a great blog. You took me down memory lane. I loved the quaint shops and sea food. I remember that famous shack that has been painted so often. Love the red against the blue water and sky

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June 23, 2020 at 10:40 am

I can’t wait until you can come back and visit! New England is so beautiful in the summer!

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17 Memorable New England Day Trips Perfect for Every Season

Looking to explore new places without the time and cost of an overnight stay? New England day trips are the perfect hassle-free way to discover unfamiliar towns and destinations while creating lasting memories. You’d be surprised by the interesting things you can find just a short drive from home. It’s a convenient travel option that won’t kill your car’s mileage or your budget. 

Growing up as a Rhode Island native, I’ve taken my fair share of day trips throughout New England, making for some of my best childhood adventures and cherished family time. Using my expertise, I’ve created a list of the best New England day trip destinations perfect for a long weekend or spontaneous excursion.

Most of these New England day trips are within a two-hour drive from central Massachusetts. Whether it’s enjoying a scenic drive to Brattleboro, Vermont, or revisiting American history at Old Sturbridge Village in Massachusetts, the opportunities are endless. 

Salem MA waterfront  - best New England day trips

New England Day Trips

Don’t know which location would suit you best? I’ve got you covered. Here are my top picks to help guide you on your next day trip. Let the fun begin. 

  • Best for families: Mystic, CT
  • Best for nature lovers: Berkshires, MA
  • Best seaside day trip: Newport, RI
  • Best for history lovers: Salem, MA or Plymouth, MA
  • Best for relaxation: Litchfield, CT

Day Trips in Massachusetts

Most day trip destinations in Massachusetts are no more than a two hour drive from southern Vermont or New Hampshire, Boston, Providence, or Hartford.

Salem Witch House

Known for its spooky history, Salem Massachusetts offers a great experience for Halloween lovers or those looking to immerse themselves in early American history. Fall is the ideal season to visit, with the leaves changing and lively parades and events. If busy crowds aren’t for you, the summer months are equally enchanting with waterfront views. Conveniently located an hour from central Massachusetts, this city attracts visitors from around the country. 

One of the main tourist attractions is the Salem Witch Museum , telling the history of the 1692 Salem Witch Trials. Along with the museum, Salem features the Salem Witch Trails Memorial , honoring the victims, and The Witch House , once home to Judge Jonathan Corwin, who had an active role in the trials (and recognizable from the movie Hocus Pocus.)

Additionally, the Pickering Wharf Marina is a beautiful spot to dine by the water at restaurants like Sea Level Oyster Bar, Finz Seafood & Grill, and Village Tavern. The area has a variety of shopping opportunities and evening entertainment. Before heading home, stop by Goodnight Fatty for delicious freshly baked cookies, soft-serve ice cream, or a combination of both. It’s the perfect way to end the day and treat yourself for all the walking. Be warned, the bakery operates exclusively on Fridays through Sundays.

Read more: Bewitching Things to do in Salem, MA

Boston Freedom Trail

Boston stands as a beloved city, renowned for its esteemed education, historical sites, successful sports teams, and delicious cuisine. No matter your interests, Boston has something for everyone to enjoy. The best time to explore the city’s signature highlights is from late spring to early fall, offering the perfect temperature before the start of New England’s unpredictable weather.

A Boston Duck Tour is an excellent way to kick off your trip, providing an introduction to the city. The tour features both land and water sightseeing, offering insight into major attractions. Sites include a visit to the historic Old State House, the Charles River, and America’s first public park and botanical garden. After the tour concludes, consider revisiting your favorite locations to get a closer look. For a memorable dining experience, head to Boston Burger Company for lunch or dinner.

This local gem’s extensive menu of juicy burgers like the Green Monstah to freak frappes like Dough My Goodness . With multiple locations across the Boston area, you can easily savor their flavors no matter where you are. If you’re on the go, Faneuil Hall Marketplace stands as another must-visit destination. Stop to shop at boutiques, explore the diverse food options at Quincy Market (my favorite is Mmmac N’ Cheese), and watch lively street performances. Faneuil Hall adds flavor to your day and is a welcoming all-in-one environment.

Day trips around Southern New England -- great ideas for staycations and spring break vacations!

Surrounded by beautiful homes, rich American history, and friendly locals, Plymouth Massachusetts is the ideal getaway for history nerds, seafood lovers, and anyone eager to learn more about culture. September through November is the optimal time to visit this coastal town to take in fall foliage and explore well-preserved artifacts.

A prominent attraction drawing many to Plymouth is The Mayflower ll . This historical replica mimics the boat that transported the Pilgrims from England to America. Take a tour above and below deck to see the challenging conditions travelers endured during their 66 days at sea. You can also visit the Plimoth Patuxet Museum to learn about the day-to-day life of Patuxet people or stroll through a recreation of a 17th-century Colonial village.

In close proximity, Plymouth Rock stands as a landmark where the Pilgrims stepped ashore. Embraced by the beautiful harbor, this iconic rock is a site worth seeing, especially if you happen to be in the area. Enjoy waterfront shopping at Miller’s Country Store , renowned for its saltwater taffy, or savor fresh seafood takeout like clam chowder from Wood’s Seafood , Plymouth is an unforgettable destination. 

Read more: Things to do in Plymouth, MA

Day trips around Southern New England -- great ideas for staycations and spring break vacations!

Cape Cod is a popular summertime destination known to have some of New England’s best beaches. From nature reserves and wildlife sanctuaries to small towns and shopping, Cape Cod offers a range of experiences for those who love the outdoors or those looking for some fresh seafood. Just under two hours from central Massachusetts, a day trip to Cape Cod guarantees an adventure that will leave you eager for more. 

Cape Cod’s sandy beaches are the perfect way to relax. If you’re looking for spots to sunbathe, Coast Guard, Head of the Meadow, Nauset, and Marconi Beach are the best for getting a tan. For those not interested in soaking in the sun, Race Point and Herring Cove are better options, common for water-related activities like kayaking and paddleboarding. These beaches are part of The Cape Cod National Seashore , covering 40,000 acres with stunning landscapes, dunes, and a refreshing ocean breeze. It’s the perfect paradise for watching the sunset or sunrise.

Downtown Provincetown is another lively option to explore, coming to life with shopping and dining, it will just take a bit longer to get there. Stop by Commercial Street to take home a souvenir and grab a sweet treat at Fudge Factory which has an assortment of candies, chocolates, and even icecream. Finish off the day with dinner at Jimmy’s HideAway for fresh sea catches or Provincetown Brewing Co. for craft beer and burgers.

Read more: Favorite things to do on Cape Cod

Old Sturbridge Village

Day trips around southern New England

Explore New England during the 1830s at Old Sturbridge Village . Spanning more than 200 acres of land with 40 historical buildings, this museum offers an immersive experience for both children and adults. To avoid crowds, late spring is the ideal time to visit, with warm temperatures for walking along the nature trails and exhibits.

December is also a great time as the museum offers special events like Christmas by Candlelight where guests can join in on holiday traditions. Just a half-hour drive from central Massachusetts, Old Sturbridge Village encourages guests to take part in hands-on learning. 

Get a glimpse into the early years of the nation, where you can see the day-to-day lives of small-town villagers. Costumed historians will teach you about village life, from farmers to blacksmiths, all ready to answer your questions. Don’t miss the opportunity to check out the countryside, home to a variety of farm animals including cows, goats, chickens, pigs, and more.

Enjoy a horse-drawn wagon ride and savor a delicious meal at either the Bullard Tavern Cafe, with options like paninis, salads, and chicken tenders, or the Ox & Yoke Cafe, known for its baked goods. If you’re looking for a change of scenery outside the village, stop by Publick House for classic comfort food or Enrico’s Brick Oven Pizzeria for a hot slice. 

Located in the heart of central Massachusetts, Worcester is seeing a renaissance with the new baseball stadium, breweries, and restaurants downtown. With a blend of cultural attractions, historical landmarks, and scenic parks, Worcester offers an array of experiences to choose from. While visitors are welcomed year-round, I recommend planning a visit during the summer season to take advantage of the warm weather and daylight.

Green Hill Farm Park is a great spot to meet farm animals such as llamas, miniature horses, and alpacas or enjoy a summer barbeque at one of its picnic tables. The EcoTarium is another great option to explore nature and wildlife further. This engaging science museum is an interactive learning environment expanding across three floors of exhibits, ranging from live animal habitats to a planetarium. Its 45-acre campus is designed to captivate visitors of all ages. The museum also features an outdoor park, train rides, and a history collection of more than 50,000 species.

If shopping is on your agenda, look no further than Crompton Collective , where locally crafted treasures await. From an extensive collection of jewelry and home decor to vintage clothing, this unique shop is stocked with items waiting to find the right home. Finish your trip with an American classic, hot dogs, and ice-cold chocolate milk from George’s Coney Island . This Worcester landmark has been around for generations and is loved for its old-fashioned diner style. The giant neon sign marks the spot for quick, delicious, and budget-friendly food.

Downtown Gloucester MA from the harbor

Recognized as America’s oldest seaport, Gloucester, Massachusetts, draws visitors to its coastal community with its rich fishing history, stunning beaches, and delicious seafood. Whether you’re a fisherman, outdoor adventurer, or foodie, this day trip offers experiences to fit your interests. Located just about an hour and a half away from central Massachusetts, Gloucester is an ideal destination to explore the region’s fishing and whaling history. Given its seaside setting, Gloucester is best to visit during the summer season. 

Whale watching is a top attraction for visitors to Gloucester. Both Seven Seas and Cape Ann whale watching present the opportunity to see marine animals in their natural habitat. As many whale species migrate to Gloucester’s shores, whale watching offers an excellent way to get a better understanding of marine mammals’ behavior. Humpback whales are commonly found alongside potential sightings of dolphins and sharks.

Take a break from sailing the seas to explore the Eastern Point Lighthouse . Along the rocky shoreline, the lighthouse is a breathtaking sight to see. While the lighthouse itself is fenced off, you can walk along the seawall for a closer look. The view gives a glimpse of the Boston skyline, making for a great view to capture photos, especially during sunset. Parking is available for $10.

Grab a bite to eat at Seaport Grille for lunch or dinner. Their menu includes options that cater to everyone’s palates, featuring dishes like mouthwatering lobster mac and cheese, scallops, and margarita pizza. 

Read more: Things to do in Gloucester, MA

Springfield

Springfield Museums Dr Seuss sculpture garden

Springfield is a large yet quiet city that is surrounded by American history, artistic expression, and sports culture. Best for basketball lovers and families, Springfield serves as a great day trip. Located an hour away from central Massachusetts, its accessible location ensures visitors can explore its attractions year-round. I suggest planning a visit during the fall season to watch the leaves change color and to take in the crisp autumn air. 

Known as the birthplace of basketball, Springfield is home to the Naismith Basketball Hall of Fame , a must-visit destination for fans of men’s and women’s college and professional basketball. Spread across three floors, the hall showcases a collection of jerseys, shoes, and informative videos about the sport’s history. One noteworthy exhibit is dedicated to Kobe Bryant, designed by wife, Vanessa. After exploring, guests can practice their skills on the hall’s basketball and browse the gift shop for memorabilia.  

The Amazing World of Dr. Seuss is another captivating experience for visitors in Springfield. Transporting guests back to childhood, this museum will make you feel like you’re inside the whimsical world of Dr. Seuss’s famous stories. With colorful rooms and life-sized statues, the Seuss Museum appeals to more than just children.

A ticket purchase grants you access to five museums, including The Amazing World of Dr. Seuss Muesuem, George Walter Vincent Smith Art Museum, Springfield Science Muesuem, Michele and Donald D’Amour Museum of Fine Arts, and Lyman and Merrie Wood Museum of Springfield History.

Before heading home, indulge in a delicious burger at Plan B or enjoy the community vibe and great food at White Lion Brewery . You may also want to make a pitstop at the Yankee Candle Village to stock up on gifts and explore the elaborate Christmas village.

Read more: Things to do in and near Springfield, MA

Bousquet ski mountain in winter

This mountainous retreat is loved by many New Englanders for its natural beauty and abundance of outdoor adventures, but it is also known for its arts and culture. Whether you’re drawn to skiing, hiking, or art museums, the Berkshires make for a remarkable day trip experience.

Summer welcomes outdoor concerts and symphony performances, while spring showcases blooming flowers and hiking trails. In winter, the landscape transforms into a snowy wonderland, perfect for snowshoeing, skiing, snow tubing, or cozy evenings by the fireside. Fall invites visitors to pumpkin patches and apple orchards. Located just an hour and a half from central Massachusetts, the Berkshires are the perfect destination for nature enthusiasts and those looking for a reset.

Those looking for art and culture and plan a stop at Edith Wharton’s The Mount or spend a day engaged with the immersive contemporary art at Mass MoCA . If you prefer to be active, take on the treetop aerial adventure course at Ramblewild or climb Monument Mountain .

In the winter, Jiminy Peak offers skiing, snow shoeing, and a thrilling mountain coaster. Enjoy snow tubing or night skiing at Bousquet Mountain and take on the slopes at the local’s favorite, Berkshires East .

If you’re feeling hungry, stop by Baba Louie’s in Great Barrington for sourdough pizza, pasta, or salads. Craving something sweet? Chocolate Springs in Lenox is the shop to cure your craving with a tempting selection of treats, including chocolate-covered pretzels, marshmallows, truffles, and more.

Read more: Things to do in the Berkshires with kids

Day Trips in Connecticut

Day trips around Southern New England -- great ideas for staycations and spring break vacations!

An hour-and-a-half drive from central Massachusetts, Mystic Connecticut, is a great day trip spot for family fun and historians. Home to some of Connecticut’s most visited attractions, this charming town boasts a plethora of shopping, dining, and interactive experiences. Travelers come to its scenic shores to explore the vibrant streets, vineyards, and neighboring towns.

Step back in time and experience life in a 19th-century village at Mystic Seaport or enjoy shopping at the forty small shops and eateries at Olde Mistick Village .

Nearby, the Mystic Aquarium awaits, where you can witness marine life including penguins, beluga whales, and sharks. The aquarium features both indoor and outdoor exhibits, some of which allow you to touch fish like stingrays and crustaceans.

Start your trip with something sweet from Sift Bakery (featured in the Hallmark Movie Mystic Christmas ) and end it at Red 36, an outdoor restaurant and bar overlooking the Mystic River, for an all-around perfect day.

Read more: Things to do in Mystic, CT with kids

Litchfield CT town green

Litchfield, Connecticut is a small town located within a two-hour drive from central Massachusetts. Surrounded by farms, nature reserves, historic inns, and wineries, it creates the perfect space for relaxation and serenity. This countryside is a haven for introverts and can be used as a romantic escape for couples seeking uninterrupted quality time. The most popular to visit is during the early summer to early fall months, drawing people with its sunny days and warm temperatures.

Ripley Waterfowl Conservancy is an excellent starting point for your trip, home to more than 80 species of rare and endangered birds. Spanning 150 acres, this conservation works to protect more than 400 birds year-round, while conserving wetlands and educating visitors on the importance of protecting feathered friends. Frolick through the fields and learn about the adorable ducklings’ habitat. You could also hike up to the top of Mt. Tom in Litchfield to find some of the prettiest fall views in Connecticut from the old stone tower at the summit.

The Litchfield Distillery is another attraction to visit during your trip. Sample some of the Baker brothers’ 18 award-winning spirits, ranging from vodka and whiskey to bourbon and gin. Enjoy a complimentary tour to get a behind-the-scenes look into how they make their drinks and taste-test different flavors to find your favorite. On certain weekends, you can also enjoy live music outside at nearby Hopkins Vineyards .

For a quick bite to eat, visit The Pantry for baked goods, sandwiches, and salads, or sit down at the Market Place Tavern , in the oldest building in town. For delicious ice cream, line up at Arethusa Dairy for fresh, homemade deliciousness.

Day Trips in Rhode Island

Gondola on river in Providence

Discover the hidden gems tucked within Rhode Island’s creative capital, Providence. Filled with prestigious universities, historic districts, and a talented artistic community, this small city carries metropolitan power without the overly crowded streets. Located within a 45-60 minute drive from central Massachusetts, Providence is a destination that attracts foodies and art lovers.

As a college student familiar with the Providence area, I recommend visiting during the spring when the weather warms up, just in time for events like WaterFire or enjoying a stroll through scenic landscapes.

A day trip to Providence with kids calls for a visit to Roger Willams Park Zoo , one of the oldest zoos in the country. With more than 100 species from across the globe, including monkeys, giraffes, and cheetahs, the zoo offers an immersive wildlife experience. Little kids will also enjoy the Providence Children’s Museum .

Another highlight for many visitors is the RISD Museum . Co-founded with the Rhode Island School of Design, this art museum has a collection of thousands of artworks ranging from modern art made by students to ancient textiles. With its rich history and diverse pieces from artists around the world, the RISD Museum makes for an educational adventure through art and culture.

For authentic Italian cuisine, head to “Little Italy,” commonly known as Federal Hill. This Italian neighborhood is decorated with Italian flags to represent its cultural heritage. Here you’ll find fantastic restaurants and bakeries serving traditional Italian goods like gnocchi and pastries like cannolis. One of my personal favorites is Costantino’s Venda Bar & Ristorante.

Read more: Things to do in Providence, RI

Breakers Newport exterior

Known as the “City by the Sea”, Newport is a popular summer destination for its sandy beaches, yacht-filled harbors, and relaxation. Surrounded by some of the state’s wealthiest residential properties and beautiful beach houses, Newport will transport you to island time the moment you cross the Newport Bridge.

Just an hour and a half from central Massachusetts, Newport makes an unforgettable day trip, whether you’re a history nerd or an avid beachgoer. Surprisingly, Newport isn’t just a summer hotspot, turning into a winter wonderland with holiday lights, festivals, and plenty of opportunities for ice skating. 

A must-see attraction during your visit to Newport is the Newport Mansions . Built during the Gilded Age, these historic estates have more than 250 years of American history. Each mansion offers a glimpse into the luxury lives of the families who once lived in them, through its interior design and astounding architecture. The Breakers is one of the most popular mansions followed by Marble House, The Elms, and Rosecliff.

Bowen’s Wharf is another Newport specialty that offers a little bit of everything. Whether you’re looking to shop or try one of their exquisite dining options, the wharf’s friendly environment helps you immerse yourself in Newport’s lifestyle. With its old-town charm, Bowen’s Wharf is great for sunset views over the marina, refreshing drinks, and fresh seafood. This is also the spot to jump on board a sailing vessel for a ride around the harbor. End your day with a quick walk to Kilwin’s on Thames Street for some homemade ice cream.

Read more: Things to do in Newport, Rhode Island

lighthouse from the rocks at Beavertail State Park

Beloved for its state parks, coastal cliffs, and marshlands, Jamestown serves as a wonderful destination for a scenic day trip. Its seemingly quiet roads offer the perfect opportunity for a relaxing day by the water. From swimming and biking to fishing and kayaking, this island has a rich marine history and natural beauty that make it a must-visit destination, especially during the summer months. A little under an hour and a half away from central Massachusetts, Jamestown is for anyone who appreciates the great outdoors.

Beavertail State Park is a staple of Jamestown. Home to the third oldest lighthouse in the United States, it has played a crucial role in guiding ships and sailors to safety. The rocky coastline surrounding the lighthouse is great for hiking and climbing, although watch your step because the rocks can be slippery. Watch sailboats pass by, fly a kite, or bring a picnic to enjoy as you admire the view. 

Fort Wetherill State Park is another popular attraction found on 100-foot-high granite cliffs. Originally built as a military fort to protect the Narragansett Bay, Fort Wetherill now invites the public to explore its historic grounds. The park’s old war bunkers are decorated with colorful graffiti art, adding personality. Bring your fishing poles to cast out along the saltwater shorelines or a camera to capture memories of this beautiful town.

Work up an appetite? Visit JB’s on the Water for a classic New England lobster roll or Slice of Heaven Cafe for coffee and pastry.

Day Trips in New Hampshire

church in portsmouth

Portsmouth New Hampshire is a favored location for its historical sites, waterfront eats, and tax-free shopping opportunities. Just an hour and a half drive from central Massachusetts, Portsmouth invites visitors to enjoy a night out on the town or a leisurely day exploring the beautiful scenery.

Whether you’re a food enthusiast, trailblazer, or a lover of learning, Portsmouth makes for a memorable day trip. The spring and summer months are the best times for seasonal activities.

The Portsmouth Naval Shipyard is the start of Portsmouth’s rich history, home to the USS Albacore, a groundbreaking creation by the U.S. Navy for testing modern submarine features. Renowned for setting an underwater world speed record, the vessel invites guests to explore its interior. Move from room to room listening to the audio stations including crew member stories about their experiences at sea.

If you’re looking to get some fresh air, Prescott Park is the place to be. Spanning ten acres, the park is surrounded by trees and showcases a stunning garden with vibrant flower beds. Visitors can enjoy a view of the Memorial Bridge while unwinding on a bench or strolling along the pathways. If you are visiting with kids, you will want to spend time exploring the nearby Strawbery Banke Museum or walking the Portsmouth Black History Trail .

When you get hungry, you have plenty of options to choose from, including popular Flatbread Company for wood-grilled pizza or Row 34 for fresh oysters and seafood.

Read more: Things to do in Portsmouth, NH

Day Trips in Maine

Portland Head Light

Portland, Maine packs a whole lot into its three-mile-long peninsula. Despite being smaller than some other cities on the East Coast, there are plenty of reasons to travel up north, including the history, landmarks, artisan breweries, and delicious food .

Portland, which is only two hours away from central Massachusetts, comes alive with a packed social calendar, especially in the summer months of June through August. Whether you’re a foodie, nature lover, lone explorer, or a family looking for excitement, Portland has you covered.

No trip to Portland is complete without two things, a stop at Portlandhead Light for the view of the lighthouse and to scramble on the rocks, and a lobster roll. You can even try to catch some yourself on a lobster boat tour (and then the Portland Lobster Company will cook it up for you if you get lucky!)

Want to stay out of the crowd and save money? No issue, the Portland Freedom Trail offers a free, self-guided tour passing thirteen significant locations one being the local Underground Railroad. Kids will enjoy Children’s Museum and Theater of Maine , while adults may want to join a Portland beer tour .

After a long day, Portland’s Bar Futo , is a great dining spot that serves a variety of skewers and tiny plates such as charred shishitos and Maine uni with potato mochi. They specialize in Japanese binchotan cooking. Not to mention, the Big Mac skewers will leave your mouth watering! Of course, kids might prefer a stop at Duckfat for those amazing french fries and milkshakes.

Read more: Things to do in Portland, Maine

Day Trips in Vermont

Brattleboro.

An hour and a half from central Massachusetts, Brattleboro, Vermont, is tucked away in the charming countryside along the banks of the Connecticut River and attracts a wide range of artists and creatives. Travelers can (and should) flock to Brattleboro in all four seasons; spring is sugar season and summer bring ideal weather, while crisp fall vistas showcase the beautiful foliage and the winter months bring snowshoeing and ice fishing.

Downtown Brattleboro is bursting with opportunities to express your creative side with workshops for all ages and interests including woodworking at Hatchspace , pottery at the Wheelhouse Clay Center , and glass blowing at Fire Arts Vermont . You can even try your hand at circus arts or watch a performance at the New England Center for the Circus Arts .

If you are looking for local products, the Robb Family Farm is the place to get maple syrup, as well as maple sugar candy and maple cream. During the summer months, take home fresh fruits and vegetables at the Brattleboro Farmers Market. Stop into Tavernier Chocolates for hand-crafted chocolates showcasing local ingredients. Or pop into the Grafton Village Cheese shop for a wonderful cheese tasting.

Work it all off by hiking the trails at the Retreat Farm and enjoy the food truck events they host in the summer. Finish it all up with a cold, local craft beer at either Whetstone Brewery or Hermit Thrush .

Fuel up for your adventures or car ride home at The Marina. This waterside restaurant offers canopy-shaded seating on the outdoor deck and water views are available from almost every seat inside as well. A juicy burger and seafood specialties like Rachael Ray’s beloved grilled, lime-marinated shrimp are among the many options available on its vast menu.

Need more ideas?

  • Best kid-friendly museums in New England
  • 110 Things to do in New England with kids
  • Massachusetts bucket list
  • Rhode Island bucket list

PIN THIS FOR LATER

Wondering what to do this weekend in New England or planning things to do during school vacation? Try one of these New England day trips -- all within two hours or less of central Massachusetts.

Marissa is a lifelong Rhode Island resident and is currently a senior at Johnson & Wales University studying digital media and communications. She has a passion for storytelling and enjoys bringing experiences to life through her writing. Marissa has also written for Rhode Island Monthly and WPRI 12, and is the Media and Entertainment Editor for the Campus Herald at Johnson & Wales University.

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Publish Date: February 10, 2024

16 thoughts on “17 Memorable New England Day Trips Perfect for Every Season”

How about surfing day trip in Narragansett? A lot of people are saying that Narragansett offers the best surf in New England so it’s worth checking out. There are also a lot of day trips that you can do in and around Narragansett is surfing is not your thing. 🙂

My daughter tried surfing there this summer and loved it.

My hubby and I have wanted to do a New England raodtrip for quite awhile – these look like a whole bunch of fun spots to hit!

Let me know if you do as I would be happy to make some great food recommendations too.

Great list of ideas for day trips! We haven’t done Old Sturbridge Village yet and we need to get on it! We’d also love to see Salem! I love exploring in our own backyard! So much to see.

New England is so rich in history and outdoor adventure for sure!

The only one we haven’t visited is Old Sturbridge. Great list otherwise! I grew up in Plymouth and now we drive between Newport RI and Plymouth every summer week!

Any favorite restaurants in either?

Quito’s seafood in Bristol. Down on Thames St.over looks the water. So yummy!

We actually did a few of these when my son was 3 and I was pregnant with my daughter. Seems a lifetime ago, and I’d love to go back and tour New England anew! Great suggestions!

GREAT LIST! I’ve been wanting to plan a few staycation trips for spring break in a couple of weeks, and this is going to be super helpful!

Cool — maybe you can suggest some others in CT for a summer list.

Honestly you ROCK! I have started to plan for Summer road trips and was looking for 1 to 2 day trips to enjoy with the family.

I am so glad! Hope this helps. I think I’ll do another for summer.

What a great list! We have been to a more than a few and agree – great places. And love the Jamestown idea – that might be our next trip! We also like Providence (agree – fantastic food) and have spent lovely days in Newport, RI, too.

Newport is definitely a good one, although a bit more fun as it gets warmer.

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Best weekend getaways in new england.

Known for its historical roots, rugged landscape, savory seafood and rich sports culture, New England is home to a variety of vacation destinations. But with so many picture-perfect towns spread from the coast to the mountains, it's hard to decide where to head for a weekend getaway. That's why U.S. News took into account sights, culture, food and more to determine the best weekend getaways in New England. Cast your vote below to help us decide next year's ranking. Considering a fall trip to New England? Read our top travel tips »

Newport, RI

Portland, me, martha's vineyard, acadia national park, kennebunkport, white mountains, block island, the berkshires, sugarloaf mountain.

summer day trips new england

Visitors heading to Newport, Rhode Island, will be treated to breathtaking coastal vistas, glamorous seaside homes and top-notch sailing. Soak up some sun at Easton's Beach, or enjoy the sound of crashing waves while strolling the scenic Cliff Walk. If you'd rather treat yourself during your trip, hit up Thames Street, a bustling strip with delicious eateries, small boutiques and historic Colonial structures. Don't forget to save time for a tour (or two) of Newport's elaborate mansions, including The Breakers and Marble House.

summer day trips new england

An ideal destination for foodies and culture hounds, Portland, Maine, is filled with award-winning restaurants, museums, breweries, art galleries, boutiques and more. Spend some time wandering the cobblestone streets of the historical Old Port, where boats line the harbor and seafood is aplenty. Or, venture southeast of the city to Cape Elizabeth to snap a picture of the iconic Portland Head Light – one of the most photographed lighthouses in America – and hike or picnic in Fort Williams Park.

summer day trips new england

A popular summertime island retreat for New Englanders and politicians alike, Martha's Vineyard appeals to all types of travelers. Fly or take the ferry from the mainland to explore the Massachusetts island's six towns and numerous beaches. Don't miss the colorful gingerbread cottages in Oak Bluffs, the fresh seafood in the village of Menemsha or the boutiques in Vineyard Haven. While the island's eastern side is walkable, it's best to take a bus or car to the dramatic Aquinnah Cliffs on the more rugged western side.

summer day trips new england

Many pass through Bar Harbor on their way to Acadia National Park , but this charming seaside town is definitely worth a stop. Located on Maine's Mount Desert Island, Bar Harbor is bursting with locally owned boutiques, fresh seafood restaurants and gorgeous coastal views. Walk the scenic Shore Path for views of Frenchman Bay and multimillion-dollar mansions, or take a ride on a lobster boat to learn about the craft firsthand. While the town is popular in summer, its smaller crowds and vibrant foliage in autumn make it equally appealing during the shoulder season.

summer day trips new england

For a quintessential New England getaway, head to this Massachusetts peninsula known for its laid-back vibe. Vacationers can bask in the sun somewhere along Cape Cod National Seashore's 40 miles of sand before digging into a plate of fried clams or retreating to a quaint bed-and-breakfast . When planning your visit, keep in mind that each Cape Cod town is a little different. You'll find upscale shops in Chatham, historical landmarks in Sandwich, sky-high sand dunes in Wellfleet and a thriving LGBTQ community in Provincetown. Cape Cod's ample restaurants, boutiques, art galleries and ocean views are enough to keep you busy for days.

summer day trips new england

In the mood for an adventure? This more than 47,000-acre national park in Maine, one of the state's top attractions , is perfect for hiking, biking and rock climbing, among other outdoor activities. Your top priority should be to hike 1,530-foot-tall Cadillac Mountain – it's the first spot in the country to catch a sunrise from October to March. If you're not a fan of hiking, rent a car and make the drive along the 27-mile Park Loop Road. You'll pass the dramatic edge of Otter Cliffs and the cave at Thunder Hole, as well as other wonders visible from the road's pull-off observation areas.

summer day trips new england

The largest city in New England is fairly compact and walkable – perfect for sightseeing in just a few days. History buffs can follow the Freedom Trail to learn about the American Revolution before stopping for a beer at the historic Bell in Hand Tavern. Foodies can get a taste of Italy in the North End or indulge in some fresh oysters and clam chowder in the Seaport District. Meanwhile, fashionistas can browse the many shops on Newbury Street, and souvenir hunters can visit Faneuil Hall Marketplace. No matter your interests, your trip to Boston would not be complete without visiting Fenway Park.

summer day trips new england

Despite its small size, Nantucket has no shortage of activities. Board a ferry from Cape Cod or fly into the island's airport to enjoy a unique Massachusetts vacation. Visit Cisco Brewers for private brewery, vineyard and distillery tours, or simply enjoy the food trucks and live music. While Nantucket is a walkable island, many visitors enjoy renting bikes or mopeds to explore the area, especially tiny Siasconset Village. You'll want to also save time for watching the sunset at Madaket Beach on the island's west coast.

summer day trips new england

It doesn't get more relaxing than Kennebunkport, Maine. You can lay on sandy beaches, stroll through quaint boutiques and sample local specialties like lobster rolls, oysters and blueberry pies. There are also plenty of unique ways to see the town, including on foot during a food tour, by boat while on a lobster boat tour and by trolley with Intown Trolley. Plus, you can stop along the way to take pictures of Walker's Point – the Bush family compound. Keep your eyes peeled for other famous faces, as Kennebunkport is a popular celebrity vacation destination.

summer day trips new england

Although Stowe's small-town charm and dramatic vistas make it a beautiful destination year-round, snow lovers won't want to miss this Vermont retreat in all its winter glory. Stowe is dubbed the "Ski Capital of the East," but this New England hideaway is also ideal for snowboarding, snowshoeing and dog sledding. If you'd rather visit during the warmer months, consider hiking the Stowe Recreation Path or driving the Auto Toll Road to the top of Mount Mansfield for unbeatable views of the Adirondack Mountains. Whichever season you prefer, fans of "The Sound of Music" can't miss a visit to Stowe's Trapp Family Lodge.

summer day trips new england

If historic walking tours, charming bistros and tax-free shopping describe your ideal New England weekend, book your ticket to Portsmouth, New Hampshire, today. Take a narrated boat tour of the Isles of Shoals, or spend the day exploring Market Square, the gem of downtown Portsmouth. For a breath of fresh air, sink your toes in the sand at nearby Wallis Sands State Beach or stroll through the gardens at Prescott Park. Time your visit for summer to attend the Prescott Park Arts Festival, which transforms this beautiful green space into a vibrant outdoor performance venue.

summer day trips new england

Whether you're looking for a quiet mountain hideaway or an activity-filled weekend, potential abounds in the White Mountains. Designated as a protected national forest, the White Mountains cover parts of New Hampshire and Maine. Take the scenic route along the Kancamagus Highway, and consider stopping at a campground along the way. If you're visiting in summer, hike, drive or take the Mount Washington Cog Railway to the summit of its namesake for spectacular views. In winter, shred powder on some of the best ski slopes in New England before curling up with a cup of hot cocoa at a bed-and-breakfast.

summer day trips new england

Walk any direction on Block Island and you'll end up at a free public beach. This oasis off the southern coast of Rhode Island features 17 miles of shoreline, as well as old-fashioned cottages and two historical lighthouses. Take in sweeping ocean views from Mohegan Bluffs, or look for animals at Block Island National Wildlife Refuge. If you want an adrenaline rush, try snorkeling in the island's crystal-clear waters, biking around its picturesque perimeter or hiking its Clayhead Trail. A quick ferry ride from the mainland will take you to Block Island, making it an easy weekend retreat.

summer day trips new england

The rolling mountains of the Berkshires attract everyone from artists to nature lovers to city dwellers looking for an escape. This region of western Massachusetts has long been a culture and history hub. Charming towns like Great Barrington and North Adams draw visitors with their quaint main streets and historic homes. The town of Lenox is home to the famous Tanglewood concert venue, while the town of Pittsfield boasts many theaters and art galleries. You'll find a variety of festivals to attend in summer, vivid foliage in fall and plenty of skiing in winter.

summer day trips new england

Situated in western Maine's Carrabassett Valley, Sugarloaf Mountain has a lot to offer travelers looking for an exciting weekend getaway in New England. In winter, enjoy a range of cold-weather activities – including cross-country skiing, snowboarding, snowshoeing, ice skating, tubing and more – at the mountain's namesake ski resort. In summer, take advantage of the warmer temperatures by mountain biking, zip lining or hiking sections of the famous Appalachian Trail.

summer day trips new england

About 20 miles northeast of Boston, this Massachusetts town is best known for the witch trials of the late 17th century, which you can learn all about on a historical walking tour. For an even bigger dose of local culture, visit in October when the town hosts Halloween-themed events all month long. You'd also be remiss to skip top sights like the Peabody Essex Museum and The House of the Seven Gables, the setting of Nathaniel Hawthorne's 1851 novel of the same name.

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summer day trips new england

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31+ Ideas For Family Day Trips in New England

Posted on Published: 03/21/2023

Summer is a great time for a day trip, although you may be up for a day trip any time of year. If you, like me, live in the Northeast, there are so many options for New England day trips, including a bunch of quaint New England cities and towns .

Here are some great ideas including destinations and attractions that you may consider for family day trips in New England. If I’ve missed your favorite, leave me a comment below, and I’ll update the post.

This post includes affiliate links. A purchase/click through one of these links may result in a commission paid to us at no additional cost to you.

Admission to some of these attractions was offered on a complimentary basis for review. All opinions are my own. Please review the specific attractions’ websites before departing for your day trip, as operating days and hours are always subject to change.

the Portland Maine waterfront - one of the best family day trips in New England.

Day Trips in New England

Learn about history.

New England offers many historical attractions, so head out and do some learning on your vacation. Of course, Plimoth Patuxet Museums is a popular spot for anyone looking to learn about Plymouth. Old Sturbridge Village in Sturbridge, MA is another living history museum that is great for families to visit.

These living history museums can be a great way for kids to learn about history without even realizing it. If you visit Plimoth Patuxet Museums, you can also purchase tickets to the Mayflower II, a replica of the original Mayflower. While I don’t necessarily think it’s an essential add-on, it is an option.

To learn about United States history, you can also check out the Freedom Trail in Boston, as well as the Boston Tea Party Ship and Museum . For something a little different, head south to Fall River, MA to Battleship Cove , where you can explore the USS Massachusetts.

Salem, MA is another of my favorite places to visit for a day trip. This town by the water is the home of the Salem Witch Trials. In addition to the various museums dedicated to this history, you’ll also find historic homes, shops, restaurants, museums, and more.

Salem is especially busy in October, before Halloween. But, it can be a fun place to visit any time of year, especially in the summer.

Visit the Beach for a Day Trip in New England

Beach days are always fun in the summer, and New England is filled with dozens of them. Whether you visit a saltwater ocean beach, like Horseneck Beach in Westport, MA, Ogunquit Beach in Ogunquit Maine , or Nantasket Beach in Hull, MA, or a pond or lake, a day at the beach can be a great way to cool off in the heat.

Remember that the most popular beaches can fill up in the summer months, so arrive early and check online to learn about what facilities are offered.

In the summer, you may consider taking a day trip down to Cape Cod , where you’ll find miniature golf courses, delicious restaurants, and of course, world-class beaches. Again, these beach parking lots fill up quickly on peak days, so you’ll want to arrive early. 

If you are staying at a hotel or vacation home in Cape Cod, Martha’s Vineyard or Nantucket can be a great day trip. You’ll just want to book your ferry in advance because they sell out in the busy months.

Go to a Museum

New England, especially the Boston area, is home to numerous fantastic family museums. With younger kids, check out the Boston Children’s Museum in Boston , the  Children’s Museum in Easton , MA or the Discovery Museums in Acton , MA.

There are also so many fantastic art museums in New England. Art lovers will enjoy the Yale University Art Gallery in New Haven, CT , the Boston Museum of Fine Art, the Peabody Essex Museum in Salem, MA, and the or the Portland Museum of Art in Maine .

For more of a science and/or natural history experience, there are options in Cambridge, MA (the Harvard Museum of Natural History ), Boston (the Boston Museum of Science),  New Haven, CT (the Yale Peabody Museum of Natural History ), and the Montshire Museum of Science in Vermont.

The Newport Mansions in Rhode Island are a fun place to visit, even if you are traveling with kids. These homes, which are the former summer homes of many famous families, offer audio tours. The Breakers has a family audio tour that is especially great for kids. You can also take a walk along the Cliff Walk for beautiful views. There’s also Fort Adams State Park in Newport, which offers gorgeous views.

West of Boston, you’ll find the Basketball Hall of Fame in Springfield, MA. You may also consider the Amazing World of Dr. Seuss Museum, which is also in Springfield. 

Check out more things to do in New Haven, CT , and Portland, ME .

Get Great Prices While Outlet Shopping

With the back-to-school season coming up, it may be a good time to start shopping. There are lots of outlet malls in the New England area. My favorites are Settlers Green in North Conway, MA, the Wrentham Premium Outlets in MA, the outlets in Kittery, Maine , and the Merrimack Premium Outlets in NH.

Remember that there’s no sales tax in New Hampshire, so if you are planning to buy lots of things, it may be worth it to go to one of the New Hampshire outlet malls for shopping. 

Mystic Aquarium in Mystic Connecticut

Go to an Aquarium

The New England area offers several world-class aquariums. Right in downtown Boston, you’ll find the Boston Aquarium. It’s located right on the water and also offers an IMAX theater. 

There’s also a wonderful aquarium in Mystic Connecticut – the Mystic Aquarium. Although it’s smaller than the Boston Aquarium, it’s got some great exhibits including my favorite – the beluga whales pictured above! The Mystic Aquarium has both indoor and outdoor exhibits that are great to visit in the spring and summer months. Mystic is a great New England town to visit.

Story Land children's rides

Visit a Theme or Water Park

Story Land (Glen, NH), Six Flags (Agawam, MA), Santa’s Village (Jefferson, NH), and Canobie Lake Park (Salem, NH) are just four of the theme/amusement parks that you can visit with your kids this summer in New England.

There are also several outdoor waterparks, like Water Country (Portsmouth, NH), Whale’s Tail ( Lincoln, NH ), and Water Wizz (East Wareham, MA).

Younger kids will love visiting the Edaville Family Theme Park. However, in recent years it has had a limited opening, and it’s unclear if it will be reopening in the summer or just for the holiday season.

Shop at Boutiques

My daughter and I love shopping at small boutiques, and there are lots of quaint shops throughout New England. Some of our favorite places to walk around and shop are Portsmouth, NH, Portland, ME , Rockport, MA, Chatham, MA, and Newport, RI. In the summer, it can be nice to enjoy the outdoor weather as you go from store to store.

Have an Outdoor Adventure

New England is home to so many fantastic places for outdoor adventures. I love Purgatory Chasm State Reservation in Massachusetts and the many hiking trails in the White Mountains of New Hampshire and the Green Mountains of Vermont. In the summer, you can also take a boat ride or a Whale Watching tour, or even visit a cranberry bog for more outdoor fun.

I’d definitely recommend taking a day trip over to the Boston Harbor Islands, where you can swim, explore, and learn about nature in this state and national park. Before you take the public ferry, look at their website to see the different islands to visit. They are all different and have various activities so you’ll want to know in advance which one you plan to visit.

If you enjoy skiing, there are so many options, especially in Maine, New Hampshire, and Vermont. Some of these mountains offer summer activities as well.

One of the more popular summer destinations is Cranmore Mountain in North Conway, NH, which has a mountain adventure park. It includes a chair lift ride, a seated zip ride, and a mountain coaster.

Acadia National Park

Another popular spot for a family vacation is Acadia National Park, located in Maine. It’s more of a drive from the Greater Boston area, but worthwhile if you haven’t been to that part of the state. If you are driving from Boston, you will probably want to stay overnight at least to make the drive worthwhile.

What is your favorite New England day trip?

See more New England vacations here .

A collection of day trip ideas in New England, including spots in Boston, Portland, Maine, North Conway, New Hampshire, and Newport, RI.

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Saturday 1st of July 2017

I think you meant Glen, NH (not, MA) for Story Land! Also- the Tanger Outlets in Tilton, NH are awesome-great, great deals and many high-end Brand Name Store (e.g. Coach, J. crew, Banana Republic to name a few). They also have a nice catergory variety for a one-stop shopping experience' from Bath & Bodyworks to an Old Navy Outlet to several children's clothing stores (Gymboree, The Children's Place, Carters, etc.) to a few different shop options for underwear/lingerie, and (not nearly last) right within the plaza lot are a choice of dining options for you (and the family) too! Speaking of family, there's an outdoor playground situated in a main corner between two long Store-strips for when the kiddos get restless! While you're in the area, Laconia offers up the country's (world's?) largest arcade complete with a full bowling alley, small diner/restaurant, and Bingo hall! Of course now I have to mention Weir's beach- a beach with a strip, boardwalk with more arcades, ice cream shops, and (one of the last standing) drive in movie theatres! I could go on and on and on; the entire surrounding area is surrounded with entertainment for families of all kinds and interests!

Jodi Grundig

Tuesday 4th of July 2017

Thanks so much for your comment. You are right - it is definitely Glen NH! Thanks for that. I haven't been to the Tanger Outlets in Tilton, NH in years - but I definitely remember it being a great spot (and you can't beat tax-free)! I also have such fond memories of Weir's Beach because we used to go when I was a kid, but I haven't been back with my kids.

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  • Weekend Getaways

20 Best Weekend Getaways in New England

From charming small towns to mountain escapes, these are the best places in New England for a weekend trip.

Anne Olivia Bauso is a travel writer and hotel expert based in New York City. She has written hundreds of hotel reviews, from 5-star Ritz-Carlton properties to treehouse eco-resorts in the jungle.

summer day trips new england

With prettier-than-a-picture countrysides, cliff-lined coasts under the watchful beams of centuries-old lighthouses, and countless small towns to stumble upon, New England is a region that merits a lifetime of getaways, weekend or otherwise. Whether you’re looking for a quick escape from the city or a romantic trip, here are 20 of the best weekend getaways in New England.

Block Island, Rhode Island

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With its towering bluffs, plains filled with native shrubs, and grand Victorian-style hotel , Block Island looks like it could really be in England. The cedar-shingled saltbox houses are what clue you back to the fact that we’re in New England, not some wind-swept corner of the U.K. Located 13 miles off the coast of Rhode Island, this quintessential seaside getaway is just as much about cruising down country lanes and walking through open heathland as it is visiting the beach.

Mad River Valley, Vermont

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Below the famous Sugarbush and Mad River Glen ski areas, the Mad River Valley is a particularly pretty nook of Vermont. And that’s on top of a surprisingly glam history (Sugarbush was once dubbed “Mascara Mountain” by Vogue due to all the fashionable model types frequenting its slopes). The skiing’s still good around these parts, but there’s also fun off-the-slopes stuff like mountain biking, farm stand shopping, and summer concerts.

Nantucket, Massachusetts

Atlantide Phototravel/Getty Images

Reverence for this 50-square-mile fleck off the coast of Massachusetts runs deep, especially when it comes to summer getaways. But forget the cars and chain restaurants that clog your typical beach scene. Instead, hop on a bike or island shuttle to visit historic lighthouses (the still-in-use Brant Point dates back to 1746!), grand homes built for whaling captains, and laid-back beaches. Refuel every few hours with a lobster roll or perfectly prepared bay scallops before spending the night at a waterfront resort like the White Elephant Nantucket .

Newport, Rhode Island

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Fans of HBO’s Gilded Age owe themselves a trip to Newport, the summer vacay spot of choice for the late-19th-century elite. Take a stroll down the Cliff Walk to see Newport’s lavish mansions on one side and the Atlantic Ocean crashing against rocks on the other. The 3.5-mile path works up an appetite, so you’ll be ready to feast like a Vanderbilt: do the (BYOB!) brunch at Cru Cafe or go big with lobster mac ‘n’ cheese at local landmark, Brick Alley Pub.

Sugar Hill, New Hampshire

Thomas H. Mitchell/Getty Images

City folk looking for a slow pace and gorgeous scenic views find lots (and lots) to love in Sugar Hill. The sight of brilliant fall colors or fields blanketed in deep purple lupines — set against New Hampshire’s rugged White Mountains — is like a massage for your optic nerves. At Harman’s Cheese & Country Store, scoop up crackers and a hunk of aged cheddar to stash in your pack before hiking to Bridal Veil Falls (via the family-friendly Coppermine Trail) or summiting Mount Lafayette (Skookumchuck Trail is a toughie, but it’s well rated by hikers). 

Camden, Maine

DenisTangneyJr/Getty Images

Often called one of the most beautiful small towns in the U.S. , Camden is a popular filming location for TV shows and Hollywood films. After enjoying a big bowl of haddock chowder on the harbor, peep the handsome Queen Anne-style houses in the historic district or make your way up to the top of Mount Battie, where the view inspired Maine native Edna St. Vincent Millay to write one of her finest poems. And remember, it’s not a trip to Maine without some quality antiquing: peruse the treasures inside Antiques at 10 Mechanic.

Martha’s Vineyard, Massachusetts

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Think of it this way: getting there is half the fun. Sure, the ferry to Martha’s Vineyard, sister island to Nantucket, can be a bit of a test for landlubbers, but once you disembark, you’ll find a treasure trove of seaside villages, bike paths, and A+ lobster rolls. First stop: Waterside Market, where yummy breakfast sandwiches are served all day (or opt for lobster salad on brioche straight out of the gate), then grab a cab or bike over to Oak Bluffs for beach time and frozen drinks at Nancy’s. Spend a day in pristine little Edgartown, with its indie shops (Edgartown Books is a real treat, as is the hidden cafe behind it), raw bars, Greek Revival mansions, and charming boutique hotels like Faraway Martha's Vineyard .

Lakes Region, New Hampshire

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Woods, rocky summits, and hundreds of lakes and ponds set the scene for this ridiculously pretty area surrounding Lake Winnipesaukee, New Hampshire's largest lake. Set in the White Mountain foothills, the region seduces leaf-peepers, walkers, boaters, cyclists, and off-roaders in search of abundant outdoor activities.

It’d be a shame not to get on the water in the warmer months, so hop aboard one of M/S Mount Washington ’s daily scenic cruises for a mimosa and postcard-worthy views of the surrounding mountains. Hikers have 28 miles of trails to explore at Castle in the Clouds and boundless views to enjoy at the top of Belknap Mountain, the highest peak in the area.

Woodstock, Vermont

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Dotted with old covered bridges, quaint cafes, and Victorian homes, Woodstock is the epitome of an idyllic New England town. At Billings Farm and Museum, say hi to the Jersey cows and draft horses, enjoy a maple sundae, and grab some smoked cheddar to go (it’ll make a tasty trail snack). Prue and Paul fans: Hop over to the neighboring town of Norwich to channel your inner Great British Baking Show contestant with a pie- and-tart-making class at King Arthur Baking Company.

Great Barrington, Massachusetts

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Part of the Berkshires, Great Barrington looks straight out of a Louisa May Alcott novel. Everywhere you look are storybook old buildings now housing bakeries, upscale grocers, and farm-to-fork restaurants. (During the holidays, the town looks like the real-life version of a snow globe.) See what’s going on at Mahaiwe Performing Arts Center, a 1905 theater hosting everything from classic flicks to big-name bands.

Bar Harbor, Maine

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Once upon a time (in the late 1800s), Bar Harbor was a summer oasis for the Vanderbilts, Rockefellers, Astors, and other VIP members of society looking to beat the heat. The appeal of this place takes no imagination; Bar Harbor is a quaint small town on Frenchman Bay and a gateway to Acadia National Park. Take a warm-up stroll along Bar Harbor’s shore path before diving into moody Acadia, where rocky shores and 150 miles of hiking trails await.

Portsmouth, New Hampshire

Drive about an hour north of Boston, and you’ll find the darling town of Portsmouth. Kick off a walking tour at Market Square, hit the Portsmouth Harbor Trail, and dedicate a couple of hours to Strawbery Banke Museum — an outdoor museum with historic structures and costumed actors bringing three centuries of history to life. Reward yourself with the oyster happy hour and a cold local Smuttynose at Row 34 before moving on to dinner at Black Trumpet, a bistro and wine bar.

North Adams, Massachusetts

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Art lovers have streamed into North Adams since 1999 when Mass MoCA opened in a previously abandoned 19th-century mill. Bed down at the art-filled Hotel Downstreet or The Porches Inn, a series of Victorian homes that once housed textile workers. The draws of this small Berkshires city don’t end with Sol Lewitt’s wall drawings and Michael Oatman’s installation art, on view at Mass MoCA. Outdoor options include seeing the continent’s only natural white marble arch at Natural Bridge State Park and hiking Mount Greylock, the highest mountain in Massachusetts. 

Westerly, Rhode Island

Westerly may not have quite the vacay clout as Newport or the Vineyard, yet the coastal town balloons in the summer with beachgoers looking to hit Narragansett Bay and Misquamicut State Beach. For a quintessential New England weekend getaway, spend at least an afternoon in the ocean-view neighborhood of Watch Hill, visiting its 1850s lighthouse and walking along the pristine beach at the Napatree Point Conservation Area.

Provincetown, Massachusetts

Journey to the farthest-flung tip of Cape Cod, and you’ll be rewarded with some of the area’s best stretches of sand, cool boutiques and art galleries, and an enchantingly funky and bohemian vibe. This LGBTQ-friendly town has something for every mood, whether it’s drag karaoke, dance parties, and pub crawls that strike your fancy or catching the sunset on Herring Cove Beach.

Jackson and North Conway, New Hampshire

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These sister towns in New Hampshire’s pretty Mount Washington Valley make a popular getaway, thanks to their waterfall hikes, scenic drives, small-town shopping scene (Schartner Farms has a drive-up, honor-system jam stand — how cute is that?), and big-box outlets. 

On the highway between the two towns is Sunrise Shack, an old-school drive-in restaurant that's now a roadside staple for truly enormous breakfasts. After a summer swim at Echo Lake State Park or a challenging hike on Mount Chocorua, indulge in the biggest cone you’ve ever seen at Trails End Ice Cream.

Mystic, Connecticut

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History lovers looking for a fun-filled weekend getaway in New England will likely love this former shipbuilding hub. The Mystic Seaport Museum is a fascinating jumping-off point, with its million-plus artifacts depicting the town’s nautical life — you can even test out your sea legs on vessels like the Charles W. Morgan, the last wooden whaling ship that remains in the world today.

Appreciate the Long Island Sound and Fisher’s Island views at Bluff Point State Park and feast on some of the best seafood around at Oyster Club. Our perfect meal? Smoky Rhode Island clam chowder, dashi-buttery roasted oysters, and the homemade bucatini.

Montpelier, Vermont

Nestled in the foothills of the Green Mountains, the country’s smallest state capital by population brims with opportunities for nature activities, from hiking up the 4,000-foot peak of Camel’s Hump to whitewater rafting on the Winooski River. Of course, no trip to this neck of the woods is complete without a taste of what it does best. At Morse Farm's and Bragg Farms' maple sugar houses, you can sample the Vermont specialty in the form of maple cookies, kettle corn, or “creemee” (Vermontese for soft serve).

Kennebunkport, Maine

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Like Mystic, Kennebunkport boomed as a shipbuilding hub during New England’s maritime heyday. The coastal town’s nautical vibe lives on, with glossy Italian-built yachts bobbing in the harbor and authentic schooners sailing toward the Atlantic. Kennebunkport swells in the summertime with New Englanders flocking to its beaches, but the town’s boutiques, cafes, and art galleries have year-round appeal.

Litchfield, Connecticut

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Litchfield is a small town that more than carries its weight on the history, charm, and scenic beauty fronts. This picture-book spot in rural western Connecticut (birthplace of Revolutionary leader Ethan Allen and abolitionist Harriet Beecher Stowe) has an oak-shaded town green and hundreds of historic buildings. The vast Topsmead State Forest is a favorite area for hiking and picnicking and was originally the summer estate (complete with a Cotswold-style cottage and formal gardens) of banking heiress Edith Morton Chase.

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Ultimate New England Summer Road Trip Itinerary – Best Things To Do, Day wise Activities & Useful Tips

Planning a New England summer road trip is a must for anyone seeking a diverse and unforgettable adventure, from exploring historic cities like Boston to soaking in the scenic beauty of coastal gems like Cape Cod and Acadia National Park. 

👉🏼 New England Road Trip Itinerary 10 Days (Best of New England)

cape cod New England summer road trip - New England In The Summer - New England Itinerary 7 Days

New England Summer Road Trip Itinerary – New England In The Summer

Here’s a detailed New England summer road trip itinerary covering some of the region’s most picturesque spots, activities, and accommodations:

Day 1 Of New England Itinerary 7 Days: Boston, Massachusetts

Starting your New England road trip from Boston in the summer season provides the perfect introduction to the region’s rich history, cultural landmarks, and vibrant atmosphere. 

weekend trips from Boston - day trips from Boston

  • Start your trip in Boston, Massachusetts, a city rich in history and culture.
  • Visit the Freedom Trail, a 2.5-mile walking route that takes you past 16 historically significant sites.
  • Explore the bustling Faneuil Hall Marketplace for shopping and dining.
  • Take a stroll along the scenic Boston Harborwalk .

Overnight stay  at the Midtown Hotel , a mid-budget hotel in the heart of Boston.

Boston’s central location makes Boston an ideal hub for exploring nearby coastal towns, scenic drives, and iconic attractions, setting the tone for an unforgettable journey through New England’s diverse landscapes.

👉🏼14 Best Weekend Trips From Boston (Day Trips From Boston)

Day 2: Cape Cod, Massachusetts

Including Cape Cod in your New England road trip during the summer season offers the opportunity to experience picturesque beaches, charming coastal towns, and scenic landscapes that epitomize the region’s quintessential summertime charm.

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  • Drive from  Boston to Cape Cod (about 70 miles, 1.5-2 hours) .
  • Visit Cape Cod National Seashore for stunning beaches, hiking trails, and scenic overlooks.
  • Explore the charming towns of Provincetown, Chatham, and Hyannis.
  • Book a whale-watching tour to see humpback whales and other marine life.

Overnight stay  at the  Chatham Wayside Inn , a mid-budget hotel known for its quaint charm and excellent location.

Whether you’re whale watching, exploring historic lighthouses, or indulging in fresh local food, Cape Cod provides a perfect blend of relaxation and adventure for travelers seeking a quintessential New England coastal experience.

Day 3: Newport, Rhode Island

Including Newport, Rhode Island, in your New England road trip during the summer season allows you to immerse yourself in the opulent Gilded Age mansions, stroll along the scenic Cliff Walk, and enjoy the vibrant waterfront atmosphere. This place offers a perfect blend of history, natural beauty, and seaside charm that epitomizes the essence of New England summers. 

  • Drive from  Cape Cod to Newport, Rhode Island (about 80 miles, 1.5-2 hours ).
  • Tour The Breakers, a  magnificent Vanderbilt mansion  overlooking the Atlantic Ocean.
  • Explore the  Cliff Walk  for breathtaking views of the coastline and historic mansions.
  • Visit the  International Tennis Hall of Fame  to glimpse the sport’s rich history.

Overnight stay  at the  Newport Harbor Hotel and Marina ,  offering comfortable accommodations and scenic waterfront views.

day trips from boston - weekend getaways from boston

Whether exploring historic landmarks, relaxing on pristine beaches, or indulging in fresh local cuisine, Newport offers diverse experiences that appeal to every traveler’s interests.

Day 4: Mystic, Connecticut

Including Mystic, Connecticut, in your New England road trip during the summer season offers a charming blend of maritime history, picturesque scenery, and family-friendly attractions such as the Mystic Seaport Museum and Mystic Aquarium.

New England Summer Road Trip - 7-day New England Summer Road Trip

  • Drive from  Newport to Mystic, Connecticut (about 50 miles, 1 hour) .
  • Explore Mystic Seaport Museum, the largest maritime museum in the United States.
  • Visit Mystic Aquarium to see various marine animals, including beluga whales and penguins.
  • Enjoy a scenic boat ride along the Mystic River.

Overnight stay  at the  Whaler’s Inn , a charming mid-budget hotel in downtown Mystic’s heart.

Whether exploring historic ships, enjoying scenic boat rides along the Mystic River, or indulging in delicious local cuisine, Mystic provides a quintessential New England experience that captivates visitors of all ages.

Day 5: Portland, Maine

Including Portland, Maine, in your New England road trip during the summer, you can explore a vibrant coastal city renowned for its delicious local cuisine, thriving arts scene, and picturesque waterfront views.

  • Drive from  Mystic to Portland, Maine (about 175 miles, 3-4 hours ).
  • Explore  Portland’s Old Port district  for boutique shops, art galleries, and restaurants.
  • Visit  Portland Head Light,  Maine’s oldest lighthouse in nearby Cape Elizabeth.
  • Take a  scenic cruise of Casco Bay  to see picturesque islands and lighthouses.

Stay overnight  at the  Portland Regency Hotel & Spa,  which offers elegant accommodations and a convenient location in the heart of Portland’s Old Port.

New England Summer Road Trip - 7-day New England Summer Road Trip - New England summer road trip itinerary - New England In The Summer - New England Itinerary 7 Days

Whether you’re visiting art galleries in the Old Port district or taking scenic cruises around Casco Bay, Portland offers a delightful mix of culinary delights and cultural experiences embodying New England summers’ quintessential charm.

👉🏼Perfect East Coast Road Trip Planner USA

Day 6: Acadia National Park, Maine

Acadia National Park in Maine tops the list for a New England road trip during the summer season due to its breathtaking coastal landscapes, scenic hiking trails, and panoramic views from Cadillac Mountain. It offers outdoor enthusiasts unparalleled opportunities for adventure and exploration. 

interesting Facts About Acadia National Park

  • Drive from  Portland to Acadia National Park (about 160 miles, 3-4 hours).
  • Explore Acadia’s scenic wonders, including  Cadillac Mountain ,  Jordan Pond,  and  Sand Beach .
  • Take a hike along the park’s many trails, such as the famous  Precipice Trail  or  Ocean Path .
  • Enjoy a scenic drive along the  Park Loop Road,  stopping at overlooks and points of interest.

Stay overnight  at the  Bar Harbor Grand Hotel , a mid-budget hotel just minutes from Acadia National Park.

Whether exploring rocky coastlines, enjoying picturesque sunsets, or spotting wildlife in its natural habitat, Acadia National Park epitomizes New England summers’ natural beauty and splendor, making it a must-visit destination for any traveler.

Day 7 Of 7-day New England Summer Road Trip: Return To Boston

  • Drive back to Boston ( about 280 miles, 5-6 hours) .
  • Optional: Stop at quaint coastal towns like Camden or Rockland.
  • Return your rental car and depart from Boston, or extend your trip to explore more of New England.

Weather – New England In The Summer

In the summer, New England typically experiences warm temperatures ranging from the  70s to 80s Fahrenheit (20s to 30s Celsius),  with occasional humidity. This makes it an ideal season for outdoor activities like hiking, beach-going, and sightseeing. While generally pleasant, summers in New England can also bring occasional rain showers and thunderstorms, so it’s advisable to pack accordingly and be ready for changing weather conditions.

👉🏼Epic 7 day New England Road Trip Itinerary From Boston – Best Route, Things To Do & Hotels

New England Road Trip Itinerary - best road trips in new england

New England Summer Festivals – Summer Events

New England hosts a variety of unique summer festivals and events that are must-attend for visitors.

  • Newport Folk Festival (Newport, Rhode Island) : Held annually in July, this iconic music festival features folk, indie, and alternative artists performing against the stunning backdrop of Newport Harbor.
  • Boston Harborfest (Boston, Massachusetts) : Celebrated around the Fourth of July, this festival showcases Boston’s maritime heritage with harbor cruises, historical reenactments, concerts, and fireworks.
  • Vermont Quilt Festival (Essex Junction, Vermont) : This annual event in June showcases the artistry of quilting with exhibits, workshops, demonstrations, and vendors selling quilting supplies.

Gloucester Waterfront new england summer road trip - new england itinerary 7 days

  • International Sand Sculpting Festival (Revere Beach, Massachusetts) : This festival, which takes place in July, gathers world-renowned sand sculptors who create intricate and impressive sand sculptures along Revere Beach.
  • Yankee Homecoming (Newburyport, Massachusetts) : This week-long celebration in late July includes parades, concerts, fireworks, a craft fair, and various family-friendly activities in the historic seaside town of Newburyport.

Tolls & Freeways On New England Summer Road Trip

  • Many highways and bridges in New England are tolled, especially in densely populated areas and along major thoroughfares. Toll rates vary depending on the location and type of vehicle.
  • Standard toll collection methods include cash booths, electronic tolling with E-ZPass, and pay-by-plate systems. For convenient payment, it’s advisable to have cash or an electronic toll transponder like E-ZPass.

Freeways/Highways :

  • Interstate highways (I-) , U.S. highways (U.S.-), and state routes (M.A.-, R.I.-, C.T.-, M.E.-, V.T.-, N.H.-) form the backbone of New England’s road network, connecting major cities and attractions.
  • Interstate 95 (I-95)  is the main north-south route along the East Coast, passing through all six New England states and providing access to major cities like Boston, Providence, and Portland.
  • Interstate 90 (I-90) , the Massachusetts Turnpike, is a major east-west route connecting Boston with Worcester, Springfield, and the New York border.
  • Other notable highways include  Route 1 (US-1) , which runs along the coast from Maine to Connecticut, offering scenic views and access to coastal towns.

Toll Roads and Bridges :

Some of the notable toll roads and bridges in New England include:

  • Massachusetts:  Massachusetts Turnpike (I-90), Tobin Bridge, Ted Williams Tunnel
  • Rhode Island:  Newport Pell Bridge, Claiborne Pell Bridge (Newport Bridge)
  • Maine:  Maine Turnpike (I-95), York Toll Plaza
  • New Hampshire:  Everett Turnpike (I-93), Spaulding Turnpike (NH-16)
  • Connecticut : Connecticut Turnpike (I-95), Wilbur Cross Parkway (Route 15)
  • Vermont:  There are no toll roads or bridges in Vermont.

With its charming towns, stunning landscapes, and various outdoor activities, a New England summer road trip promises an enriching journey filled with cultural immersion, natural wonders, and cherished memories for years to come.

New England Road Trip Itinerary

This New England summer road trip itinerary offers a mix of historical sites, natural beauty, and seaside charm, making it ideal for experiencing the best of New England in the summer. 

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Top 20 Best New England Day Trips from Connecticut

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Headed to Connecticut and dream about exploring the nearby small towns New England is known for? Or what about the big bustling city of Manhattan? Connecticut makes a great base to explore some of the best areas in New England and beyond.

The perfect day trip for me is no more than a two-hour drive one way. Of course, I’ll drool over anything shorter but am happy to make the journey within two hours; anything over that starts to feel like an overnight trip, and if I only have a day, I want to make the most of it which means spending as little time in the car as possible.

There are many great areas to base yourself in Connecticut but for the purpose of this article, I’ll be sharing some of my favorite day trips from Connecticut’s capital city of Hartford.

I chose Hartford because it is central and hosts the state’s largest international airport (second largest in New England), Bradley International Airport (BDL). With their rental car center, it makes getting to nearby states and charming small towns a breeze.

Aerial view of boats anchored in the middle of a harbor.

Although New England is a four-season destination with so much to see in the summer, fall, and even the dead of winter, I love a summer day strolling down the quaint streets, grabbing a snack at a local bakery and, of course, capturing the charming atmosphere with my camera. If you are visiting in October, check out my New England Fall Road Trips Itineraries for some of the best leaf-peeping areas in the region.

These day trips from CT are packed with exciting activities, cultural finds, good eats, and plenty to see and do. Enjoy museums, whale watching, sailing, swimming, bike riding, clam bakes, and much more during a summer day trip from CT.

I’ve divided this post up into four sections, Day Trips in Connecticut, Day Trips in Massachusetts, Day Trips in Rhode Island and trips to Maine. Use the drop-down table of contents to easily jump to a section if you already know the area you want to visit.

Happy day-tripping!

summer day trips new england

Table of Contents: Jump to

Long Island Sound

As Connecticut’s largest and most important natural resource, Long Island Sound is an estuary, meaning that this area is where saltwater from the ocean mixes with freshwater draining from rivers. Lying between Connecticut and New York, Long Island Sound’s cities include Stamford, Norwalk, Bridgeport, New Haven, and New London. With so much to do, this is the perfect place for a New England road trip from Connecticut!

For those who love nature, there are plenty of outdoor activities in Long Island Sound, like kayaking, paddle boarding, and fishing. You can rent kayaks from the local rental companies and explore the beautiful bays, inlets, and creeks, or join a fishing tour to catch some of the delicious seafood the area is famous for.

One of the best things to do in Long Island Sound is to visit the state parks and beaches like Hammonasset Beach State Par k and Rocky Neck State Park . These parks are perfect for hiking, camping, bird watching, picnics, and enjoying the unique rocky shores.

summer day trips new england

New Haven is among the best places to explore during a New England day trip to Long Island Sound. This beautiful and historic Connecticut city is famous for its Ivy League university, Yale University, and diverse food culture.

While you’re here, enjoy a wide range of restaurants, cafes, and food trucks. New Haven is best known for its pizzerias – visiting the famous Frank Pepe Pizzeria Napoletana will not disappoint. Alternatively, you can try local seafood, like clams and oysters, at one of the many seafood restaurants; Shell & Bones Oyster Bar & Grill is an excellent option.

Another popular attraction in New Haven is the Beinecke Rare Book and Manuscript Library, home to some of the world’s most valuable and rare books and manuscripts. If you’re a history buff, you can also visit the New Haven Museum, which will give you insights into the rich history of this city.

New London, Connecticut, located near the southeastern coast in Long Island Sound, offers a variety of unique experiences for day-trippers. One of the main attractions is the Submarine Force Museum, where visitors can learn about the history of submarines and explore the first nuclear-powered submarine, the USS Nautilus.

If you’d rather be outside, Ocean Beach Park is a great place to relax by the beach, swim, or take a stroll on the boardwalk. Art lovers will appreciate the Lyman Allyn Art Museum , which has a collection of art from ancient times to the present day. And for a taste of New London’s maritime history, the Custom House Maritime Museum offers exhibits and events that showcase the city’s past as a whaling hub and international port of entry.

summer day trips new england

While you’re in this area, Norwalk, Connecticut, has some of my favorite New England road trip activities and attractions. One of the best things to do is visit the Maritime Aquarium at Norwalk, which houses a variety of marine life and has interactive exhibits, educational programs, and 4D movies. A fantastic family destination is the Stepping Stones Museum for Children, a hands-on museum with exhibits and activities designed for children to learn while they play.

Cranbury Park is excellent for hiking, picnicking, and exploring the beautiful natural landscape on a warm day. For beach landscapes, Calf Pasture Beach is a great place to relax, swim or picnic by the water. The Sheffield Island Lighthouse is also a fun attraction where you can explore the lighthouse, learn about its history, and enjoy a view of the Long Island Sound.

Wooden sign for a restaurant in a garden with a fish sculpture.

Mystic, Connecticut, located on the state’s southeastern coast, is one of the most charming small towns in the area and is one of the best New England day trips from Connecticut. Plenty of things to do in this seaside town can keep you busy for a day or two.

One of my favorite attractions in Mystic is Mystic Seaport Museum, a living history museum that celebrates the area’s maritime history. The museum features tall ships, working artisans, and interactive exhibits that make you feel like you’ve returned in time.

Another popular activity is the Mystic Aquarium, a world-class aquarium with sharks, African penguins, sea lions, and other marine creatures.

Mystic has plenty of outdoor activities to enjoy, including hiking, kayaking, and cycling. The boardwalk at Mystic River Park is an excellent spot for a scenic walk or picnic.

If you’re in Connecticut in the fall, stop by B.F. Clyde’s Cider Mill – this historic destination allows visitors to sample freshly made apple cider and other treats. Established in 1881, this is the oldest steam-powered cider mill in the United States!

For those who love shopping and dining, Mystic has a wealth of options to choose from. Check out the Olde Mistick Village of Boutiques, a unique shopping destination with local shops and eateries.

The Mystic Oyster Club is a must-visit for seafood lovers –  its seasonal menu of fresh seafood cannot be missed. After dinner, stroll over the Mystic River Bascule Bridge, an iconic city landmark.

The town of Mystic also has some Hollywood clout. The small town was featured in the popular Julia Roberts’ film Mystic Pizza. Although they did not shoot at the real-life Mystic Pizza, the restaurant underwent renovations to resemble the movie’s Mystic Pizza restaurant once it was released.

Marina with docked boats and a wooden lighthouse.

Essex, Connecticut, located in the central-southern part of the state, comprises three different villages – Essex Village, Centerbrook, and Ivoryton. This charming area is one of my favorite New England day trips from CT.

Start by visiting the Connecticut River Museum, offering a glimpse of the area’s maritime past and scenic views of the Connecticut River. Visitors can also take boat tours or kayaks to explore the river and its natural beauty.

History buffs will love the Essex Steam Train and River Boat. This heritage railroad was founded in 1868 and hosts a dinner train experience today. Enjoy a four-course meal in a beautifully restored 1920s Pullman diner.

Art enthusiasts can also check out the Essex Art Association, which holds regular exhibitions and events.

There’s no shortage of fantastic dining options in Essex. Grab a bite at the culinary institution, The Griswold Inn, with its colonial-style charm, period taverns, and great food.

Side view of a covered bridge over a river.

Comstock Covered Bridge in photos above

Covered Bridges in CT

Connecticut is home to several beautiful covered bridges worth a stop on any New England road trip. Check out some of my favorite covered bridges below.

West Cornwall Covered Bridge:

Also known as the Hart Bridge, this is one of three remaining historic covered bridges in Connecticut. Just over an hour from Hartford, this bridge spans the Housatonic River and is located in the scenic town of Cornwall Bridge. Records show that this bridge has potentially been around since 1762 and has been restored and preserved over the years.

Bulls Covered Bridge

Located in South Kent, Bulls Bridge is one of Connecticut’s oldest covered bridges. It was built in 1842 and spans the Housatonic River. I enjoyed walking across this bridge while taking in the scenic surroundings and watching some kayakers practice their skills below.

Comstock Covered Bridge

Also known as the Comstock Bridge, this is another historic covered bridge in East Hampton. Built-in 1840, the bridge spans the Salmon River and is open to pedestrian traffic. This bridge is about a half hour from Hartford, and there is ample parking in the area, allowing visitors to take a leisurely stroll and capture pictures of this scenic bridge.

Blackwell Brook Covered Bridge

Located in the town of Brooklyn, just under an hour from Hartford, this is a photogenic covered bridge featured in many postcards and tourist brochures. This bridge is one of Connecticut’s few remaining examples of lattice truss construction.

Great Barrington

Great Barrington, Massachusetts, located in western Massachusetts, offers a variety of activities for a perfect day trip destination.

For a dose of history, visit the Norman Rockwell Museum. This museum is a tribute to the works and life of Norman Rockwell. Visitors can see the largest collection of Rockwell’s original art, including his work from over 60 years with the Saturday Evening Post.

Hiking at Monument Mountain is another activity I really enjoy. You can choose between a few trails ranging from 0.62 miles to 1.5 miles – the perfect day trip length, in my opinion!

W.E.B. Dubois’s Boyhood Homesite is another must-see. Learn about the life and legacy of W.E.B. Dubois, an African American sociologist, civil rights activist, and author. If you’re a history buff, you’ll love it!

To enjoy the beautiful weather, experience the outdoors at Lake Mansfield. This area allows visitors to swim, fish, and picnic while enjoying the stunning scenery – relax and recharge while enjoying nature!

summer day trips new england

If you don’t want to travel all the way to Martha’s Vineyard or Nantucket, Cape Cod is a great option. Cape Cod, located in eastern Massachusetts, is known for its beautiful beaches, picturesque small towns and villages, and unique marine life.

Cape Cod has numerous beautiful beaches for visitors, each offering unique features. One of the most popular beaches is the Coast Guard beach, part of the Cape Cod National Seashore, with its beautiful dunes and stunning ocean views.

Cape Cod is one of the best places on the East Coast to go whale watching. Take a boat ride to see the magnificent humpback and fin whales swimming in their natural habitat! The best time for whale watching is May-October.

While you’re here, explore the Cape Cod Rail Trail. This 25-mile paved trail runs through several small towns, including Brewster, Harwich, and Yarmouth. Bikers and walkers can enjoy scenic ocean views while passing through different landscapes, from salt marshes to cranberry bogs.

Cape Cod also has several historic lighthouses that offer a unique opportunity for visitors to learn about the region’s maritime history. One such lighthouse is the Highland Light, erected in 1857. Climb the tower for a stunning view of the Atlantic Ocean!

Don’t forget to sample the area’s famous clam chowder while you’re here. The Skipper Restaurant and Chowder House is the perfect place to do so; it has some of the best clam chowder and lobster rolls on Cape Cod.

blue ocean along the sandy shore with a lighthouse

Martha’s Vineyard & Nantucket

Consider one of these islands if you are up for an overnight trip. Although right outside my 2 hour travel limit plus a one-ish hour ferry ride, Martha’s Vineyard and Nantucket are fantastic areas to explore. You can’t get any more New England than Nantucket! They both require a ferry and will take 3-4 hours to get to from Hartford (with the ferry ride). Take in the cozy cottages and stunning shingle-style mansions along the cobblestone streets. Enjoy bike riding, lighthouse hunting, and ice cream tasting that will leave you begging to stay.

empty base ball field stadium with red bleachers and tall lights

Boston is a vibrant city with plenty to see on a day trip from CT. It’s especially great for history buffs and art fanatics. Boston Common is one of the best places to start your journey, close to the north end. This expansive park is located in the heart of the city and is the perfect place to relax, take a stroll, and enjoy the scenery.

You’ll find several monuments and memorials from the American Revolution as you explore. You can also walk the Freedom Trail in this area, one of the best places to discover American history and historical landmarks.

Another popular destination in Boston is Fenway Park. This historic baseball stadium is home to the Boston Red Sox and is a must-visit location for sports fans. Even if you’re not a big baseball fan, Fenway Park is a great area to experience. On game days, enjoy a hot dog, a big league pretzel, or a cold beer while soaking up the unique atmosphere of this iconic stadium. You can still enjoy the stadium even in the off-season with a guided park tour to learn more about its rich history and see behind the scenes.

A trip to Boston wouldn’t be complete without a stop at Faneuil Hall. Located in the heart of downtown, Faneuil Hall is a bustling marketplace packed with shops, eateries, and street performers. You can stroll through the historic halls, sample some local cuisine, and buy unique gifts and souvenirs to take home with you. Whether you’re looking for a bite to eat, some retail therapy, or just a little entertainment, Faneuil Hall has something for everyone.

About two hours from Hartford, Plymouth, Massachusetts, is a charming small town rich in history dating back to the Pilgrim days. If you plan a day trip to Plymouth, the Plimoth Patuxet Museums, formerly the Plimoth Plantation, is a must-visit attraction. Spread across 30 acres; these living history museums offer a glimpse into the daily lives of the Pilgrims and Wampanoag people of the 17th century.

One of the best things to do within the Plimoth Patuxet Museums is the Mayflower II, a full-scale reproduction of the original Mayflower that brought the Pilgrims to Plymouth in the 1600s. Visitors can explore the ship, learn about the conditions the Pilgrims endured during their long journey, and understand what life was like on board.

While you’re here, don’t miss the chance to explore the 17th-century English Village, where you can learn about the daily life of the Pilgrims. You’ll see costumed interpreters tending gardens, making crafts and trades, and going about daily routines. This immersive experience gives a true sense of what life was like during the early days of Plymouth Colony.

Old Sturbridge Village

Old Sturbridge Village is a living history museum in Sturbridge, Massachusetts, about 44 minutes from Hartford. This is New England’s largest living history museum, featuring 40 antique buildings on 200 acres, showcasing life in a rural New England town of the 19th century. With so much history, this is one of the best New England day trips from Connecticut.

Visitors can experience hands-on demonstrations of traditional crafts and trades like blacksmithing, shoe-making, and weaving. The village has numerous exhibits that display historical artifacts, including antique toys, rare books, and period clothing. Other activities include walking trails, outdoor recreation, and dining at the cozy tavern or on the village green.

grey wood siding house with stone walkways and beveled glass windows

Salem, Massachusetts, is a historical town just north of Boston, about 2 hours from Hartford. Visitors flock to Salem for its rich history, witch trials, and maritime culture. Historical sites such as the Salem Witch Trials Memorial and the House of the Seven Gables are popular attractions.

A stand-out museum in Salem is the Peabody Essex Museum, which houses an extensive collection of art and artifacts from around the globe. The museum features exhibits ranging from American art to Chinese export art, fashion, and maritime art.

Another must-see is the historic home of Judge Jonathan Corwin, who presided over the witch trials of 1692. The house, a mansion of its time, is the last standing structure directly tied to the shocking witch trials the town is famous for.

Visitors can also take harbor cruises or visit nearby Salem Willows, a seaside amusement park with carnival rides and games. In the fall, Salem is known for its vibrant Halloween festivities, including the Salem Haunted Happenings festival .

Rockport, Massachusetts, just over two hours from Hartford and over an hour from Boston, is a picturesque seaside town jutting out into the Atlantic Ocean. Rockport makes for a perfect New England day trip from Connecticut with its charming streets and natural beauty.

One of the most iconic locations in Rockport is Bearskin Neck, a narrow street lined with unique shops, art galleries, and seafood restaurants. Wandering through Bearskin Neck is ideal for taking in the town’s charm and grabbing a bite to eat.

Another great attraction is Halibut Point State Park, which has breathtaking ocean views of the rocky coastline and ample hiking, fishing, and picnicking opportunities.

Don’t forget about the Rockport Art Association and Museum, featuring art exhibits and providing a glimpse into the town’s rich artistic culture.

Aerial view of a lighthouse on a point and two seaside mansions.

Westerly, Rhode Island is a charming and historic seaside town with plenty of activities for a day trip or scenic drive. One of the must-visit attractions in Westerly is the Watch Hill Lighthouse . This iconic lighthouse, perched on a rocky hill overlooking the ocean, has operated since the 1700s and offers incredible views of the Atlantic Ocean.

Another popular attraction in Westerly is Misquamicut State Beach, boasting pristine beaches and crystal-clear waters. Whether you’re looking to sunbathe, swim, surf, or walk along the shore, Misquamicut State Beach is the perfect place to soak up some sunshine and enjoy a day at the beach.

If you want to explore Westerly’s history and culture, the Babcock-Smith House Museum is a great place to start. This beautifully preserved house was constructed in 1734 and now provides a fascinating glimpse into colonial life in Rhode Island.

Westerly’s downtown area also has much to offer, with plenty of restaurants, boutiques, and art galleries. Stop into Savoy Bookshop and Cafe for a coffee and a book to take a short break during an afternoon of shopping.

Are any Swifties out there? If that is you, you might want to sneak a peak at Holiday House, a beautiful mansion owned by Swift right on the Connecticut coast in Watch Hill. It inspired her song, The Last Great American Dynasty, on her Folklore album. You can see it perched high on the hill when driving to Watch Hill’s downtown and from the Watch Hill Lighthouse.

Block Island

Block Island is a scenic destination located just off the coast of Rhode Island, making it ideal for a New England day trip from CT. Block Island is known for its stunning beaches and miles of trails that offer breathtaking views of the Atlantic Ocean.

One of the most popular activities on the island is simply lounging on one of the many beautiful beaches, such as Mansion Beach or Ballard’s Beach. Beachgoers can also participate in watersports such as kayaking, paddle boarding, or surfing.

Another unique experience is the North Light, one of the most beautiful lighthouses in Rhode Island. You can explore the island on a bike or boat tour or enjoy sunset drinks overlooking the ocean. If you get hungry, stop into Dead Eye Dicks for a lobster avocado BLT. Afterward, check out The Oar and order a mudslide!

Drone view of a large stone mansion on the cliff by the ocean.

Just an hour and a half from Hartford is iconic Newport, RI. This town is full of American history, Gilded Age mansions, local boutiques, and coastal scenery. Their delicious seafood spreads from stuffed clams, fresh oysters, and Rhode Island Clam Chowder should be at the top of everyone’s foodie list.

Enjoy the relaxing 3.5-mile Cliff Walk following the rocky shoreline lined with oceanfront mansions before touring The Breakers, The Elms, or Marble House, once lavish homes of the country’s richest families.

From June to September, enjoy a polo match at historic Glen Farm. This property was first settled in 1638 or play tennis on the court that birthed the US Open at the International Tennis Hall of Fame (formerly Newport Casino).

Maine is such a wonderful state to visit if you love seaside towns, walkable streets, lively wharves, and plenty of lighthouses exuding that coastal charm. With so many great beach towns in Maine , you could easily spend a week or more enjoying the coast.

Maine is a bit further away from Hartford, with popular coastal towns such as York, Kennebunkport, and Portland over 2.5 hours away. Old Orchard Beach is a tourist favorite 3 hours from Hartford, while the popular Bar Harbor and Acadia National Park will take over 6 hours of driving time from Hartford, CT.

If you are basing yourself in CT a bit closer to Maine, you could enjoy a day trip, but if you asked me, a visit to Bar Harbor and Acadia National Park is best done as an overnight trip to make sure you have time to experience life, “The Way Life Should Be” (a Maine state slogan).

It is hard to say which town makes the best New England day trip as they all have something unique to offer with so much to enjoy. I love visiting the coastal towns in summer, and the inland towns such as Great Barrington and Kent in Fall, but one thing is certain, all of these towns make great day trips from CT no matter what time of year you visit!

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23+ Ideas for New England Vacations With Kids

W e are so lucky to live in Massachusetts because there are so many fantastic places to visit in New England which are located just a short car ride away. We can drive in one direction to see some of the best sandy beaches in the United States, and we can drive in a different direction to see beautiful mountains. There are so many great places for New England vacations with kids – including cities and beach towns.

With so many vacation options, you could easily do something different each season. There are so many different options for family fun – outdoor activities, hiking trails, museums, beaches, and much more. This past winter break, we spent our break visiting Boston, Portland, and New Haven – all just a quick drive away from each other.

Whether you live in New England or are planning to visit a few different locations during your New England family vacation, here are some places to go in New England with kids, along with some ideas of attractions to visit.

If you are specifically looking for New England family resorts , check out this post. We have also reviewed some of the best places to visit in New England on this site individually.

Note: We experienced some of these New England vacations and attractions in New England during media trips or hosted stays/media rates and have also paid our own way many times. Affiliate links are included – if you click/purchase through an affiliate link, we may make a small commission at no additional cost to you. All opinions are my own.

Places to Go in New England With Kids: New England Family Vacation Ideas

We don’t seem to go to Maine nearly enough, and it’s really just a quick drive from the Massachusetts border. Every time I visit, I just love it. Kittery, Maine , just over the New Hampshire border, offers lots of great outlets as well as delicious seafood restaurants.

Kittery is also right near Portsmouth, New Hampshire, which is another great waterfront destination. It’s easy to visit both on the same trip. It may seem surprising that the three states are all located just a few minutes from each other, but this is the case right at the coastline.

For one of the best summer Maine family vacations, visit the all-inclusive Migis Lodge , located on Sebago Lake. It’s a luxury family vacation spot that is rustic and fun. Families return year after year, and with good reason, because it’s a special place. We enjoyed a media stay there a while back and my kids still talk about it.

Of course, you can’t miss the original LL Bean store in Freeport, Maine . There are other outlet shops in Freeport as well, as well as a beautiful state park. It’s a great place to visit for back-to-school or holiday shopping.

For a fun vacation at any time of year, visit Portland, Maine with kids , where you’ll enjoy delicious food, great shopping beautiful views, and fun attractions. Although you may think of it as a summer vacation spot, we usually visit during the winter and still love it. You’ll want to have at least two nights there so that you can enjoy the restaurants and attractions.

Portland has some great museums, especially for families. While you’ll probably need to drive to those locations, the downtown Old Port area is extremely walkable. You can also take the Amtrak Downeaster train from Boston to Portland.

When visiting Portland, you can take a quick trip to the beautiful Portland Head Light , which is located in Fort Williams Park in Cape Elizabeth. While you can’t go up in the lighthouse, it’s beautiful to see. A little bit further away is the Nubble Lighthouse in York, Maine.

Visiting during the summer? The quintessential beach town of Ogunquit offers fun shops, delicious restaurants, and a fantastic beach. Stay at one of the nearby hotels and walk everywhere for the best experience. There is quite a bit of traffic in the summer, so it’s best to walk when you can.

Acadia National Park and the nearby town of Bar Harbor are also popular Maine vacation spots – especially in the summer.

If you like to ski, there are some great options in Maine. Popular ski resorts in Maine include Sunday River, Sugarloaf, and Shawnee Peak.

Find hotels in Maine on TripAdvisor .

Vermont 

Even if you aren’t a skier, there are so many places to go with kids within Vermont and so many things to do in Vermont . We absolutely love visiting Smugglers’ Notch Resort . Although it’s a ski resort, it’s also one of the best places to visit in Vermont in the summer.

The kids really enjoy the day camp, and my husband and I spend the afternoons exploring the area (including the Boyden Valley Winery). It’s also a fantastic spot to visit in the winter – with lots of skiing for the whole family.

Down the road from Smugglers’ Notch is Stowe, Vermont, where we can recommend two family-friendly resorts – Stoweflake and the Lodge at Spruce Peak . It’s also a popular place to ski.

In Waterbury, on the way into Stow, you can stop at the Ben & Jerry’s Factory, as well as the Cold Hollow Cider Mill. Don’t miss the factory tour at Ben and Jerry’s, which is definitely worth visiting at least once.

We also really enjoyed our visit to the Montshire Museum of Science, located over the NH border in Norwich, Vermont. We visited there on our way to Smugglers’ Notch from Boston.

Other ski resorts in Vermont include Killington, Sugarbush, Jay Peak , and Okemo Mountain.

Find hotels in Vermont on TripAdvisor .

New Hampshire

I’ve enjoyed family vacations in New Hampshire since I was a child, visiting with my parents. It’s not a huge state, but there are so many things to do in New Hampshire with kids.

My family recently enjoyed our stay at the Mountain Club at Loon in Lincoln, NH. While on that side of the famous, scenic Kancamagus Highway , be sure to stop at Clark’s Trading Post – home to a fun, unique trained bear show. In the summer, you can also visit Whale’s Tale Water Park.

When visiting Lincoln, NH with kids , another popular spot in the area is Franconia Notch State Park.

On the other side of the highway, within the White Mountains, you’ll find North Conway, NH, home to lots of premium outlets (and NO sales tax). Enjoy the drive – it’s absolutely beautiful!

We’ve stayed at several hotels in North Conway New Hampshire and enjoyed our stays at the North Conway Grand , and the Residence Inn . If you have little kids, be sure to visit one of the best attractions for kids in New Hampshire – Story Land in Glen, NH . Santa’s Village in Jefferson, NH is also worth the trip.

In the winter, Attitash is a great family ski resort. There are so many things for kids to do in New Hampshire .

Another popular New England vacation spot with kids is Lake Winnipesaukee. There are various motels, inns, hotels, and home rentals on the lake.

If visiting New Hampshire without kids, you’ll find plenty of quaint bed and breakfasts. Some are kid-friendly, but you’d definitely want to check that before visiting.

Find hotels in New Hampshire on TripAdvisor .

Rhode Island

My home state of Rhode Island may be small, but it has a lot to offer. The capital city, Providence , is just an hour from Boston and has quite a few family-friendly attractions.

On weekend nights in the summer, you can enjoy WaterFire , a performance work of art. WaterFire is one of the more unique outdoor shows to experience. It takes place in Providence, the capital city of RI. Providence is a fun place to explore – while it’s a small city, it offers a lot of things to see.

Our top vacation choice in Rhode Island is Newport , which is just a quick ride from Providence. We recommend a stay at the Hotel Viking , which is located within walking distance of many Newport restaurants and shops.

Don’t miss the kids’ tour at the Breakers mansion , located along the famed Cliff Walk. There are also plenty of beaches in Newport and the surrounding area, as well as Fort Adams State Park. If you love tennis, be sure to stop in for a visit at the International Tennis Hall of Fame, located right in Newport.

For a nice day trip, consider taking the ferry over to Block Island, which is part of Rhode Island. It’s a great day trip, and a beautiful, unspoiled area of the state.

Find Rhode Island hotels on TripAdvisor .

Massachusetts

I’ve lived in Massachusetts for over 20 years now, and still find fun places to explore in the state. Of course, the capital city of Boston is a must-visit, especially in the warmer months. There’s so much to do right in the city, including the Boston Museum of Science, Fenway Park, and the New England Aquarium.

In the summer, don’t miss a trip to the Boston Harbor Islands , a quick ferry ride away from the Boston waterfront. Several different islands can be explored, so check out the list in advance. It’s a great option for a day trip.

Boston is a great destination to learn more about US history. Walking tours (or self-guided tours) are available on the Freedom Trail, and it is definitely worth doing. As you’d expect, these outdoor activities are best in the summer months. July and August are especially busy in the Boston area.

See more to do in Boston with kids here .

Cape Cod and the Islands , including the Cape Cod National Seashore, are another beautiful New England vacation spot. There are several hotels we recommend in Cape Cod Massachusetts – the Sea Crest Beach Hotel in Falmouth, Ocean Edge in Brewster, and the Harbor Hotel in Provincetown. Martha’s Vineyard and Nantucket are also absolutely beautiful in the summer.

While you could visit Cape Cod for the day, we recommend staying there for a longer trip. You’ll want to enjoy the beach, eat seafood outdoors, try some great ice cream, and just enjoy the relaxed vacation atmosphere.

On your way down to the Cape, you can also stop in Plymouth, MA to check out Plimoth Patuxet Museums, which is definitely a must-do for history buffs. This is an easy stop on your drive – you won’t have to stay in Plymouth overnight.

North of Boston is a different cape. Cape Ann is where you’ll find many family-friendly coastal towns , such as Rockport and Gloucester. Also on the North shore is Newburyport, MA, as well as Salem .

All four are great places to shop, eat, and explore the waterfront. You can also do whale-watching tours leaving Gloucester. There are some beautiful beaches in this area of the state. If you want to visit one of the Gloucester beaches in season, be sure to book your parking in advance.

Springfield, MA, located in the Western part of the state, is another spot that offers great attractions for families. Basketball lovers will want to visit the Naismith Memorial Basketball Hall of Fame. There’s also a new Dr. Seuss Museum, located in Springfield.

Find hotels in Massachusetts on TripAdvisor .

Connecticut

Last winter, we visited Mystic, Connecticut, which offers several great things to do with kids , including the Mystic Aquarium and Mystic Seaport. Stay overnight so you can spend much of the day at both attractions. During our trip, we stayed at the Hilton Mystic , which is right across the street from the aquarium.

This winter, we spent two nights in New Haven, which is about midway between Boston and NYC . We stayed at the Study at Yale , and enjoyed visiting the Yale Museum of Art and the Peabody Museum of Natural History . It’s a surprising city with loads of culture and delicious restaurants.

Find hotels in Connecticut on TripAdvisor .

What is your favorite destination for a New England vacation?

The post 23+ Ideas for New England Vacations With Kids appeared first on Family Travel Magazine .

We are so lucky to live in Massachusetts because there are so many fantastic places to visit in New England which are located just a short car ride away. We can drive in one direction to see some of the best sandy beaches in the United States, and we can drive in a different direction …

New England With Love

60 Awesome Things to Do in New England with Kids

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Are you planning a trip to New England with the fam? Then you are in luck because there are so many fun things to do with kids in New England, you just need to know where to look! 

Organized by state, this list will point you in the right direction for the top things to do in New England with kids. Whether you’re looking to visit in summer , spring , fall , or winter , we’ve got you covered to make your travel planning all the easier!

Table of Contents

Things to Do in New England with Kids – Maine

Family canoeing things to do in New England with kids

Head to Acadia National Park

With plenty of hiking options, beaches for exploring, cute campgrounds, and great cabin , vacation rental , and hotel options at and near Acadia, Acadia National Park makes a perfect thing to do in New England with kids. No matter where you stay, there’s plenty to do at Acadia and Bar Harbor to keep everyone in the family happy!

Play at Old Orchard Beach

Affectionately referred to as OOB and home to Palace Playland , the last beachfront amusement park in New England, you’ll find rides, attractions, and a 20,000 sq ft+ arcade with vintage and modern arcade games that will appeal to everyone in the family. The 7 miles of soft, sandy beach to play on isn’t bad either! 

Look for Puffins

Check out this Puffins cruise guide to pick the one that’s right for your family! Be sure to dress in layers because it’s going to be colder out on the water; that summer sun in Maine will still burn fragile skin easily, so be sure to slather up the kiddos with sunscreen before you go looking for these adorable sea creatures!

Head to Moosehead Lake 

Clocking in at 74,890 acres, Moosehead Lake is the largest lake in Maine, and there are plenty of ways to enjoy it! Go canoeing, kayaking, paddleboarding, swimming or fishing on the lake, and on land, hike , or take an ATV tour. There’s something for everyone at Moosehead Lake!

Say Hi to Paul Bunyan in Bangor

The birthplace of legendary folk hero Paul Bunyan , whose birth certificate is hung on display in City Hall, you’ll find the largest statue of him known in the world, standing 31 feet high and weighing a whopping 3,700 pounds! Bangor has plenty of fun for the whole family ; peek in at Stephen King’s estate while in his neck of the woods!

Go on a Moose Tour

You are most likely to see moose in Maine from May through July, but there are sightings all year long and caution is always urged while driving in moose-heavy territory as these beasts will win in a fight against your car every single time. Check out this guide for more tips on where and when to see moose in Maine !

Have Fall Fun

Maine is a fantastic fall foliage destination and a kid paradise for fall fun! Kids love going to pick their own apples at an apple orchard, visiting a pumpkin patch to find their perfect jack-o-lantern, and getting lost in a corn maze together for an hour or 3! When it comes to old-fashioned fall family fun, Maine has it in spades!

Go on a History Tour

Maine has a lot of neat historical attractions throughout the state, like the Shaker Village near Gloucester, the Wadsworth-Longfellow House in Portland, and the Harriet Beecher Stowe House in Brunswick. Plan to stay in Portland for a while for the fun things to do , great restaurants, and beaches and lighthouses to see ! 

Visit the Boot

This must-visit tourist attraction is located at L.L. Bean’s flagship store and is on every self-respecting Maine bucket list . Everyone will want plenty of photos of them standing beside this giant 16-foot tall boot! There’s plenty more to do and see in Freeport, too, especially if you visit during the Christmas season ! 

Visit Scarborough Beach State Park

All around the state, Maine has some pretty cool state parks that your kiddos will love! Check out Scarborough Beach State Park , a very family-friendly beach state park with convenient amenities like restrooms, changing rooms, and seasonal lifeguards. The water here is pretty warm by Maine standards, too, with temps that typically stay in the high 60s throughout July and August! 

Things to Do in New England with Kids – Massachusetts

Kids playing in corn maze during family vacation in Massachusetts

Explore the Boston Children’s Museum

The Boston Children’s Museum is just one of many awesome things to with kids in Boston ! Boston is home to so many great museums and walking tours ; older children especially love walking the Boston Freedom Trail , where they get to see Revolutionary history come alive. With so many fantastic restaurants and places to stay, Boston is an excellent New England vacation spot!

See Witchy History in Salem

Geared more towards older kids, Salem has a ton of spooky, Halloween-type stuff happening in October like ghost tours and visiting the most haunted places in town , but checking out the sites where Hocus Pocus was filmed is fun any time of year! Salem has great hotel and vacation rental options, too.

Enjoy Fall Festivities

Leaf peepers come from far and wide to visit the spots with the most fantastic fall foliage , but the real fall family fun is found at pumpkin patches with hayrides and petting zoos, corn mazes with scavenger hunts, and beautiful pick your own apple orchards where you can find New England fall staples like apple cider donuts… yum! 

Go for a Whale Watching Cruise

April to mid-autumn is when Minke, Humpback, Pilot, Right, and Finback whales can be found off of Massachusetts’ coast. Use this guide to the top-rated whale watching tours in Massachusetts to plan your trip! Bring plenty of sunscreen for the kiddos and prepare for the temperature out on the boat to be significantly cooler than it was on land, so bring a jacket!

Go Back in Time at The Hancock Shaker Village

The Hancock Shaker Village is a 750-acre immersive experience that shows what this Shaker Village was like in 19th century Massachusetts. There’s the Hancock Shaker Village Museum , nature trails, and The Discovery Barn, where kids can participate in hands-on Shaker activities, like weaving on a child-size loom, spinning wool, building furniture, and even milking a cow! 

Take to the Cape

Cape Cod isn’t just an ideal vacation destination for adults, it’s also full of fun things to do with kids! There are amazing beaches to visit, beautiful nature preserves and hiking trails , a fantastic restaurant scene, and great spots for a sweet treat, too! Take the family on a whale-watching tour and then settle into one of these lovely vacation rentals or hotels found on the Cape for a good nights sleep!

Tour Halibut Point State Park

Massachusetts has some great state parks just waiting for you and the kids to explore! There’s Halibut Point State Park , with fantastic hiking and spectacular coastal scenery. Plus, it’s in beautiful Rockport , a must-visit MA destination; be sure to sample fresh-caught seafood at Rockport restaurants before you leave!

Watch History Come Alive in Plymouth

Plymouth has must-see historical sites like the National Monument to the Forefathers , the still-functioning Plimoth Grist Mill , and of course, Plymouth Rock . You can also tour the Mayflower II , the actual scale replica of the ship that carried the Pilgrims across the sea in 1620! Don’t skip the living history museum Plimoth Plantation ; the Wampanoag Homesite is staffed by Native People from Wampanoag and other Native Nations that dress and model the Native experience of that period of time.

Play in the Berkshires

For outdoorsy New England kids’ activities, the Berkshires has fantastic hiking options , zip-lining , family float rafting trips , skiing, snowshoeing, snow tubing , and more, so there’s outdoor fun all year round! With cute little towns like Stockbridge , Lenox, Great Barrington, Pittsfield, North Adams , and more, there’s always plenty of family fun to be had.

Go Wild at the Zoo

With several aquariums, zoos, and wildlife centers around the state, there are plenty of choices! There’s Animal Adventures Family Zoo and Rescue Center in Bolton, Buttonwood Park Zoo in New Bedford, Franklin Park Zoo and The New England Aquarium in Boston, Stone Zoo in Stoneham, Southwick Zoo in Mendon, the Maria Mitchell Aquarium in Nantucket, and more!

Things to Do in New England with Kids – Connecticut

Family walking on the beach on family vacation in Connecticut

Go on a Lighthouse Tour

Coastal Connecticut has so many lovely lighthouses to see , make it a point to tour as many as you can! Kids will absolutely love visiting some of Connecticut’s best beaches along the way, then head out on a lighthouse boat tour to see the view from the water!

Visit Mark Twain House and Museum

Best suited for older kids, a visit to the Mark Twain House and Museum in Hartford is a must for all literary lovers in the family! Samuel Clemens wrote under the pen name Mark Twain while living on these grounds from 1874 to 1891. Guided tours are available!

Dinosaur State Park

Connecticut has many awesome state parks, but a must-visit for any family with kids of any age is the Dinosaur State Park in Rocky Hill! With a 200-million-year-old fossil trackway, arboretum , interactive exhibit center , picnic areas, and nature trails , Dinosaur State Park is sure to be a hit with the kiddos and the adults alike!

Ride on the Bushnell Park Carousel

This beautiful vintage 1914 carousel has been delighting kids and adults alike for well over a hundred years now! Hand-carved wooden horses spin riders round and round on the weekends for only $2 a ride, and right behind it is the playground, with features that mimic local landmarks!

Take a Walk on the Wild Side

Head out to one of Connecticut’s zoos, wildlife centers, or aquariums during your New England trip! Beardsley Zoo in Bridgeport is a traditional zoo, and Action Wildlife Foundation in Goshen is a petting zoo, museum, and exploration center. The Maritime Aquarium in Norwalk and the Mystic Aquarium in Mystic are both well worth a visit, but if you’re in the Greenwich area for Christmas, kids will absolutely adore the Reindeer Festival and the meet and greet with these creatures!

Enjoy Connecticut Fall Fun

Connecticut is beautiful during the fall and has all those quintessential fall family fun activities that make the season so fun! Take your pick from these Connecticut corn mazes, pumpkin patches , and pick your own apple orchards ; is there any better way to get the whole family out to see the beautiful fall colors?

Play at Lake Compounce

Lake Compounce at Bristol has been in operation since 1846, and it is still one of Connecticut’s favorite summer playgrounds! In addition to the dozens of rides, it is also New England’s largest water park, so be sure to bring the sunscreen before you let the kiddos loose at this fantastic amusement park!

Head to Stamford Museum and Nature Center

118 acres of fun await you and your kiddos at the Stamford Museum and Nature Center ! Visit Heckscher Farm’s animals, barns, and maple sugar house before turning your eyes to the sky at the Planetarium and Stamford Observatory . Don’t forget to swing by the gorgeous Bendel Mansion before you leave!

Visit Gillette Castle 

Both a state park and historic site, Gillette Castle is always a hit for kids and adults alike. Built in 1914 as a private estate, it sits tucked into 184-acres of gorgeous Connecticut woodlands, and a tour of this castle-like mansion is sure to thrill everyone in the family!

See B.F. Clyde’s Cider Mill

B.F. Clyde’s Cider Mill in Mystic is the last steam-powered cider mill still in use in the US today, and you can watch them pressing fresh apples for their ever-popular apple cider goodies. On the weekends they offer hard cider tastings and fresh kettle corn, but no one should leave the cider mill without some cider donuts to go!

Things to Do in New England with Kids – Rhode Island

Mom and kids splashing on beach vacation in Rhode Island

Explore the Night Sky

Head to the Frosty Drew Observatory and Science Center on a clear Friday night at sunset to get a great glimpse up at the heavens! Best suited for older kiddos, the observatory and science center suggests applying plenty of bug spray, as its somewhat remote, rural location means you and your family might be a sought-after snack for the mosquitoes! 

Have Fun at Adventureland Family Fun Park

Adventureland Family Fun Park in Narragansett has been offering Rhode Island families a great place to have fun since 1985! Kids will love riding the Go Karts and Bumper Boats, jumping on the Extreme Big Air Jumper, going ‘round on the Carousel, and more during your fun day out at Adventureland!

Experience the Cliff Walk

Newport’s famous Cliff Walk is not suited for strollers or toddlers, but older kids love it! The 3.5-mile walk offers fantastic views of both the sea and the cliff-side mansions, so there’s always something to see. Most of the walk is fairly straightforward, but some sections involve passing very close to significant drops and a bit of scrambling on rocky shoreline. 

Explore Providence’s Waterways

A fun way to explore Rhode Island’s capital city, Providence Kayak provides rentals of single and tandem kayaks for ages 3 and up! Kids 12 and up can ride in their own single kayak, too; especially popular during the heat of the summer, cool off the family in Providence’s waterways!

Head to Yawgoo Valley

Ski and snow tubing area in the winter and water park in the summer, Yawgoo Valley is fun any time of year! Whether your kids are flying down the hills in their snow tube during the winter or swimming, splashing, and sliding through the waterpark in the summer, Yawgoo Valley is always sure to please!

Explore Providence Children’s Museum

Providence Children’s Museum is an absolute must-visit if you’re in the Providence area with younger kids! On the smaller side, this children’s museum is a perfect pit stop on a rainy day for the kiddos; the water table room is always a hit!

Hang at the Beach

What better way to spend a day in the Ocean State than to hang at the beach? Rhode Island has fantastic beaches, and when it comes to things to do in coastal New England with kids, a beach day is always at the top of the list! 

Enjoy Autumn Activities

Rhode Island sees some fantastic fall foliage , and is home to some great family pumpkin patches , corn mazes, and pick your own apple orchards ! When it comes to things to do in New England with kids in fall, you have oh so many choices!

Visit Roger Williams Park and Zoo

Providence’s Roger Williams Park is 435 acres of trails, playgrounds, a historic carousel, and even a zoo https://www.rwpzoo.org/ ! There’s also the Botanical Center (with a gorgeous rose maze!) and the Museum of Natural History and Planetarium , so Roger Williams Park is a must-do if you’re in Providence. Kids absolutely adore riding on the jumbo swan paddleboats , too!

Go on a Seal Tour

Seals love the cold weather so if you’re looking for fun things to do with kids in winter and early spring, take a Seal Trip Cruise with Fish’n Tales Adventures in Wickford; the whole family will love seeing these adorable marine animals. Plus, kids under 3 are free! 

Things to Do in New England with Kids – Vermont

Kids petting sheep at farm on family vacation in Vermont

Stroll with the Heifers in Brattleboro

If you’re going to be in the Brattleboro area in late spring, you absolutely have to check out this adorable agro-tourism event ! Strolling with the garland-adorned heifers is essentially a much cuter, much safer event than Spains running with the bulls, and this family-friendly event is sure to be an activity your kids remember their whole lives!

Tour the Ben & Jerry’s Factory

The original Ben & Jerry’s Factory in Waterbury is a fun place to visit for kids and their adults! Tour the factory and see how the ice cream is made, and don’t forget to visit the Flavor Graveyard to see where the flavors of yesteryear have gone off to!

Hit the Slopes

Vermont is a fantastic spot for a fun family winter vacation! With several amazing Vermont ski resorts to choose from, you’re sure to find the perfect spot for you and yours to go and play in the snow! PS, Jay Peak has an indoor water park , ice skating rink, and an adventure center for the kids!

Visit the Trapp Family Lodge

Run by the Van Trapp family of Sound of Music fame, the Trapp Family Lodge brings “A little of Austria” to Vermont family fun things to do! There’s hiking, mountain biking, skiing, snowshoeing, sleigh riding, golf, arts and crafts, guided nature walks, maple sugaring tours, swimming, and more, including fun events like Campfire and S’mores Nights!

Explore ECHO Leahy Science Center

The whole family will enjoy ECHO aquarium and science center and exploring its 100+ interactive exhibits! Say hi to the fish, reptiles, and amphibians that call ECHO home and learn all about how this science center and aquarium is promoting sound stewardship of the natural world for generations to come! 

Take a Hike!

Vermont is a gorgeous state, with fantastic hiking options , breathtaking waterfalls , lovely lakes , and some very cozy cabins and vacation rentals . Everyone in the family will love getting out to explore the natural beauty of the Green Mountain State!

Go on a Sugar House Tour

Morse Farm Maple Sugarworks is just one of many across the state that offer tours of their sugar house operations, but in addition to the tours and tastings, Morse Farm also offers informational multimedia displays, a nature trail, a Vermont farm life museum, and a country store to visit, too! 

Visit Hildene, the Lincoln Family Home

Hildene is the home and gardens of the only Lincoln son to make it to adulthood and is now a gorgeous historic museum, with several sights to see and trails to walk; kids will especially enjoy visiting Sunbean, the restored 1903 wooden Pullman palace car, and the working farm and all of its animals! 

Vermont sees a lot of tourist action in fall, when leaf peepers come from all around the country to enjoy the fantastic fall foliage of Vermont , but there’s more than just the color show happening then, too! Take the kids apple picking , pumpkin patching , and corn mazing, and keep your eyes peeled for all the cute Vermont fall festivals that happen every year! 

Stay at Fat Sheep Farm

Fat Sheep Farm offers a unique vacation experience by letting you stay at their lovely working sheep farm! The kids will love helping collect chicken eggs, petting the sheep, playing on the natural playground, and the whole family will love the experience of slowing down together at a real, working Vermont farm!

Things to Do in New England with Kids – New Hampshire

Mom and child riding an alpine slide on family vacation in NH

Ride on the Conway Scenic Railroad

One of the best ways to get a healthy helping of New Hampshire’s spectacular scenery, the Conway Scenic Railroad is a historic railroad line that offers a variety of rides to choose from! For small children, the Conway Valley Train is recommended as the trip is less than an hour. Choo choo!!!

Play at Santa’s Village

Did you know you could find Santa’s Village in Jefferson, NH? You most certainly can, and this Christmas-themed amusement park has all kinds of cute Christmas-themed rides and games for the kiddos, plus just up the road is Mountain View Grand Resort and Spa . Take the kids to Santa’s Village, stay overnight at one of the best places to stay in NH… something for everyone!

Ride the Alpine Slide at Attitash

When Attitash isn’t covered in snow being one of the best ski resorts in NH, it offers the longest alpine slide in North America ! Ages 3 and up will have a blast zipping down the hill under the summer sun!

Explore Franconia Notch State Park

One of New Hampshire’s fantastic state parks , a visit to Franconia Notch State Park is sure to be a hit for the whole family! The Flume Gorge boardwalk loop is only 1.5 miles but has a major payoff with the stunning scenery found within the granite gorge. 

Step into Story Land

Story Land is home to over 30 fairy-tale-themed, kid-friendly rides and attractions, making it the perfect outing for any family looking for things to do in New England with kids. As an added bonus, you’ll also find Living Shores Aquarium on the grounds, with exhibits, tide pools, and touch tanks!

See Hands-On History in Portsmouth

Portsmouth’s Strawbery Banke Museum is an incredible opportunity to have an awesome, immersive learning experience. In addition to their many annual events (including their can’t-miss Candlelight Stroll at Christmas!), the Jones House at Strawbery Banke Museum houses a Discovery Center , where kids can participate in historic games and much more! 

Visit America’s Stonehenge

A unique kids activity in New England, America’s Stonehenge is a fantastic outdoor history museum. They also offer interactive archaeological activities and displays of Native American and early American tools and relics, too; don’t forget to say hi to the alpacas !

The best time to go on a moose tour in New Hampshire is between May and July, so if you are looking for fun New England kid activities during those months, consider going on a moose tour! There are several great moose tours in NH to choose from, just remember to drive carefully when you’re in moose country!

Explore the Polar Caves

The ultimate natural playground, the Polar Caves were formed during the last ice age, and kids (and adults!) of all ages love exploring these fantastic caves! Swing by the animal park to say hello to the deer and ducks on your way out, too!

Learn at the Seacoast Science Center

Located in Odiorne Point State Park, the Seacoast Science Center is the perfect New England kids activity for any kiddo who loves all things sea-related! Explore the tide pools, take a guided nature walk, or participate in any of the hands-on learning days that happen throughout the year. There’s always something fun happening at the Seacoast Science Center!

This region is full of fun things to do and see , finding kid’s activities in New England isn’t hard to do at all; whatever kind of New England family vacation you’re planning, you’ll find something on this list of things to do in New England with kids to appeal to you and yours!

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IMAGES

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  2. Summer in New England: 10 Awesome Trip Ideas

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  3. 15 Summer Day Trips In New Hampshire New England Road Trip, New England

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  6. The Best Day Trips in New England: 2023 Guide

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COMMENTS

  1. 35 Fun Day Trips In New England To Take In 2024

    26. Litchfield Hill, CT. Best as a day trip from:Mystic, The Berkshires, New Haven, Hartford. Fun fact: Amy Sherman Palladino based Stars Hollow on a few towns in the Litchfield Hills area of Connecticut, so this is one of the best New England day trips for Gilmore Girls fans.

  2. 32 Must-Do New England Summer Adventures

    32 Must-Do New England Summer Adventures. Family day-trip inspiration abounds in the pages of Yankee 's travel guide. From beach days to scenic strolls, here are 32 fantasic New England summer adventures to tackle this year. Both expert and novice surfers delight in the long, rolling waves of Narragansett Town Beach in Rhode Island.

  3. 47 Fabulous Day Trips in New England

    47 Fabulous Day Trips in New England. September 24, 2022 by Jamie Italiane. Whatever season you are visiting, New England has many spots perfect for day trips. We have green forested mountains, rocky coastlines, colonial history, and extraordinary seafood. If you plan a New England road trip, this New England day trip guide can help you plan ...

  4. 95 Things to Do in New England: Bucket List Adventures (2024)

    🚙Here are some other fun New England day trips you can take, from Boston or elsewhere! 33. Go fly fishing on the Housatonic River. ... Blueberries are the fruit of summer in New England! Maine is famous for this indigo fruit, and there's even a Blueberry Festival. Indulge in the simple joy of blueberry picking in Maine, the blueberry ...

  5. The Best Day Trips in New England: 2024 Guide

    Tour The Town Of Salem. One of the best day trips in New England, especially if you're staying in Boston, is to ride out to the historic town of Salem, site of the infamous 1692 Salem witch trials. Salem is a 30-minute train journey from Boston (costs around $10) and there's plenty to see and do in a day. Salem Witch Trials Memorial.

  6. The 37 Best New England Day Trips by Season (2024)

    Day 1: Litchfield Hills, Connecticut (if traveling by plane, fly into Hartford) Day 2: Newport, Rhode Island. Day 3: Boston, Massachusetts. Day 4: Portland, Maine. Day 5: North Conway, New Hampshire (fly out of Portland) But feel free to mix and match any of the day trips in this post for other itinerary options!

  7. 25 Best New England Day Trips

    25 Best New England Day Trips. Last Edited on March 29, 2024. Rosemarie/stock.adobe.com. Filled with quaint towns, spectacular scenery, ... Lifeguards are on duty during the summer, and if you want to spend the night, the campground is open between the beginning of May and mid-October.

  8. 15 Best New England Summer Vacation Spots and Getaways

    Bar Harbor, Maine is one of the best summer vacation spots in New England. Known for its picturesque coastal views, thriving food scene, and outdoor activities, Bar Harbor offers plenty of things to do during a summer getaway. Acadia National Park is a must-visit destination when in Bar Harbor. Known for its rugged coastline, rocky beaches, and ...

  9. 25 Best New England Day Trips (From Boston & Beyond!)

    North Conway, New Hampshire. One of the best day trips in New England for those seeking fun in the mountains, North Conway is the perfect gateway to the White Mountain National Forest. New Hampshire's White Mountains offer spectacular hiking trails and the Saco River for tubing and paddling. After your outdoor adventure, North Conway can help ...

  10. Summer in New England: 10 Awesome Trip Ideas

    Experience Arts and Culture in the Berkshires. Take a Coastal Road Trip. Splash around the Lake at Lake Winnipesaukee, NH. Go Whale Watching. Keep Cool in Coastal Connecticut. Have a Classic Rhode Island Summer on Block Island. Sail Away on a Windjammer Cruise in Maine. Visit a Water Park.

  11. 10 Best Summer Road Trips in New England

    Here's a short, summer delight of a New England road trip—take in the length of the New Hampshire coastline, from Seabrook Beach to Portsmouth in a breezy half-day. It's only 18 miles, but full of great places to stop, including funky Hampton Beach , Fort Constitution , and charming New Castle, home of the elegant Wentworth by the Sea Hotel .

  12. 8 Weekend Trips in New England for Summer Fun

    New England day trips have something for everyone, and it's all within a short drive. The eight Best Summer Drives we include here don't cover many miles (the longest is 96 miles and the shortest is 23), but that's on purpose. You don't have to cover a lot of ground to cover a lot of adventure. These drives are hand-picked for the ...

  13. 5 New England Summer Day Trip ideas • Meliss Meets World

    Take a summer stroll though Stonington, Connecticut. Located right outside Mystic, Connecticut, this borough is so idyllic and right on the water. Under a two hour drive from Boston, another idea for a New England summer day trip is Stonington. Thanks to my friend Gianna, who is a local and has shared her favorite spots in Stonington below!

  14. 17 Memorable New England Day Trips Perfect for Every Season

    Here are my top picks to help guide you on your next day trip. Let the fun begin. Best for families: Mystic, CT. Best for nature lovers: Berkshires, MA. Best seaside day trip: Newport, RI. Best for history lovers: Salem, MA or Plymouth, MA. Best for relaxation: Litchfield, CT.

  15. 16 Best Weekend Getaways in New England

    Salem, MA. #16 in Best Weekend Getaways in New England. About 20 miles northeast of Boston, this Massachusetts town is best known for the witch trials of the late 17th century, which you can learn ...

  16. 31+ Ideas For Family Day Trips in New England

    Visit a Theme or Water Park. Story Land (Glen, NH), Six Flags (Agawam, MA), Santa's Village (Jefferson, NH), and Canobie Lake Park (Salem, NH) are just four of the theme/amusement parks that you can visit with your kids this summer in New England. There are also several outdoor waterparks, like Water Country (Portsmouth, NH), Whale's Tail ...

  17. 20 Best Weekend Getaways in New England

    Kennebunkport, Maine. JOSEPH PREZIOSO/Getty Images. Like Mystic, Kennebunkport boomed as a shipbuilding hub during New England's maritime heyday. The coastal town's nautical vibe lives on ...

  18. Ultimate New England Summer Road Trip Itinerary

    Day 7 Of 7-day New England Summer Road Trip: Return To Boston. Drive back to Boston (about 280 miles, 5-6 hours). Optional: Stop at quaint coastal towns like Camden or Rockland. Return your rental car and depart from Boston, or extend your trip to explore more of New England. Weather - New England In The Summer

  19. Top 20 Best New England Day Trips from Connecticut

    This is New England's largest living history museum, featuring 40 antique buildings on 200 acres, showcasing life in a rural New England town of the 19th century. With so much history, this is one of the best New England day trips from Connecticut.

  20. 23+ Ideas for New England Vacations With Kids

    In the summer, don't miss a trip to the Boston Harbor Islands, a quick ferry ride away from the Boston waterfront. Several different islands can be explored, so check out the list in advance.

  21. 60 Awesome Things to Do in New England with Kids

    Play in the Berkshires. Go Wild at the Zoo. Things to Do in New England with Kids - Connecticut. Go on a Lighthouse Tour. Visit Mark Twain House and Museum. Dinosaur State Park. Ride on the Bushnell Park Carousel. Take a Walk on the Wild Side. Enjoy Connecticut Fall Fun.

  22. The Ultimate 10-Day New England Road Trip Itinerary

    Day 1 Summary. Arrive at Logan International. Eat Breakfast (any time) at The Friendly Toast. Take a Boston Duck Tour. Lunch or dinner at Galleria Umberto or Regina's in the North End. Follow the Freedom Trail to Bunker Hill Monument/Breed's Hill in Charlestown.