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25 Weekend Getaways Near Chicago

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When you need a day trip from Chicago or a weekend getaway from the big city, you don't have to go far. These escapes—including Amish Country, Indiana; Galena, Illinois; and Lake Geneva, Wisconsin—are within a one- to three-hour drive and offer a variety of activities that will recharge your life.

Indiana Dunes: 54 miles southeast of Chicago

This stretch of Lake Michigan coastline offers wide sandy beaches, towering dunes, great birding, easy bike trails and interesting history. Head to neighboring Chesterton for creative burgers at the Octave Grill and a pleasant night at Dunes Walk Inn, a restored 1881 mansion.

Lake Geneva, Wisconsin: 80 miles northwest of Chicago

This resort town of 7,600 has draws for summer and winter. Hotels, resorts and restaurants hug the lakeshore. Most visitors loll on the beach or cruise the lake during summer, but you can also experience the warmth of its winter in January and February during the annual Winterfest .

Michigan's southwest shore: 70 to 150 miles east of Chicago

Towns like New Buffalo, St. Joseph, Benton Harbor, Holland, Saugatuck and Grand Haven provide pristine beaches, great shopping, lakeside restaurants and front-row view of sunsets over Lake Michigan. The most accessible section of this shore extends from the Indiana line 175 miles north to Ludington. How far you drive is up to you – each town has its own personality. Take a spin on the carousel at St. Joe, tour a working windmill in Holland or just stretch out on a beach - preferably with a view of a lighthouse.

Galena, Illinois: 163 miles west of Chicago

Shops and restaurants in century-old buildings have long attracted visitors to this town of 3,500. But take time to hike, cruise the river or ski the slopes, sip local wines, taste beer and ... do some shopping.

Mount Morris, Illinois: 100 miles northwest of Chicago

With its rolling terrain, state parks and preserves traversed by the mighty Rick and Mississippi rivers, plus biking and hiking trails crisscrossing the area, the Blackhawk Waterways region of northwest Illinois promises outdoor recreation bliss. The region also helped shape the childhood of our 40th president, whose boyhood home opens its doors to visitors.

Cedarburg, Wisconsin: 113 miles north of Chicago

A great weekend destination for both shoppers and history buffs, Cedarburg has a Main Street that's on the National Register of Historic Places and dozens of limestone buildings housing more than 70 boutiques, chocolate shops and restaurants. Explore the town's history at the General Store Museum and Kuhefuss House Museum, and admire handiwork at the Wisconsin Museum of Quilts and Fiber Arts .

Bloomington-Normal, Illinois: 130 miles southwest of Chicago

For theater-lovers, summertime means outdoor Shakespeare. But in downstate Illinois, that takes on a fresh new form. Want improv Shakespeare? Sing-along Shakespeare? Or just a performance of his classics? Starting in June, and running through mid-August, the Illinois Shakespeare Festival in Bloomington-Normal reveals its ode to the Bard. Other draws to the area: Bloomington's restored 1800s buildings house farm-to-table restaurants, shops and live-music venues. Inside the three-story courthouse, a museum highlights the area's historical treasures.

Madison, Wisconsin: 147 miles northwest of Chicago

This town embraces the quirky and classy in its arts, museums, shops, dining venues and outdoor activities. Even its farmers market is a Bohemian rhapsody of local produce, entertainment, art and political activism on the state capitol square. Wander the paths and trails at Olbrich Botanical Gardens or the University of Wisconsin Arboretum ; admire the art at Chazen Museum of Art or the Madison Museum of Contemporary Art ; take a leisurely cruise around Lake Mendota or Menona; and be sure to work up an appetite-Madison's 600-plus restaurants offer something for every taste.

Rockford, Illinois: 90 miles west of Chicago

Illinois' third-largest city spent years watching travelers whiz by on Interstate-90 on their way east to Chicago. Now, thanks to a revitalized downtown, an emerging foodie scene, new cultural attractions and beautiful public gardens, word is getting out: You'd be crazy not to stop. The tranquil Anderson Japanese Gardens is just one of the draws to the area.

Fox River Valley, Illinois: 60 miles west of Chicago

An hour west of Chicago's Loop, the Fox River provides a soothing backdrop to towns brimming with indulgent eats, stores housed in historical homes and posh places to stay. Three towns along the winding river offer restful diversions with a nod to history: Catch a household name playing at St. Charles' historical Arcada Theater, or just 3 miles south, explore Geneva's shopping district, where boutiques fill preserved storefronts. And just minutes from Oswego's charming Main Street-with brick-paved sidewalks-is a family-run winery.

Milwaukee: 93 miles north of Chicago

Art, music and food festivals fill the calendar, and the compact downtown has just as diverse offerings. Watch the Milwaukee Art Museum's striking Quadracci Pavilion open and close its "wings"; catch the Milwaukee Brewers in Miller Park ; tour the Pabst Mansion ; or take a simulated motorcycle ride at the Harley-Davidson Museum .

Amish Country, Indiana: 110 miles east of Chicago

In tiny Nappanee, an Amish man parks his buggy by a gas pump, a living metaphor for the way new and old coexist in northern Indiana. Some people come here for classic Amish Country : 31 kinds of pie at Das Dutchman Essenhaus , hand-sewn gifts and homemade jellies at Little Helpers Quilt Shop , treasure-hunting at the Shipshewana Flea Market . But towns like Goshen, Middlebury and Elkhart also are modern communities.

Champaign-Urbana: 140 miles south of Chicago

Great outdoors, grown-up eats and classic clubs make these two cultured cities especially appealing in the summer when University of Illinois students head home. Grab a cheesy bite of nostalgia at Papa Del's Pizza or enjoy more upscale fare at Miga ; take time to admire the works at Krannert Art Museum and Spurlock Museum ; go for a stroll at the University of Illinois arboretum or Allerton Park and Retreat Center .

Starved Rock State Park, Illinois: 100 miles southwest of Chicago

Starved Rock State Park is a remarkable pocket of land along the Illinois River that includes 18 sandstone canyons, 14 waterfalls; abundant wildlife and birds; Belle of the Rock paddleboat excursions; and guided hikes, special events and interpretive programs. Spend the night in rooms or cabins (and enjoy a hearty meal) at Starved Rock Lodge , built in the 1930s by the Civilian Conservation Corps. If you're up for more exploration, also visit neighboring Matthiessen State Park , where 5 miles of trails carve into the mile-long canyon, passing rocks, waterfalls and beautiful, sometimes dizzying, vantage points.

Zion, Illinois: 50 miles north of Chicago

Zion is located in Lake County , which bridges the gap between Chicago's Cook County and the Wisconsin border with family attractions and nature trails. The area is home to Illinois Beach State Park , Volo Auto Museum and The Chocolate Sanctuary . For more fun, be sure to visit Six Flags Great America .

South Bend, Indiana: 95 miles east of Chicago

Though it's home to the Fighting Irish, it's not all football in South Bend. The St. Joseph River provides a great place for water sports and serves as a sparkling backdrop for a weekend of shopping and dining in the hometown of the University of Notre Dame.

Turkey Run Inn, Indiana: 150 miles south of Chicago

Sitting on a rocking chair on a veranda at Indiana's Turkey Run State Park inn feels surprisingly like taking refuge deep in the forest. The only sounds? Wind rustling through the trees. Owls hooting. Squirrels chattering. Brooks babbling. Maybe that's why quiet types flock here-bird-watchers, hikers and history buffs eager to explore Parke County and its covered bridges.

Grand Rapids, Michigan: 175 miles northeast of Chicago

Inspiration flows on both sides of the Grand River, particularly near downtown . Grand Rapids' ArtPrize extravaganza every other fall is part art walk, part city tour and and entirely vacation-worthy. But there's plenty to see at other times of the year, too, including the Frederik Meijer Gardens and Sculpture Park , Frank Lloyd Wright's Meyer May House and the Gerald R. Ford Presidential Library and Museum .

Elkhart Lake, Wisconsin: 150 miles north of Chicago

Sun, sand and...race cars? Most people come here for quiet weekends of swimming, sunning, boating and water-skiing in the crystal-clear lake , but the legendary Road America course is popular with amateur racers and their fans. Nearby Kettle Moraine State Forest also offers outdoor rec of another type with trails for biking, hiking and running. Round out the weekend with a stay in one of the area resorts such as the Osthoff.

Lake Mills, Wisconsin: 125 miles northwest of Chicago

Famous for The Ephraim Pottery Studio and Gallery , a getaway to Lake Mills also offers plenty of outdoor recreation on Rock Lake, the Zeloski Marsh and the Glacial Drumlin Bike Trail, as well as a cozy Arts and Crafts style B&B. Snack on crackers and sip wine at Lewis Station Winery, and don't miss the old-fashioned James J. Chocolate Shop.

Glencoe, Illinois: 15 miles north of Chicago

Glencoe is one of the few cities bordering Chicago along Lake Michigan. The communities of the North Shore seem farther from the bustle of downtown, thanks to abundant green spaces, including the Chicago Botanic Garden . Make sure to visit to Grosse Point Lighthouse during sunset in Evanston and take a walk along the Green Bay Trail between Winnetka and Highland Park.

Apple River Canyon State Park, Illinois: 146 miles west of Chicago

Every day, hundreds of drivers speed past the turnoff on US-20 for Apple River Canyon State Park , bound for getaways in Galena. Those travelers admire the view from the car, not realizing that if they wanted a peek at one of the area's few remaining secrets, they should turn north on Canyon Park Road west of Stockton and drive for just 7 miles. The 297-acre Apple River Canyon State Park offers quiet amid the woods along Apple River. Hike the bluffs. Look for fossils. Listen for wildlife. Fish the river—and let the others head to Galena.

Beloit, Wisconsin: 96 miles northwest of Chicago

This area is famous for its supper clubs that serve nostalgia and hearty portions. It all goes down easily with an old-fashioned drink.

Midewin National Tallgrass Prairie: 60 miles southwest of Chicago

Experience landscape that once rolled across the Midwest like an ocean at this restored prairie. Spot birds, hear frogs, hike and bike, see wildflowers and unwind among the 19,000 acres at Midewin National Tallgrass Prairie.

Woodstock, Illinois: 60 miles northwest of Chicago

It's just a train ride from Chicago, but Woodstock feels anything but suburban. The historic town square (famously featured in Groundhog Day ) is adorable, with great home decor shops and a cozy bookstore. Come for the summer activities or the annual Groundhog Day Festival in early February.

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24 Top Weekend Getaways From Chicago

From beaches to ballparks and trails to rails, explore top breaks from the Windy City.

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Hike along Michigan's Sleeping Bear Dunes National Seashore on your next weekend getaway from Chicago.

Known as the birthplace of the skyscraper, Chicago is home to award-winning restaurants , top sports teams and prized cultural treasures. But when you need a break from the excitement of the nation's third largest city, there are countless getaways within easy driving distance. You can explore rural Illinois or enjoy neighboring Indiana, Wisconsin, Iowa or Michigan all within a weekend. Whether you're planning a romantic getaway to a small-town bed-and-breakfast or a family-friendly trip to a water park resort, these nearby Midwest destinations will relieve the stress of big city life.

(Note: Some of the following activities, attractions and locations may be affected by the COVID-19 pandemic. New policies may be in place, including capacity restrictions, reservation requirements or mask mandates. Check with the Centers for Disease Control and Prevention, the U.S. Department of State and local tourism boards before traveling.)

Best Weekend Getaways from Chicago:

About two hours or less:, fox river valley, illinois, harbor country, michigan, st. joseph, michigan, milwaukee, wisconsin, south haven, michigan, starved rock state park, illinois, gurnee, illinois, wilmot mountain, wisconsin, lake geneva, wisconsin, grand geneva resort & spa, wisconsin, about three hours or less:, turkey run state park, indiana, the american club resort hotel, kohler, wisconsin, whistling straits golf course, sheboygan, wisconsin, saugatuck, michigan, wisconsin dells, wisconsin, about four hours or less:, parke county, indiana, galena, illinois, dubuque, iowa, and the field of dreams, ann arbor, michigan, madison, wisconsin, about five hours or less:, traverse city, michigan, louisville, kentucky, st. louis, missouri, a quick flight:, minneapolis – st. paul, minnesota.

Located along the picturesque Fox River on the western outskirts of Chicago lie the small towns that make up Illinois' Fox River Valley. Stretching from the village of Antioch in the north to Ottawa – the gateway to Starved Rock State Park – in the south, this area is an ideal daytrip from the Windy City. Go biking, hiking and cross-country skiing along the 32-mile Fox River Trail or rent a kayak for paddling on the Fox River. In addition to outdoor pursuits, unique cultural attractions abound, including Broadway productions and musical events in Aurora's historic and beautifully restored Paramount Theatre. Visitors rave about its exquisite decor and top-notch performances, applauding the Paramount for offering Broadway-caliber performances at Main Street prices. If you choose to overnight in the Fox River Valley, the Herrington Inn & Spa , which overlooks the Fox River in the small town of Geneva, would make for a romantic getaway.

New York has the Hamptons; Boston has Cape Cod . The summer playground for Chicagoans consists of eight glistening lakeshore towns dotting the coastline of southwest Michigan, collectively known as Harbor Country. Here you'll find beaches, orchards and plenty of outdoor activities. At the southern end of Harbor Country, just over the Michigan-Indiana state line and about 70 miles from Chicago's downtown loop, New Buffalo lures Chicagoans with its casual beach vibe and proximity. Families line up for burgers at The Stray Dog, but only adults can head up to the rooftop bar and patio. Patrons praise The Neighborhood Hotel Grand Beach for its modern design combined with cozy common areas, fire pits, ping pong tables and board games; they also appreciate the short walk to the beach and the heated pool.

[Read: The Top Things to Do in Michigan .]

Families will want to make the scenic 25-mile drive from New Buffalo north through the Harbor Country towns of Union Pier and Lakeside, past grand lakefront estates and bucolic farms, to St. Joseph, commonly called St. Joe's. The family-friendly Silver Beach Pizza is housed in St. Joe's former train depot, with diners saying it's well worth what can be a half hour wait for the amazing pizza. Across the street is the restored 1910 Silver Beach Carousel, a great option for passing the time while waiting for your table if you've got kids along. St. Joe's offers visitors the chance to step back in time with a beach, pedestrian-friendly downtown, boutiques and old-fashioned chocolate shops. One of St. Joe's more unique shops is Third Coast Surf, where you can rent a surfboard and sign up for surfing or sandboarding lessons. Not expecting a surf shop in the Midwest? Visitors are often surprised when they first see Lake Michigan, known to Midwesterners as the Third Coast: It resembles an ocean more than a lake.

Located about 80 miles north of Chicago on Lake Michigan is the Brew City of Milwaukee , which boasts more than 200 breweries, museums, festivals and the Harley-Davidson Museum . As this city is home of the Milwaukee Brewers baseball team, no trip is complete without getting a taste for Milwaukee's beer heritage. Visitors give Lakefront Brewery tours high marks for entertaining guides, extensive selection, riverfront views and its popular Beer Hall restaurant with live music on Fridays. Families will enjoy the lakefront museum campus, which includes the Discovery World science museum and Betty Brinn Children's Museum, while culture lovers can visit the architecturally stunning Milwaukee Art Museum when the building's "wings" open and close several times a day. Motorcycle enthusiasts will be in hog heaven at the modern steel-and-glass Harley Davidson Museum, which celebrates the machine invented in Milwaukee that's come to symbolize the freedom of America and the open road.

Winters are harsh, so summer is one endless celebration, with a multitude of neighborhood festivals, outdoor concerts and ethnic celebrations – check out German Fest at the end of July, honoring the city's largest immigrant group. Summer excitement reaches a crescendo at the end of June with Summerfest, the world's largest music festival. After a day of sightseeing or revelry, a top lodging choice is Milwaukee's stately grand dame, the historic Pfister Hotel , offering Gilded Age elegance alongside 21st-century amenities like a pool with panoramic city views and a popular top-floor cocktail bar.

[See more of Milwaukee:  Things to Do  | Hotels  |  Photos ]

South Haven is a fun-loving beach town with a population that swells in the summer – especially in August for the National Blueberry Festival, since this Michigan destination claims to be the blueberry capital of the U.S. About 110 miles from Chicago, you'll hear a lot of Jimmy Buffett playing in the bars and restaurants of this laid-back boating town where the harbors take center stage. Kick off your visit by learning about the area's rich Great Lakes boating history at the Michigan Maritime Museum.

Along with its seven public beaches – some of the best beaches in Michigan – and iconic red lighthouse, South Haven also has a pedestrian-friendly downtown filled with unique shops and restaurants. Climb aboard the stationary Idler Riverboat, where casual dining combines with world-class waterfront views. Clementine's is another local favorite, as is Captain Lou's, which serves fresh perch and live music on the weekends. For a romantic getaway, consider Inn at the Park, a bed-and-breakfast one block from Lake Michigan: Guests praise the beautiful decor and sumptuous breakfasts, using locally grown blueberries. Travelers also love Yelton Manor Boutique Hotel for its manicured gardens, spectacular sunset views of Lake Michigan and proximity to town.

Looking for an active adventure? Only about 100 miles southwest of Chicago, this wilderness known for its deep sandstone canyons and waterfalls is perfect for daytrips – though with 18 canyons to hike, there's plenty to keep you busy for a whole weekend. Walking along bluffs that lead to scenic lookouts over the Illinois River makes visitors feel immediately transported out of the flat Midwest heartland. Starved Rock State Park can be a weekend escape any time of year, but spectacular fall foliage makes it a favorite getaway for autumn in particular.

Starved Rock State Park has its own historic lodge with top-notch cabins , but kids may prefer going across the street to the family-friendly Grizzly Jack's Grand Bear Resort, with its massive water park, mini-golf, indoor arcade and Northwoods decor. Camp Aramoni is a great choice for a romantic getaway, with luxury glamping in safari tents outfitted with hardwood floors, air conditioning and heating, and full bathrooms with showers. Nightly stays include chef-prepared farm-to-table dinner and breakfast using produce grown in on-site gardens that guests are welcome to visit. End your day at Camp Aramoni's repurposed Airstream trailer that's been turned into a bar.

Looking for high-adrenaline family fun? About 35 miles north of Chicago, just south of the Wisconsin border, lies the village of Gurnee, home to the Six Flags Great America amusement park . Thrill-seekers will love the 17 heart-stopping roller coasters, but dozens of other rides mean you'll also find plenty for younger kids. Reluctant riders who want to steer away from high-speed coasters and intense drop rides can also enjoy the park's shows and other entertainment. On a hot day, plunge down steep waterslides or splash around the wave pool at Six Flags' 20-acre Hurricane Harbor water park. When it gets cold, a favorite local pastime is a stroll around Gurnee Mills, an outlet mall housing more than 170 stores.

Continue your Gurnee adventure with a stay at the Northwoods-themed Great Wolf Lodge, the most family-friendly hotel option in this destination. Guests say this water park resort makes even adults feel like kids again and rave about the endless family-friendly amenities, which include bowling, mini-golf, a ropes course and arcade – and, of course, the massive water park.

Since 1938 Wilmot Mountain has drawn visitors seeking wintertime leisure in the Midwest. About 25 miles northwest of Gurnee, just over Wisconsin's state line, Wilmot Mountain Ski Resort makes for a great cold-weather attraction when Six Flags is closed. The big-name Vail Resorts purchased Wisconsin's little ski hill in 2016 and rolled out plenty of upgrades, from improving terrain parks and snowmaking to adding chairlifts and elevating the dining experience. Enjoy winter sports over a variety of terrain at this alpine destination, whether you're looking to ski, snowboard or snow tube. There's no on-site lodging, but Gurnee's Great Wolf Lodge is still a relatively short drive away.

[Read: The Top Things to Do in Wisconsin .]

This Wisconsin resort city makes for an idyllic weekend or daytrip. About 70 miles northwest of Chicago, Lake Geneva is described as the " Newport of the Midwest" because of its opulent lakefront mansions. You can come surprisingly close to these impressive residences by ambling along the Geneva Lakeshore Path, a rustic 25-mile walkway that encircles the lake, cutting right through the backyards of magnificent mansions and second homes. Amazingly, there aren't any "No Trespassing" signs to scare away walkers; just beware the path is not intended for strollers, roller blades or bikes, since you'll have to maneuver past steps and other obstructions. When you've finished your stroll, a lakefront cruise is another fun way to enjoy this city. Visitors give Lake Geneva Cruise Line excellent reviews for being informative and entertaining. A variety of daily cruises are offered, but one of the most unique is the mail delivery cruise. As Lake Geneva is one of the few remaining places in the U.S. where mail is still delivered by boat, about 75 lakefront homes receive their U.S. mail service via boat – and passengers are invited to come along for the ride.

Consider a stay at the Abbey Resort, the only full-service resort directly on the shores of Lake Geneva, during a summer visit. This lodging option offers complimentary adult and kids bikes, ideal for use on the Lake Geneva Bike Path, which connects many of the resort town's amenities. The trail has five unique, color-coded segments, making it easy to find your way around. Things quiet down a bit in the fall, when the vibrant autumn colors set a serene scene.

[Read: The Best Midwest Vacations for Families .]

Tourists descend on Lake Geneva's charming downtown shops and restaurants in the summer, but the town has plenty to do year-round. One of the best winter attractions in this city is the Grand Geneva Resort & Spa , whose modest ski hill has three chair lifts, 20 runs and a terrain park. Grand Geneva Resort also has access to 5 miles of wooded trails for cross-country skiing and offers a limited number of ski rentals. Kids will love overnighting at Grand Geneva's family-friendly Timber Ridge Lodge and Waterpark for indoor aquatic fun while adults relax at the spa. Time your winter visit to coincide with Lake Geneva's Winterfest so you can observe one of the country's biggest snow sculpting competitions.

Turkey Run State Park is the crown jewel of Parke County and one of the Hoosier State's oldest and most popular state parks. Eleven trails ranging from a half-mile to 2 miles wind through rugged ravines surrounded by the park's signature sandstone cliffs – providing Midwest hiking at its best. Turkey Run Inn, a popular lodging option situated within the park, is appreciated by guests for its friendly staff and cozy atmosphere. There's an indoor pool and plenty of public sitting areas with fireplaces, whether you want to play a board game or read a book. Choose from rooms within the historic lodge or the adjacent cabins. Even if you don't stay at Turkey Run Inn, you can still enjoy its restaurant, The Narrows, which diners recommend for the catfish dinners as well as the fried biscuits and hot apple butter.

Most have never heard of this tiny town 140 miles north of Chicago, but Kohler is home to Wisconsin's only hotel to receive AAA's highest five diamond rating. The American Club Resort Hotel – part of the Destination Kohler Resort – is still owned by the family who built it: The Kohlers are best known for high-end plumbing and bathroom fixtures. The American Club's luxurious Kohler Waters Spa specializes in hydrotherapy, giving guests a chance to experience all the legendary bath and shower products Kohler is known for. Should you want to recreate that luxury spa experience in your own bathroom at home, a few steps away from the spa is the sleek, multistory Kohler Design Center, filled with model bathrooms and design ideas sure to give most of us bathroom envy. Amid your self-care ventures in Kohler, enjoy plenty of outdoor activities. Fall brings a boisterous bounty of color to this rural area, while winter experiences at The American Club include ice skating, curling, snowshoeing and cross-country skiing across miles of trails that wind through woodlands and meadows.

Ten miles from American Club Resort Hotel sits the Kohler-owned Whistling Straits Golf Course, which some golfers describe as reminiscent of the legendary Pebble Beach . Whistling Straits ranks among the top public courses in the country and has hosted 2021's Ryder Cup and three PGA championships. The two Pete Dye-designed courses at Whistling Straits offer stunning views of Lake Michigan or rolling green hills. Golfers will feel transported to Ireland's tranquil grassland or its rugged coastline as this course winds its way along the bluffs and dunes overlooking Lake Michigan.

It's easy to see why Saugatuck is one of the best places to visit in Michigan . Nicknamed the Art Coast of Michigan, this hip resort town about 130 miles from Chicago is stocked with galleries, boutiques, excellent dining and beaches. Perhaps surprisingly for a town of less than a thousand people, Saugatuck is also known for its lively nightlife and for being an LGBTQ-friendly destination. Take a seat at the counter of the century-old Saugatuck Drug Store and you'll get a taste of the town's more traditional side, served up via a classic malt or ice cream soda. Visitors are in for another nostalgia trip when you board the chain ferry: Operating since 1838, it claims to be the only remaining chain-driven ferry in the U.S., transporting passengers across the Kalamazoo River between downtown and Oval Beach. After disembarking on Oval Beach, active beachgoers love climbing the 302 steps to the top of Mount Baldhead – known as Mt. Baldy – and getting a bird's eye view of the area. Overlooking Lake Michigan, Saugatuck's Lake Shore Resort is applauded by patrons for its breathtaking views and many complimentary amenities, including bikes, kayaks, yoga and a heated pool.

About 190 miles northwest of Chicago is the ultimate Midwest family getaway: the "Waterpark Capital of the World." If traveling with kids to Wisconsin Dells, stay at one of the immensely popular water park resorts , such as the flagship property of Great Wolf Lodge. Guests appreciate the original Great Wolf Lodge for its signature Northwoods decor, endless amenities and the feeling of being in a tropical paradise year-round.

Beyond its myriad indoor and outdoor water parks, Wisconsin Dells boasts a wide variety of kid-friendly entertainment options, from zip lines to animal parks. Catch a performance at the Palace Theater, which offers everything from concerts to comedy shows to children's plays and Broadway-style productions; some theatergoers swear there isn't a bad seat in the house. More fun for the whole family can be found at the Rick Wilcox Magic Theater shows, which wow audiences with both humor and illusions that keep you guessing. Want to escape the indoor attractions for a natural one? Head over to Mirror Lake State Park for a scenic hike along a tranquil, no-wake lake set among sandstone bluffs. Pontoon boats, kayaks and stand-up paddleboards are available to rent here.

[Read: The Top Things to Do in Wisconsin Dells .]

Billing itself as the covered bridge capital of the world, Parke County, Indiana – about 160 miles south of Chicago – maintains 31 of these Instagram-worthy symbols of a bygone era. Visitors descend on the area every October for the Parke County Covered Bridges Festival, Indiana's largest annual festival. The popular biker bar Thirty Six Saloon is a family-friendly roadhouse in Rockville, the town where the popular fall festival is headquartered. Kids may be mesmerized by Thirty Six Saloon's vast collection of taxidermy, with animals from the region mounted throughout the restaurant. Diners compliment everything from the burgers and ribs to the fish sandwiches and unique decor. Another popular culinary option is the tenderloin sandwich at the Mecca Tavern in Mecca. Parke County's oldest tavern overlooks Mecca's historic schoolhouse and covered bridge. Locals and visitors alike say stopping by Wheelhouse Donuts is another must: This adorable bakery lets you design your own doughnut.

About 150 miles west of Chicago, in the northwest corner of Illinois, the charming Mississippi River town of Galena regularly makes national lists of best small towns . Its elegant dining, historic sites, quaint shops and bounty of bed-and-breakfasts make Galena an excellent choice for a romantic getaway. Because the glaciers that flattened most of the Midwest didn't reach here, the pastoral farmland is hillier, perfect for a Sunday drive. The 19th-century buildings in this old mining town have been painstakingly preserved, with 85% on the National Register of Historic Places – including the Ulysses S. Grant Home State Historic Site, a residence gifted to the nation's soon-to-be 18th president in 1865 by Galena citizens.

One memorable overnight option would be a stay at the former county jailhouse – now the luxurious Jail Hill Inn. For a more romantic atmosphere, the Goldmoor Inn is beloved by guests for its stunning views of the Mississippi River, in-room fireplaces and two-person hot tubs. Galena is gorgeous any time of year, with plenty of travelers drawn here during harvest time for apple and pumpkin picking amid the abundance of fall colors. Winter brings its own charm with shops along Main Street resembling something out of a Norman Rockwell painting. The small town also houses a popular old-school ski resort: Guests say Chestnut Mountain Resort's decor and amenities are a bit dated, but its 19 ski runs provide scenic views of the river below.

Head 170 hundred miles west of Chicago, cross the Mississippi River, and you'll be in Dubuque, Iowa. Get a feel for how important the river is here by visiting the National Mississippi River Museum and Aquarium, or take a ride on a riverboat for another scenic way to experience the Mississippi. Visitors give the Celebration Belle river cruise high marks for being fun, informative and affordable. Another must-see attraction is Fenelon Place Elevator, a steep funicular railway providing fabulous views of the surrounding area. History lives on at the elegant Hotel Julien Dubuque, which guests compliment for its charm and friendly service. Baseball fans will want to make the additional 25-mile drive west to the town of Dyersville to explore the Field of Dreams, one of the best tourist attractions in the U.S. Play on the baseball diamond and tour the home where the movie "Field of Dreams" was filmed.

About 230 miles northeast of Chicago, Ann Arbor is a quintessential college town, filled with independent bookstores and great live music. University of Michigan alumni are a proud bunch – and not just on game days, when they march clad in blue and yellow to what's known as The Big House, the largest sports stadium in the country. Ann Arbor also scores an A when it comes to food and culture. The world-class University of Michigan Museum of Art displays works by Picasso, Monet and Warhol. A few blocks away on Liberty Street is the edgier public art canvas known as Graffiti Alley, just steps from the historic Michigan Theater and State Theatre, which delight visitors with film screenings, festivals and live music throughout the year (as long as you follow the theaters' COVID-19 regulations ). A pastrami sandwich at Zingerman's Deli is a 40-year tradition, but if you're hungry for a more budget-friendly option head to Frita Batidos and take a seat at one of the communal tables for Cuban-inspired street food. Hit the books at Literati, a beloved independent bookstore. A fun hotel choice is Graduate Ann Arbor with its University of Michigan-themed decor.

[See more of Ann Arbor: Things to Do | Hotels | When to Visit | Photos ]

About 140 miles northwest of Chicago, Madison is more than just a cool college town: It's also the capital of Wisconsin. No trip here is complete without visiting the beautiful, white-domed Wisconsin state Capitol building; free tours are given throughout the day. Madison's isthmus location on a narrow strip of land between two lakes means waterfront biking and hiking trails abound. Foodies will also get their fill at Fromagination, a cheese lover's paradise popular with Wisconsin cheeseheads as well as out-of-town visitors. Located across from the Capitol, this delightful cheese shop features dozens of one-of-a-kind artisanal Wisconsin varieties. If visiting Madison between April and November, head to Capitol Square on Saturday morning for the Dane County Farmers' Market, the country's largest producer-only farmers market. The 72-room, collegiate-themed Graduate Madison hotel is an easy walk to campus, dining, shopping and nightlife. Decorated in the University of Wisconsin colors of red and white, the hotel gets high marks from guests for its nostalgic decor and artwork, including collages of political buttons, a nod to the town's legacy of social activism.

[See more of Madison: Things to Do | Hotels | When to Visit | Photos ]

Those who have more time could leave the bright lights of Chicago for the serenity of Michigan's Traverse City to visit Sleeping Bear Dunes National Lakeshore and its 64 miles of pristine coastline and mountains of sand dunes. Traverse City is about 300 miles from Chicago, but you'll be rewarded with breathtaking beaches, peaceful hikes, top-notch cuisine and the added perk of what's considered the " Napa Valley of the Midwest": the 24 wineries of the Leelanau Peninsula Wine Trail. When the temperatures drop and the snow arrives, a great winter weekend getaway involves cross-country skiing in Pere Marquette State Forest or the Leelanau Trail, which runs from Traverse City to Suttons Bay. Traverse City and northern Michigan are also filled with summer lake resorts: Top options include Lake Leelanau's Fountain Point Resort, the upscale Homestead Resort and the all-inclusive White Birch Lodge in nearby Elk Rapids. With White Birch known for its water sports program, teens and tweens will love water-skiing, tubing and ending the day swapping adventures with new friends around a beach bonfire.

[See more of Traverse City: Things to Do | Hotels | Tours | When to Visit | Photos ]

Best known as the location of the Kentucky Derby, Louisville sits 300 miles south of Chicago and has a whole lot more going on than just horse racing. About 95 percent of the world's bourbon is made in Kentucky ; for a taste of the state's signature liquor, head to downtown Louisville's historic Whiskey Row. Here you'll find distilleries, unique restaurants and live music. Topping any sports lover's itinerary should be a visit to the Louisville Slugger Museum and the Muhammad Ali Center , which visitors applaud for honoring the boxer's life, faith and humanitarian service. Art lovers would enjoy staying at the 21C Museum Hotel Louisville , which houses its own contemporary art museum.

[See more of Louisville: Things to Do | Hotels | Photos ]

About 300 miles southwest of Chicago, just over the Illinois border along the Mississippi River, sits this Missouri city. St. Louis is well worth a weekend trip for its plethora of restaurants, breweries and cultural treasures. Nicknamed the Gateway City for its iconic Gateway Arch , St. Louis gives travelers the chance to take a tram ride to the top of this engineering marvel. After getting a bird's-eye view of the surrounding area, head over to the nearly 1,300-acre Forest Park , site of the 1904 World's Fair, now home to the Saint Louis Zoo and several museums. Music lovers can't miss the National Blues Museum, which sings the praises of that melancholy American music form. If you find yourself in need of more music lessons, make your way to the Scott Joplin House State Historic Site, where the king of Ragtime lived. After a busy day sightseeing, Drury Plaza Hotel St. Louis at the Arch makes a good place to rest. Guests rave about the unbeatable value of the hotel's free breakfast and happy hour with complimentary hot food and drinks.

[See more of St. Louis: Things to Do | Hotels | When to Visit | Photos ]

The Twin Cities of Minneapolis − St. Paul straddle the Mississippi River, about 450 miles northwest of Chicago, with Minneapolis as Minnesota's most populous city and St. Paul as the state capital. Minneapolis is known as a city of lakes, but visitors also like to walk along the riverfront, taking in the magnificent Mississippi. Groundbreaking pop musician Prince was born in Minneapolis; now his legacy lives on at Paisley Park, a sprawling complex in the nearby town of Chanhassen that was once the artist's studio and home. Millions more travel here to visit the largest mall in the Western hemisphere, Mall of America , located in the nearby suburb of Bloomington. As much an entertainment complex as a retail center, this mall houses the indoor amusement park Nickelodeon Universe, a highlight for kids. Guests give Minneapolis' Hewing Hotel stellar reviews for its character, charm and stunning views from the rooftop lounge.

[See more of Minneapolis − St. Paul: Things to Do | Hotels | When to Visit | Photos ]

You might also be interested in:

• The Best Weekend Getaways
• The Top Romantic Getaways in Illinois
• The Top Romantic Getaways in Wisconsin
• The Top Romantic Getaways in Michigan
• The Top Romantic Getaways in Ohio
• The Top Fall Weekend Getaways
• The Top Travel Neck Pillows
• The Top Travel Backpacks
• The Top Duffel Bags

Tags: Travel , Midwest Vacations , US Vacations

World's Best Places To Visit

• # 1 South Island, New Zealand
• # 4 Bora Bora

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10 Best Weekend Getaways From Chicago

Waterfalls, wildlife, and lots of small-town charm await.

Elizabeth Rhodes is a special projects editor at Travel + Leisure , covering everything from luxury hotels to theme parks to must-pack travel products. Originally from South Carolina, Elizabeth moved to New York City from London, where she started her career as a travel blogger and writer.

With fascinating architecture, great museums, and plenty of delicious local eateries (deep dish pizza, anyone?), Chicago has a lot to offer tourists and residents alike. That said, we could all use an escape from the hustle and bustle of the Windy City every so often, so we've rounded up the best weekend getaways from Chicago. Whether you're looking for beautiful landscapes or small-town charm, these quick trips are sure to please every type of traveler.

Here are our top 10 weekend getaways from Chicago.

Starved Rock State Park, Illinois

Wander through towering trees to find waterfalls and wildlife at Starved Rock State Park . This park, located on the Illinois River, is situated about an hour and a half from Chicago, making it the perfect choice when you want to trade skyscrapers for the great outdoors for the weekend. In the spring, the waterfalls are especially active, thanks to heavy rains, and in the fall, the leaves turn beautiful shades of orange, red, and yellow. Stay within the state park at the Starved Rock Lodge , or opt to spend the night in nearby Ottawa, a charming little town with restaurants, shops, and more.

Indianapolis, Indiana

Just a three-hour drive from Chicago, Indianapolis, affectionately referred to as "Indy" by locals, offers plenty to do. Kids will love the Children's Museum of Indianapolis and the Indianapolis Zoo , while sports fans will want to check out the iconic Indianapolis Motor Speedway . The Broad Ripple neighborhood has nightlife, dining, shopping, and more, and the Massachusetts Avenue Arts District offers theaters, galleries, and independent boutiques. History lovers should book a stay in one of the 1920s Pullman train car rooms at the Crowne Plaza Indianapolis Downtown-Union Station .

Saugatuck, Michigan

Summer is the perfect time to visit this lakeside town, located just under two and a half hours from Chicago. Lounge on the sandy shores of Oval Beach or Saugatuck Dunes State Park , rent a boat and explore the lake, browse the art galleries, or check out the local breweries. After a day enjoying Lake Michigan's most pristine beaches, rest your head at one of the adorable inns or bed-and-breakfasts in town.

Lake Geneva, Wisconsin

For another nearby waterfront escape, head to beautiful Lake Geneva , located just an hour and a half from Chicago. During the summer, you can get out on the lake, sunbathe on its beaches, or go zip lining, along with other outdoor activities. During the winter, check out the Ice Castles , an awe-inspiring display of icicles.

Milwaukee, Wisconsin

An hour and a half north of Chicago on Lake Michigan, you'll find Milwaukee, a city teeming with great museums and better beer. Milwaukee has played a major role in U.S. beer production, with Pabst Brewing Company and Miller Brewing Company calling this city home. Today, you can toast to the city's beer heritage by trying these classics or visiting one of the many local craft breweries. The Milwaukee Public Museum is a must-visit — it's home to fossils, a European village, a full-size display recreating the streets of Milwaukee in the late 19th and early 20th centuries, a butterfly garden, and more. Other sites worth visiting include the Milwaukee Art Museum , the Harley-Davidson Museum , and the Mitchell Park Horticultural Conservatory, also known as The Domes .

Indiana Dunes National Park, Indiana

Just under an hour from Chicago, Indiana Dunes National Park makes the perfect quick weekend getaway from Chicago. You can even squeeze it in for a day trip if you're short on time (it's accessible from the South Shore Line, so you don't even have to drive). This national park covers 15 miles of Lake Michigan's shoreline, making it ideal for a relaxing weekend away from the city. Go for a hike along the dunes, fly a kite on the beach, enjoy horseback riding, or check out the historic 1933 World's Fair Century of Progress Homes .

Madison, Wisconsin

Wisconsin's capital city is just over two and a half hours from Chicago, and it offers something for every type of traveler. Food-loving folks will want to visit the National Mustard Museum and try fresh ice cream at the Sassy Cow Creamery, located 20 miles from Madison. Meanwhile, outdoorsy types will love kayaking or taking a cruise around the lake during the summer and snowshoeing in the winter. Families will want to check out the Madison Children's Museum and the Children's Theater of Madison for kid-friendly entertainment.

Holland, Michigan

Holland, Michigan is a unique weekend getaway destination, located under three hours from Chicago. Taking its name from the region of the Netherlands, the city's Dutch heritage is evident in its famous attractions like the Windmill Island Gardens , De Klomp Wooden Shoe and Delft Factory , and Nelis' Dutch Village . The yearly Tulip Time Festival is another great reason to visit Holland — millions of tulips are planted across Holland, so visit in spring to see the beautiful flowers in bloom.

Wisconsin Dells, Wisconsin

For a family-friendly getaway, opt for a weekend trip to Wisconsin Dells , located about a three-hour drive from Chicago. This area, known as the "water park capital of the world," is packed with attractions kids will love, like Noah's Ark Water Park , the largest water park in the United States. To relax, take a scenic boat ride through the Dells or visit one of the local wineries and breweries.

Geneva, Illinois

Just an hour outside of Chicago, you'll find Geneva, Illinois , a destination perfect for people looking for a small-town getaway. Wander the city, check out the murals and outdoor sculptures, take a stroll through the Fabyan Forest Preserve , and browse local, independent shops selling coffee, tea, chocolate, gelato, ice cream, popcorn, baked goods, and more.

32 Awesome & Fun Weekend Getaways From Chicago

If you’re looking for a weekend getaway that’s both fun and relaxing, you’ll love exploring the best-hidden gems near Chicago, Illinois . These places are perfect for a weekend road trip, and you’ll be able to explore everything they have to offer.

So, whether you’re looking for a quiet mountain town or a bustling city scene, there’s something for everyone nearby. Ready to start planning your weekend trip? 

Here are 32 weekend getaways from Chicago that we know you and your crew will love!

IN ILLINOIS

STARVED ROCK STATE PARK, ILLINOIS

Do you have a love for nature and the great outdoors? If so, you need to check out Starved Rock State Park . Located just a few hours from Chicago, this park is home to some of the most beautiful scenery in the state.

The park has over 13 miles of hiking trails and numerous waterfalls and canyons to explore. Also, the park offers excellent camping sites and fishing and boating facilities. If you want to relax outdoors for a weekend, this is the perfect place. 

Best of all, it’s open daily from sunrise to sunset (10:00 am to 5:00 pm).

ZION, ILLINOIS

If you’re looking for a weekend getaway that’s a little off the beaten path, Zion is a great place to go. It has small town charm, and many things to do, making it the perfect spot to relax and recharge. 

Some highlights of this town include the Thunderhawk and Shepherd’s Crook golf courses, and the Waukegan Sportsman’s Club for private club facilities. You can also go swimming or relax on the beach at Illinois Beach State Park.

There are many hiking and biking trails for those who love spending time outdoors. In addition, Zion has many quaint cafés and bars downtown that offer great coffee and cocktails. Our favorite is C J’s Coffee House on Sheridan Rd.

GALENA, ILLINOIS

The lovely city of Galena, Illinois is situated on the banks of the Mississippi River. It features beautiful outdoor spaces and local boutiques. Galena is a one-of-a-kind city that combines old-world charm with modern culture.

If you are interested in history and culture, you should visit this city, because it includes ancient Native American burial grounds and majestic 19th-century mansions. Our favorite? The Desoto House Hotel is Illinois’s oldest operating hotel, and was even graced by President Abraham Lincoln.

Read More: 19 AWESOME THINGS TO DO IN GALENA IL YOU’LL LOVE

CARBONDALE, ILLINOIS

Carbondale is just a short drive away in southern Illinois. It offers a variety of outdoor activities to satisfy any outdoor enthusiast. If you’re looking for a place to try out your rock climbing skills, the bluffs at Giant City State Park in the Shawnee National Forest are the perfect place to do it. 

You can also explore the area on foot or by bike. You can also find charming businesses and restaurants within walking distance of each other on the main streets. Carbondale is home to Southern Illinois University, making it an excellent place for people who want to research, because they have access to scholars worldwide. 

The city is located near several airports, a train station, and major highways, which makes it convenient for visitors to get there. There are many restaurants in the area, including wineries and breweries.

ROCKFORD, ILLINOIS

The charming Midwestern city of Rockford offers plenty of natural beauty, cultural attractions, and recreational activities. You can enjoy activities like hiking and fishing and boating and picnic. 

If you are a fan of beautiful outdoor scenery, you need to check out the Anderson Japanese Gardens and Klehm Arboretum. Anderson Japanese Gardens is one of the best Japanese gardens in the U.S.

People who like history will enjoy spending time in the Rockford Art Museum. This museum has art from local artists and unique exhibits curated by national experts. 

Read More: 18 BEST THINGS TO DO IN ROCKFORD IL YOU’LL LOVE

MOUNT MORRIS, ILLINOIS

Are you looking for a place to relax and enjoy nature? The charming small town of Mount Morris, IL has everything you need. There are beautiful parks and hiking trails, and scenic picnic spots. You can also explore nature at White Pines Forest State Park. 

Go hiking in White Pines Forest State Park or have a picnic in one of the park’s many green spaces. With its convenient location just a short drive from Chicago, Mount Morris is the perfect place for a weekend getaway.

SPRINGFIELD, ILLINOIS

With its small-town feel and beautiful scenery, Springfield is a great place to relax and escape the hustle and bustle of the city. One of the best things about Springfield is its proximity to several state parks and nature preserves. 

You can hike, bike, fish, or camp in these parks and get back to civilization within a few hours. Springfield has plenty to offer if you’re looking for some culture and history. The Abraham Lincoln Presidential Library and Museum is a must-see, as is the Illinois State Capitol Building. 

Finally, no trip to Springfield would be complete without visiting Lincoln’s Tomb . It’s the final resting place of our country’s 16th president. With so much history and natural beauty, it’s no wonder this city is a favorite among travelers. 

IN WISCONSIN

WISCONSIN DELLS, WISCONSIN

The Wisconsin Dells is a family-friendly area that has a fantastic collection of water parks, including Noah’s Ark Water Park and Mt. Olympus Water Park, two of the largest in America. The Wizard Quest Museum, which features over 100 rooms filled with puzzles and challenges to solve, is a superb stop for people who want to stay dry.

Another popular choice for people looking for something to do is the Rootbeer Museum. This museum has several interactive exhibits and delicious root beer beverages available. If you’re interested in learning more about Wisconsin Dells, the H.H. Bennet Museum is a great place to start. The museum offers exhibits on the history of the city. 

Another fun option is the Original Ducks tour, which takes you around town in a vintage Army vehicle that can drive on both land and water. 

Read More: 32 PHENOMENAL THINGS TO DO IN WISCONSIN DELLS

CEDARBURG, WISCONSIN

The charming little town of Cedarburg, WI has something for everyone — art lovers, wine connoisseurs, and outdoor enthusiasts will all find something of interest here. With its abundance of art galleries and museums, Cedarburg provides a little something for art lovers of all tastes.

If you’re looking for a more hands-on art experience, the town hosts several art festivals. These include the Covered Bridge Art Studio Tour and the Plein Air painting competition. Wineries and antiquing are also popular pastimes in Cedarburg. 

Stroll down Washington Street and find numerous boutiques and antique shops. You’ll find Cedar Creek Antiques, Creekside Antiques, and Antique Addicts. And for a truly unique experience, be sure to check out the famed Cedar Creek Settlement. You won’t regret it.

MADISON, WISCONSIN

The charming Midwestern city of Madison, Wisconsin is just 80 miles outside of Chicago. Here you can find the Olbrich Botanical Gardens, home to one of the largest collections of urban Thai gardens in North America, and a beautiful Thai Pavilion.

The Wisconsin Veteran’s Museum, located on the Capitol Square, is a great place to learn about nature and history. Admission is free, so don’t miss out! 

If you’re a foodie at heart, the Dane County Farmer’s Market is the place to be on Saturday mornings. You’ll find some of the state’s freshest produce, flowers, and artisan goods. And after a long day of exploring, relax and grab a beer at the Union Terrace while enjoying some live music. You’ll be able to see one of the most beautiful sunsets in the Midwest. 

Read More: 23 FUN THINGS TO DO IN MADISON WI YOU’LL LOVE

DOOR COUNTY, WISCONSIN 

If you live in Chicago, Door County is a great place to go for a weekend getaway. It’s situated on the shores of Lake Michigan. One main highlight of a trip to Door County is stepping back in time to visit the Skyway Drive-In Movie Theater. This charming outdoor theater hosts showings of classic and current films under the stars. 

Suppose you’re looking for a more relaxed way to spend your time; head over to Wilson’s Restaurant for a delicious ice cream treat or sample their 1906 Home-Brewed Draft Root Beer. Are you looking for an authentic farm-to-fork dining experience? Be sure to check out Wickman House. This cozy restaurant serves some delicious dishes made with fresh, locally sourced ingredients. 

If you want to experience Door County uniquely, go to one of the coastal towns and watch a live performance of the famous Door County Fish Boil. This centuries-old tradition is a must-see while you’re in the area.

Read More: 16 AMAZING THINGS TO DO IN DOOR COUNTY, WISCONSIN

LAKE GENEVA, WISCONSIN

In Lake Geneva, Wisconsin , you can stay in one of the charmingly restored mansions that line the idyllic shores of the lake, such as Baker House. Try something unique, like making your custom-scented candle or room spray at the Candle Mercantile.

For a relaxing morning, head over to Simple Café for a delicious breakfast. They, too, locally source a lot of their food, and besides great coffee and pastries, they have fantastic breakfast combinations.

For some adventure, make sure to book a tour at Safari Lake Geneva. This attraction brings the sights and sounds of Africa to Wisconsin. People can see animals like giraffes, zebras, and more in their natural habitats or feed them right from their car!

Read More: 18 AMAZING THINGS TO DO IN LAKE GENEVA, WISCONSIN

MILWAUKEE, WISCONSIN

Nestled along the shores of Lake Michigan, Milwaukee is a hidden gem just waiting to be discovered. With Kimpton Journeyman Hotel just steps away from some of Milwaukee’s best restaurants and bars, you’ll never be far from the action.

And if you’re looking for something to do during the day, there are plenty of great museums and attractions nearby. Examples include the Milwaukee Art Museum, the Mitchell Park Domes, and even the renowned Milwaukee County Zoo. 

If you are interested in history and Civil Rights, you should check out America’s Black Holocaust Museum. This museum is a great place to learn about the history of African Americans, from pre-slavery times up to President Obama.

EAU CLAIRE, WISCONSIN

If you love the great outdoors, Eau Claire, Wisconsin may be the perfect place for you. One of the main attractions in Eau Claire is its hiking trails. There are many trails to explore, each offering stunning views of the surrounding area. You can even go kayaking or canoeing on the Eau Claire and Chippewa rivers if you’re feeling adventurous. 

Eau Claire is home to the second-largest sculpture walk in the U.S., and they have a few on order to take over that coveted number one spot!

Last but not least, no trip to Eau Claire would be complete without visiting the Wisconsin Logging Museum. This museum is dedicated to the history of logging in Wisconsin and is a must-see for anyone interested in the state’s rich history. 

ELKHART LAKE

This picturesque lakeside town boasts beautiful scenery and charming local attractions. One of the main draws to Elkhart Lake is Road America, one of the most famous racing circuits in the country. If you’re looking for an exciting day out, Road America offers thrilling races and fun activities for the whole family. You can enjoy watching high-speed races or taking part in other fun activities. 

Another must-visit spot in Elkhart Lake is Jim & Linda’s Lakeview Supper Club. This popular spot has been around for years and is a favorite among locals. The restaurant has stunning views of the lake and delicious seafood dishes. It’s also the perfect place to enjoy a romantic dinner or a night out with friends. . 

IN MICHIGAN

Just a short drive from the bustling city of Chicago, Ann Arbor, Michigan is the perfect place to get away for the weekend. This urban oasis offers everyone recreational opportunities, from kayaking and canoeing on the Huron River in the summer, to cross-country skiing and snowshoeing in the winter.

This Midwestern gem is also home to a bustling university town vibe, making it a culinary hotspot and a bustling tech hub.

Read More: 20 AMAZING THINGS TO DO IN ANN ARBOR, MICHIGAN

TRAVERSE CITY

Now celebrated for quality cuisine, wine, and culture, Traverse City is the perfect place to get away from the hustle and bustle of Chicago. The coastline in this area is beautiful, with its miles of sugar-sand shoreline and many romantic lighthouses. There are also coastal villages to explore. 

In the summer, use your vacation time to enjoy everything nature offers in Traverse City. You may do this by swimming, sailing, paddling, hiking, or catching fish in the many lakes and streams crisscrossing the landscape. Or play a round of golf on one of the region’s many championship courses, surrounded by picturesque views.

When the winter months arrive, the area comes alive with various exciting winter activities. Traverse City is a mecca for snowmobilers and snowshoers, who come to the city for its beautiful pathways and breathtaking vistas.

Also, many skiers go to one of the many ski resorts to enjoy world-class skiing and snowboarding.

Read More: 20 BEST THINGS TO DO IN TRAVERSE CITY, MICHIGAN

SAUGATUCK, MICHIGAN

The charming little city of Saugatuck is chock full of hidden gems sure to delight and entertain any visitor. Moreover, it’s just a hop, skip, and a jump away from Chicago.

One of the highlights of Saugatuck is Oval Beach. This beach is ideal for unwinding and basking in the sun. Whether you prefer to take a peaceful stroll or swim in the cool water, this beach has everything you need.

There is also a great ski resort outside Saugatuck for those looking for an adrenaline rush. Bittersweet Ski Resort offers a variety of winter sports. These include snowboarding and cross-country skiing. Whether you want to hit the slopes or take in the beautiful scenery, this resort is perfect for a weekend getaway.

GRAND RAPIDS

Grand Rapids, Michigan is a charming vacation spot for an action-packed excursion with friends. Located on the Grand River, Grand Rapids is a scenic city with plenty of opportunities for outdoor recreation. 

Whether you’re hiking, boating, or simply enjoying the view from the riverfront path, there is something to suit every taste. The Grand Rapids Art Museum has different art exhibitions from Michigan artists every so often. 

The Frederik Meijer Gardens & Sculpture Park is a great place to see various gardens, a conservatory, and art. Of course, no visit to Grand Rapids would be complete without sampling the local breweries. 

Read More: 15 AMAZING THINGS TO DO IN GRAND RAPIDS, MICHIGAN

Detroit is the second-largest city in the Midwest. It has many cultural attractions and historical sites that visitors come to see from all over the country. The Detroit Institute of Art, for example, is a famous museum in the region. It has a world-class collection of paintings and sculptures from favorite artists. 

In addition, the Henry Ford Museum and Greenfield Village are great places to learn about American history and innovation. You see everything from antique cars, to Abraham Lincoln’s chair from Ford’s Theatre. 

Of course, Detroit is also known for its vibrant craft beer scene, with dozens of breweries scattered throughout the city. No matter where you go, you’re sure to find a delicious Detroit-brewed beer to enjoy.

Read More: 26 THINGS TO DO IN DETROIT YOU DON’T WANT TO MISS

INDIANA DUNES NATIONAL PARK, INDIANA

Indiana Dunes National Park is a big park in Indiana that was previously known as Indiana Dunes State Park. This 15,000-acre park is incredible, because it has so many plants and animals to see.

It also has a lot of hiking trails, which are perfect for people who like to explore. And if that’s not enough, the park sits on a 300-mile-long lake. This stunning park offers many opportunities for hiking, paddling, and birdwatching.

Visitors can also enjoy dunes nearly 250 feet high, making for some breathtaking views.

INDIANAPOLIS

One of the highlights of any visit to Indianapolis is the world-famous Indianapolis Motor Speedway Museum. Housed in the original speedway building, the museum tells how racing began at Indianapolis and the evolution of the sport over the years. 

If you’re looking to get out and explore nature, head to Conner Prairie, the third-largest living history museum in the country. With over 1,000 acres of land, Conner Prairie offers a wide range of activities and hands-on experiences for the entire family. They have incredible programs year-round.

Finally, no trip to Indianapolis would be complete without visiting the Indianapolis Art Center. Since 1934, they have continued to grow into a vibrant community center, home to various art classes and exhibitions that are sure to inspire and delight all.

Read More: 38 PHENOMENAL THINGS TO DO IN INDIANAPOLIS, IN

FRENCH LICK

One of the most popular attractions in French Lick is the Historic French Lick Resort, which was once a hotspot for Hollywood celebrities. This historic resort is a great place to relax. It has luxurious hotels, a world-class spa, and a championship golf course. The food alone is worth the visit.

Another must-visit attraction in French Lick is the French Lick West Baden Museum. Here, you can explore more than 200 years of French Lick history, including artifacts and exhibits related to French Lick’s most famous resident: the legendary Larry Bird. 

The German Café is not to be missed for a delicious taste of authentic German cuisine. This local favorite has been delighting diners with its mouthwatering dishes for many years. 

Read More: 17 AWESOME THINGS TO DO IN FRENCH LICK INDIANA

South Bend is known for its beautiful surroundings. The St. Joseph River winds through the city, providing stunning views of nature. Whether you’re looking to hike or simply admire the scenery, there are plenty of beautiful parks and trails to explore here.

In addition, South Bend has some great cultural attractions. The iconic Studebaker National Museum houses a remarkable collection of classic cars made by the local Studebaker company. 

We also love The History Museum. This museum has a lot of different exhibits that show other parts of life in this region. If you want to learn more about this area, this is an excellent place. 

The riverside city of Fort Wayne, Indiana is home to several parks and gardens, perfect for a stroll or picnic lunch. The riverside project is a popular place for people to kayak, picnic, play, and enjoy the area’s natural beauty.

Fort Wayne’s Botanical Garden is another must-see gem if you’re looking for something more cultural. There are greenhouses with exotic plants and flowers and open-air gardens. You can enjoy the best of both worlds here. 

Of course, no trip to Fort Wayne would be complete without exploring the city’s incredible food scene. Whether you’re in the mood for gourmet burgers at Hoppy Gnome or exquisite chocolates from DeBrand Fine Chocolates, there are many delicious alternatives. 

Read More: 18 SUPER FUN THINGS TO DO IN FORT WAYNE INDIANA

DUBUQUE, IOWA

Known as Iowa’s oldest city, this Midwestern town offers a variety of activities and attractions for a fun-filled weekend getaway. The National Mississippi River Museum and Aquarium is a great place to start your exploration of Dubuque and fun for the entire family. This museum and aquarium are home to wildlife, including otters, seals, fish, and birds. 

One iconic thing to make sure you try is to take a ride on the Fenelon Place Elevator and enjoy breathtaking views of the Mississippi River Valley.

If you’re looking for some sightseeing in Dubuque, check out Eagle Point Park. It offers beautiful views of the river and the surrounding landscape. Perfect for a picnic, it is true to it’s name and a great place to actually see eagles.

Plan to be in the area a bit? Check out the famous Field of Dreams in nearby Dyersville. This unique attraction is perfect for families, couples, and groups of friends who are either baseball fans or loved the iconic movie of Kevin Costner’s.

Dubuque’s bed and breakfasts offer the perfect home for those looking for a more relaxed weekend away from home. The Black Horse Inn is a beautiful Victorian-style bed and breakfast overlooking the Mississippi River. It has a private garden and patio, the perfect place to relax and unwind. Another great option is the Hotel Julien Dubuque, with elegant rooms, incredible dining options, and a little Al Capone history.

You may not have considered it before, but Des Moines, Iowa is the perfect place for a weekend getaway from the hustle and bustle of Chicago. The Des Moines Art Center is a must-see for art enthusiasts. This world-class museum always has something new to offer, because it constantly changes its exhibitions. You can also find something new to enjoy at the Pappajohn Sculpture Park. 

The Downtown Farmers’ Market is the perfect place to experience Des Moines’ local culture. There, you can find fresh produce and also enjoy spending time outdoors. For a truly unique experience, check out the Des Moines Botanical Garden, its outdoor plant displays, and the geodesic dome.

Read More: 18 THINGS TO DO IN DES MOINES EVERYONE WILL LOVE

TOLEDO, OHIO

Located just south of Lake Erie, Toledo, Ohio is home to beautiful beaches, sprawling parks, and some of the best golf courses in the state. 

The Maumee Bay Lodge is one of our favorite places in Toledo. The resort is an excellent place for a weekend getaway with luxurious accommodations, picturesque views, and many activities. 

One of the ten best in the country, a visit to the Toledo Zoo should be on your radar! We love the hippos. It is a fun place to go – with or without the kids. (We’ll never tell on you!)  

Read More: 16 THINGS TO DO IN TOLEDO OHIO YOU’RE GONNA LOVE

Cincinnati, Ohio is situated on the banks of the Ohio River. It is famous for its vibrant culture, beautiful architecture, and fantastic attractions. There are lots of things to do in Cincinnati, such as visiting the Findlay Market or the Cincinnati Zoo & Botanical Garden. 

And if you want to experience Cincinnati’s rich history and culture, visit the Cincinnati Art Museum. You can view works from their collection of over 60,000 pieces. 

The food scene is off the charts, from tacos at Mazunte Taqueria to wrapping your lips around the best fried chicken at The Eagle.

Whether you’re a local or just visiting for the weekend, there’s something for everyone in Cincinnati.

Read More: 27 PHENOMENAL THINGS TO DO IN CINCINNATI, OHIO

No matter what you are looking for in a vacation spot, Sandusky has it. This city has something for everyone. There are thrilling roller coasters, beautiful beaches, and exciting museums. 

Cedar Point Park is a great place to go if you’re looking for thrilling rides and attractions. It’s located on the shores of Lake Erie, and it sprawls across over 400 acres of land.

Meanwhile, the Maritime Museum of Sandusky hosts the city’s nautical history. You can see exhibits on boatbuilding, shipwrecks, and ice harvesting. 

Read More: 24 THINGS TO DO IN SANDUSKY OHIO YOU CAN’T MISS

The city of Columbus, Ohio is full of fun things to do! Scioto Grove Metro Park is a beautiful park located along the Scioto River just south of Columbus. The park offers plenty of hiking, biking, fishing, and picnicking opportunities. The park also has a playground and an amphitheater for summer concerts.

If you’re looking for a more educational weekend getaway, consider visiting the COSI Science Center in Columbus. COSI is one of the largest science museums in the country and offers hundreds of hands-on exhibits, a planetarium, and even an IMAX theater.

Of course, no weekend in Columbus would be complete without visiting the Columbus Museum of Art. The museum houses a collection of more than 30,000 works of art, including paintings, sculptures, and photographs.

Read More: 20 FANTASTIC THINGS TO DO IN COLUMBUS OHIO

Cleveland, Ohio is a Midwestern gem packed with art, culture, and natural beauty, making it the perfect destination for a relaxing getaway. 

At the Cleveland Museum of Art, you can explore an impressive collection of art spanning centuries and genres. From classic masterpieces to contemporary works, there’s something here to delight every type of art enthusiast. 

If you’re looking for even more culture, the Cleveland Metroparks Zoo is home to more than 3,000 animals worldwide. You can also learn about the area’s rich history at the Cleveland Museum of Natural History.

Read More: 22 OUTSTANDING THINGS TO DO IN CLEVELAND, OHIO

MORE INFORMATION FOR YOUR TRIP TO ILLINOIS

• NAPERVILLE: 16 Fun Things To Do In Naperville, IL You’ll Love
• FREE CHICAGO:  39 Phenomenal and Free Things To Do In Chicago
• CHICAGO:  47 Best Things To Do In Chicago You Can’t Miss
• BEST OF ILLINOIS:  23 Best Things To Do In Illinois You Can’t Miss
• ROMANTIC GETAWAYS: 18 Outstanding Romantic Getaways In Illinois

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10 Essential Destinations For Day Trips And Weekend Getaways From Chicago

If you're looking to get out of the city for a minute, whether for nature, small-town living, or just a different city, these are our favorite places to go!

As our thriving metropolis moves into the glorious spring and summer temperatures, riverside bars, lakefront beaches, and our plethora of parks all blossom with jubilance. But at the same time, our urban jungle can sometimes become too much, and weekend getaways from Chicago are much-needed. While Lake Michigan offers respite from the summer heat, there’s peace found in escaping the city clamor during its more restless months.

As unique as Chicago is, getting out of the city once in a while to explore new pastures, even just for a day or two, is good for the mind, body, and soul. To give readers some ideas of accessible weekend getaways from Chicago , we’ve picked out our favorite places a short drive away that would make for superb day trips and weekend destinations as they all begin to flourish in the coming months.

1. Starved Rock State Park, Illinois

If you are cooped up and want to escape into nature for fresh air, look no further than Starved Rock State Park in Illinois. Added to the National Register of Historic Places in 1998, Starved Rock is an incredible spectacle offering over 13 miles of hiking trails , 14 waterfalls , and 18 glorious sandstone canyons, all less than two hours outside Chicago.

Currently, the Starved Rock State Park and Starved Rock Lodge are open, in addition to the Veranda, The Starved Rock Cafe, and Trailheads Concessions for food and drinks. Steeped in history and beauty, Starved Rock State Park offers a wonderful break for outdoor enthusiasts and those looking for a nonchalant trip outside the city.

📍98 miles outside Chicago

2. Indiana Dunes State Park, Indiana

However, our favorite spot across the eastern border has to be Indiana Dunes State Park. Here you’ll find one of the best views of Chicago’s sensational skyline imaginable. With 2,000 acres of sand and shore, there is so much to explore and plenty of space to enjoy. You can bound up mountainous dunes (and then roll back down them), go spelunking in one of Indiana Dunes State Park’s many caves , take a moment to relax on the beaches of Lake Michigan, and much more.

All of the park’s inns, restaurants, all nature preserves, forest, fish, and wildlife areas are open for you to explore this spring and summer!

For real-time updates on what’s available at the Indiana Dunes State Park, follow Indiana State Parks on their social media.

📍50 miles outside Chicago

3. Galena, Illinois

A little journey to the top western corner of Illinois, but still just a one-tank trip, and you’ll find Galena. Listed on the National Register of Historic Places, the city is renowned for its rich history, charming 19th-century architecture , rolling hills, and numerous resorts. It’s a quaint but enjoyable historic getaway named after the mineral galena, which was the reason for the first major mineral rush in the United States.

It’s one of our favorite small towns near Chicago , where visitors can enjoy views of three states from Horseshoe Mound, just outside of Galena. At the same time, the Great Galena Balloon Race happens yearly and offers the chance to enjoy the magic of more than 20 hot air balloons, three races, a night glow extravaganza, bounce houses, live music, and much more at a spectacular three-day event.

📍150 miles outside Chicago

4. Lake Geneva, Wisconsin

Lake Geneva has long been a vacation haven for Chicagoans. The resort city features 21 miles of beautiful shoreline with amazing beaches and a sea of water activities. Whether you’re looking to kick back and relax at a resort, gear up for the many outdoor activities the city has on hand, or relish in its variety of restaurants, retailers, and nightlife attractions, Lake Geneva has what you’re looking for.

📍80 miles outside Chicago

5. Rockford, Illinois

With the exception of Gary, Indiana — every one of these destinations will give you a chance to step back and relax. If relaxation is your intention, Rockford is one of your best bets. The city is flush with blooming gardens and a network of streaming rivers . Like Chicago, it boasts terrific eateries and fantastic amenities and attractions, such as the sublime Anderson Japanese Gardens. This award-winning landscape was named one of the highest-quality Japanese Gardens in North America by Sukiya Living Magazine.

📍89 miles outside Chicago

6. Milwaukee, Wisconsin

While it is the second-largest city on Lake Michigan’s shore behind Chicago, taking a drive up to Milwaukee provides a nice change of scenery but a similarly vibrant urban experience in another ethnically and culturally diverse city. Take your pick from the plethora of top-notch breweries around the city for the full taproom experience.

See what else is on tap in the city by checking out their amazing food, scenic drives, outdoor art, beaches, parks, and their famous Riverwalk, making it this part of weekend getaways from Chicago you need to check out. From the Harley-Davidson Museum to the Milwaukee Art Museum , there are also an array of great museums if you’ve spent too much time in Chicago’s many museums.

📍92 miles outside Chicago

7. Holland, Michigan

With this town’s dazzling display o f 4.5 million blooming tulips , it’s no wonder that Holland, Michigan made it on our weekend getaways from Chicago list. The town is rich in Dutch culture. Throughout the year, the town regularly holds a variety of parades in honor of its Dutch heritage. Visitors can explore wonderful Dutch cuisine , architecture, windmills, and art collections around the city. If you visit Holland, be sure to stomp by the DeKlomp Wooden Shoe & Delft Factory for the ultimate experience.

8. Door County, Wisconsin

Take your partner on a romantic getaway to Door County, Wisconsin. Door County is home to 300 miles of shoreline, acres of orchards, five state parks, and 11 historic lighthouses . Choose your lodgings in a bed & breakfast, log cabin, a cozy cottage, or do it big at a resort. Wherever you hang your hat at night, know there’s much to do during the day.

Explore the county’s beautiful parks , caves, and forestry, or voyage out to one of its islands by sea — whether by boat, kayak, or paddleboard — though the latter might take a minute. Go cherry-picking and finish the day with fine wine, local brew, or cider while dining down on home-cooked cuisine.

📍244 miles outside Chicago

9. Shawnee National Forest, Illinois

While it is certainly a bit of a trek to this spot on the opposite side of Illinois, the natural landscapes make it worth the trip of weekend getaways from Chicago. Shawnee National Forest is our state’s only national forest, spanning approximately 280,000 acres in Southern Illinois between the Mississippi and Ohio rivers.

It is home to some awe-inspiring natural landscapes , unique ancient rock formations, sprawling panoramic views, and breathtaking hikes. The 300-million-year-old sandstone rock formations known as The Garden of the Gods offer some of the most stunning scenery in Illinois and are one of the most photographed places in the state. The famous Observation Trail takes you through the abundance of natural beauty.

The forest is also home to some extraordinary caves, such as Ox-Lot Cave and the enormous 55ft wide cave overlooking the Ohio River by the name of Cave-In-Rock, which was once a refuge stronghold for frontier outlaws. There are plenty more natural spectacles like the monolithic 30 feet high and eight feet Pomona Natural Bridge extending 90 feet over a verdant ravine and numerous beautiful waterfalls like Jackson Falls to explore on a hot day. An abundance of camping spots means it’s an easy task for keen campers, but Shawnee Forest Cabins with Wi-Fi, hot tubs, and fireplaces, as well as rentable treehouses, offer memorable experiences.

📍309 miles outside Chicago

10. Gary, Indiana

A world away from the waterfalls of Starved Rock, but under two hours by car, we’d be remiss, not to mention the casinos in Indiana. If you are ready to roll the dice, drive to Gary, Indiana, to visit the Majestic Star Casino. There you’ll find six floors packed with all the classic casino games — poker, blackjack, baccarat, roulette, and a wide — in a whirling atmosphere of bright blinking lights, buzzing slots, and high-rolling energy.

The casino has been revamped since a return to normalcy following the pandemic and offers a cutting-edge experience with added safety and sanitary measures.

📍30 miles outside Chicago

[Featured image from Shutterstock]

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9 weekend getaways from Chicago

Whether you want waterparks, historic districts, or nature hikes.

Chicago is a timeless vacation destination for countless reasons: fascinating culture, history, shopping, entertainment, and maybe a slice of deep-dish pizza (or three). A trip to the Windy City can only be made better with a quick detour outside of its city limits. Whether you’re a local looking for an escape to recharge or a visitor who wants to see what else the Midwest has to offer, we've curated a list of the top nine weekend getaways within driving distance of Chicago.

The outdoorsy paradise: Starved Rock State Park, IL

1.5 hours from chicago by car or 2 hours by train.

If you want to ditch the city lights for a more natural scene, Starved Rock State Park on the Illinois River has wildlife, waterfalls, wooded hiking trails, and scenic rock formations. Spend the day on a scenic hike full of cascading waterfalls and bald eagles sightings. If you have more time to explore the area, take a guided fishing excursion or go kayaking before heading to a nearby winery. While you can camp at the Starved Rock State Park Campground , the Grand Bear Resort at Starved Rock is another option that offers standalone cabins and access to the resort’s family-friendly indoor waterpark.

The cultural immersion: Holland, MI

2 hours and 40 minutes from chicago by car or 3 hours by train.

Immerse yourself in Dutch culture without flying all the way to Europe with a visit to Holland, MI. Roam the Windmill Island Gardens before a bit of shopping at the De Klomp Wooden Shoe & Delft Factory . More highlights include the Nelis' Dutch Village , Holland Harbor Lighthouse (locally known as Big Red), and the DeGraaf Nature Center . If you love flowers, don't miss the annual Tulip Time Festival in May. Book a stay at the modern Haworth Hotel & Conference Center or the Centennial Inn , if you’re looking for cozier vibes.

The museum lover’s dream: Milwaukee, WI

2 hours from chicago by car or 1.5 hours by train.

Well known for its breweries and basketball team, Milwaukee understandably attracts beer-loving sports fans. But there is much more to Wisconsin's largest city: a diverse cultural scene, rich history, shopping, and entertainment. Many art galleries and museums—including the impressive Harley Davidson Museum , Betty Brinn Children's Museum , and the North Point Lighthouse—are worthwhile stops. Don’t forget to check out Holler House , an authentic tavern with the oldest bowling alley in America. Then try your luck at the Potawatomi Hotel and Casino , or go bar hopping to sample some more local brews. There are plenty of hotels in the area, but you can’t go wrong with a stay at Aloft Milwaukee Downtown , thanks to its proximity to the city’s best restaurants and nightlife.

The beach trip: Michigan City, IN

1 hour from chicago by car.

Michigan City is only an hour from Chicago and presents the perfect blend of city life and natural surroundings. Visit the shores of Lake Michigan and the Indiana Dunes National Park , both of which contrast beautifully with the vibrant urban side of the city. Washington Park's lovely lighthouse and pier are a hot spot come sunset. And when it comes to entertainment, there are restaurants, art galleries, breweries, and a massive outlet mall to check out. Shady Creek Winery is a great locale for a long, leisurely lunch after pedaling the picturesque Calumet Bike Trail through the lakefront national park. Book a stay at a local vacation rental, like this family-friendly, eight-bedroom retreat just steps from the shore, or at the Hampton Inn & Suites Michigan City , which sits right outside of the downtown area.

The city adventure: Indianapolis, IN

3 hours from chicago by car or 1 hour by plane.

Indianapolis is a city full of attractions like the Indianapolis Motor Speedway , the Children's Museum of Indianapolis , and the Indianapolis Zoo . For something a little bit different, try duckpin bowling at the Fountain Square Theater Building or take a self-guided scavenger hunt around town for an unexpected way to take in the sights. Expect a buzzy nightlife with lots of late-night options, including live music at bars. Start the night off at a jazz club, a beer garden, or a trendy restaurant, then dance the night away at a trendy nightclub. Set the scene for a weekend getaway by booking a stay at the Bottleworks Hotel —the building was originally a Coca Cola bottling company and the hotel bar is a local favorite.

The small-town feel: Geneva, IL

1 hour and 20 minutes from chicago by car or 1 hour by train.

Welcome to Geneva , a lovely city with major European vibes. Indulge in some locally-made chocolate and ice cream, admire the street murals and sculptures and do some shopping before taking a leisurely stroll along the Fox River Trail. Make sure you stop by the Fabyan Windmill for some photos before checking out the Fabyan Villa Museum with its beautiful gardens, private zoo, and charming farmhouse. Set your home base at The Herrington Inn & Spa , which is located right on the waterfront.

The family-friendly getaway: Wisconsin Dells, WI

3.5 hours from chicago by car or train.

Known for its indoor and outdoor waterparks, Wisconsin Dells is a great year-round getaway for those with kids in tow. This city has a seemingly never-ending rotation of theme shows, amusement parks, wildlife parks, zoos, and luxury shopping. All aboard the small gauge train at the Riverside and Great Northern Railway , which starts at a quaint station before weaving through the scenic countryside. And you don't need kids to join in the fun at mini golf, go-karts, and the MACS-Macaroni and Cheese Shop . Kids will love a hotel stay on-site at one of the many waterparks. Check out Kalahari Resort if you want to keep water slides just a few steps away.

The urban nature retreat: Rockford, IL

1.5 hours from chicago by car.

Even though Rockford is the third largest city in Illinois, the pace of life is peaceful, especially at the Anderson Japanese Gardens and Rock Cut State Park . There's an impressive collection of museums and the Nicholas Conservatory and Gardens is spectacular day and night. If you’re traveling with a group, take your picks of things to do, from the Prairie Street Brewhouse and the Coronado Theatre to the Discovery Center Museum . For water views from your room, book a stay at the Embassy Suites by Hilton Rockford Riverfront .

The history lesson: Galena, IL

2.5 hours from chicago by car.

Take a step back in time and surround yourself in the charm of Galena and its storied past. Once home to President Ulysses S. Grant, this town along the Mississippi River has beautiful architecture and an immersive museum dedicated to the president and town history, complete with a working blacksmith shop where an onsite historian will walk you through the details. See the city from a hot air balloon during the day and catch Amelia's Under the Lamplight Dinner Theater , which puts on outstanding musical and comedy performances, at night. Haunted tours , magic shows, and goat yoga are all on the agenda when you head to Galena for a mini break from Chicago. If you want to stay in the heart of the historic district, check into the Brierwreath Manor Bed and Breakfast .

10 Easy Weekend Getaways from Chicago—No Flights Required

Escape chicago for a few days with one of these 10, drivable weekend getaways and short road trips starting in chicago..

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Door County, Wisconsin, is one of the many easy-to-reach day trip destinations from Chicago.

Photo by Bailey Berg

Despite cries about that winter weather, Chicago is inarguably blessed with a little something we like to call location, location, location : With prime real estate on Lake Michigan, the Midwest city is about as far by car from Minneapolis (six hours) as it is Toronto (eight hours) and Nashville (seven hours). In this sense, it’s an ideal jumping-off point for a drivable trip. There are several weekend getaways from Chicago, whether you want to put some serious miles on your car or be somewhere new by the time your kids are done watching Cars. Read on for ten easy weekend getaway ideas from Chicago.

What cities are under three hours from Chicago by car?

• Milwaukee, Wisconsin (1 hour, 30 minutes)
• Madison, Wisconsin (2 hours, 25 minutes)
• Grand Rapids, Michigan (2 hours, 47 minutes)
• Peoria, Illinois (2 hours, 41 minutes)
• South Bend, Indiana (1 hour, 39 minutes)
• Indianapolis, Indiana (2 hours, 56 minutes)

The Dane County Farmers’ Market in Madison is one of the largest in the U.S.

Photo by MarynaG/Shutterstock

Geneva, Illinois

• Distance: An hour by car
• Best for: Singular art and great shopping

OK, OK. Geneva is technically a suburb of Chicago, but it feels worlds away, thanks to its small-town charm. Drop your bags at the boutique Herrington Inn & Spa , located on the Fox River, and set out to explore the city’s walkable downtown on foot. Public art abounds here, as do independent shops and restaurants (all told, there are more than 150 of them in the historic district).

Michigan City is a breath of fresh air not far away.

Photo by Andy Konieczny / Shutterstock

Michigan City, Indiana

• Distance: An hour and a quarter by car
• Best for: Hiking (and swimming for the brave)

On a clear day from Michigan City, you can see Chicago’s skyline across the water. Enjoy towering sand dunes, the cool waters of Lake Michigan, and nearly 50 miles of trails at Indiana Dunes National Park ; in Michigan City proper, attractions include the 19th-century Barker Mansion —listed on the National Register of Historic Places—and family-friendly Washington Park Zoo .

A lighthouse in New Buffalo, Michigan

Photo by Suzanne Tucker/Shutterstock

Harbor Country, Michigan

• Best for: A beach and wine combo trip

Comprising the eight towns of Michiana, Grand Beach, New Buffalo, Three Oaks, Union Pier, Lakeside, Harbert, and Sawyer, Harbor Country is a favored weekend escape from the Windy City, thanks to its beach and country offerings. There are also a number of world-class wineries and breweries in the area, including the popular Lehman’s Farmhouse and Dablon Vineyards and Winery , in nearby Baroda.

Milwaukee is home to one of the largest German populations in the U.S.

Photo by Jayne Lipkovich / Shutterstock

Milwaukee, Wisconsin

• Distance: An hour and a half by car
• Best for: Brats and brews

Milwaukee has a rich German heritage, which means the city is full of places to get a good beer and brat (and more beer, if that’s your thing). Both Pabst Blue Ribbon and Miller are based here, but don’t sleep on the smaller guys, including Milwaukee Brewing and Lakefront .

Mary stands atop the Golden Dome of the University of Notre Dame Main Administration Building.

Photo by Jonathan Weiss/Shutterstock

South Bend, Indiana

• Distance: An hour and forty minutes by car
• Best for: Whitewater rafting

There’s more to South Bend than Fighting Irish football, though we absolutely cosign the idea of a walk around Notre Dame’s scenic campus. Hit the rapids on East Race Waterway , North America’s first artificial white-water course, which cuts through the city, or visit the historic Robinson’s department store to throw your own pottery at the Pigeon and the Hen . Play arcade games—for free!—at the Garage Arcade and Bar , which has all the classics, Galaga and Ms. Pac-Man included.

The Fredrick Meijer Gardens spans 158 acres and features a host of outdoor art exhibits.

Photo by SNEHIT PHOTO / Shutterstock

Grand Rapids, Michigan

• Distance: Around three hours by car
• Best for: Beer, of course, but also outdoor sculptures

Voted “Beer City USA” in several national polls, Grand Rapids is known for its suds: Check out the Beer City Ale Trail , a map showcasing all of the options in the city. For food, we’re partial to strolling Downtown Market , which counts more than 20 vendors in the hall south of Heartside Park (a perfect picnic location, if you ask us). For an outdoor experience that requires a bit more activity, head to the 158-acre Frederik Meijer Gardens & Sculpture Park : here, you’ll find art by Auguste Rodin as well as a hall dedicated solely to carnivorous plants.

A dinosaur breaks out of the Children’s Museum in Indianapolis.

Photo by James Kirkikis/Shutterstock

Indianapolis, Indiana

• Distance: Three hours by car
• Best for: Museums, both traditional and quirky

Indianapolis is an incredible museum city. Although two of its most popular attractions are the Children’s Museum and the sprawling indoor-outdoor Indianapolis Museum of Art , don’t miss some of the city’s quirkier options: the Indiana Medical History Museum (not for the faint of heart) and the Kurt Vonnegut Museum and Library . Visit Indy’s famed City Market to sample more than 25 locally owned eateries; when you’ve had your fill, descend underground on a public catacombs tour, which takes place on the select Saturdays, May through October, between 10 a.m. and 3.15 p.m. (Private tours can be booked with Indiana Landmarks .)

Ann Arbor is known for its university, but a host of delights awaits all visitors.

Photo by Dark Vader / Shutterstock

Ann Arbor, Michigan

• Distance: Around three hours and 45 minutes by car
• Best for: Adventures on the river

Activities for all seasons abound in Ann Arbor, best known as the home of the University of Michigan. Tube, kayak, SUP, or canoe down the peaceful stretch of the Huron River—accessed from the 69-acre Gallup Park—or stroll U of M’s famed Matthaei Botanical Gardens and Nichols Arboretum . Be sure to make time for the city’s Kerrytown Market and Shops , a picturesque neighborhood full of independent boutiques and restaurants. ( Zingerman’s Deli , one of the best spots in Ann Arbor for a sandwich, is here.)

An aerial view of Door County, Wisconsin

Photo by Matt Sampson Photography/Shutterstock

Door County, Wisconsin

• Distance: Four and a half hours by car
• Best for: Exploring rugged coastline

A 70-mile-long peninsula, Door County is often called the “ Cape Cod of the Midwest” —and rightfully so. Just 50 miles northeast of Green Bay, Door County has stunning coves, cherry orchards, harbors, lighthouses, wineries, and some 300 miles of coastline. Newport State Park is an International Dark Sky Reserve , and the 900-acre Rock Island State Park has no cars; for a dose of small-town charm, stop by Ephraim, a Scandinavian-style village .

Traverse City might be a bit further away, but it’s worth the drive—especially in the fall.

Photo by Gary R Ennis Photos / Shutterstock

Traverse City, Michigan

• Distance: Five hours by car
• Best for: Exploring shops and galleries in a justifiably popular small town

No wonder Traverse City was named one of the sweetest small towns to visit in summer : a lakeshore beauty with art deco architecture, the city is beloved by many Chicagoans (including Oprah herself). One of Traverse City proper’s most popular attractions is the Village at Grand Traverse Commons: a hospital complex from the 19th century, the historic venue has since been reborn into a mixed-use space, with shops, restaurants, footpaths, and art galleries. Northwest of Traverse City is Leelanau Peninsula, which is home to the striking Sleeping Bear Dunes National Lakeshore .

Where can I go by train from Chicago?

No car? No problem. You can get virtually anywhere from Chicago by train: Memphis is 10 hours by rail; Seattle is 46. But for a weekend getaway, we’re partial to these picks:

• Indiana Dunes National Park (the South Shore Line from Chicago’s Millennium Station stops at four stations in the park )
• Milwaukee, Wisconsin (about 90 minutes by Amtrak from Chicago’s Union Station)
• Kalamazoo, Michigan (about two hours by Amtrak from Chicago’s Union Station)
• Grand Rapids, Michigan (about four hours by Amtrak from Chicago’s Union Station)

Of course, there’s plenty to do in Chicago itself before you head off; it was ranked number 2 in the best cities in the U.S. for 2023 , after all, thanks to its top restaurants , world-class museums, and abundant hotel options. On the other hand, if you’re feeling really adventurous, you could always take the ultimate epic road trip: 2,448 miles all the way to Santa Monica , California.

Happy weekending.

This article originally appeared online in 2020; it was most recently updated on August 31, 2023, to include current information.

• Last Minute

25 Best Weekend Getaways from Chicago

Last Updated By VacationIdea Staff on March 11, 2024

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9517 Union Pier Rd, Union Pier, MI 49129

2752 W. Cording Rd., Galena IL, 888-777-6016

424 N Pinckney St, Madison, WI 53703, 608-255-0172

701 East Taylor St., Bloomington IL, 309-828-8816

9401 W. Hart John Rd., Galena IL, 815-777-4200

Oakwood Resort, 702 E. Lake View Road, Syracuse, IN 46567, 574-457-7100

605 S. Prospect St., Galena IL, 800-717-2317

220 E. Market St., Taylorville IL, 217-824-7220

1559 E. State Route 9, Paxton IL, 217-379-2589

2800 S. Irish Hollow Rd., Galena IL, 815-777-6000

344 Spring St., Galena IL, 815-777-3456

Foodies can visit Crane Orchards and Cider Mill, Fenn Valley Vineyards and Winery. There are also some historic attractions you can visit including the Felt Mansion, the Old Schoolhouse History Center and the Saugatuck/Douglas History Museum.

Weekend Getaways from Chicago: Elkhart Lake

Elkhart Lake in Wisconsin is an ideal getaway destination for all nature lovers and water sport enthusiasts, boasting crystal clear lake water and an abundance of activities suitable for all ages. You can choose from a variety of accommodation options which vary from up-market resorts and vacation rentals to getting back to nature at the Broughton March Park campground, where you can pitch a tent or park your RV.

Water sports are the most popular summer activity and if you do not have your own equipment you can hire everything you need to enjoy the lake from Osthoff Resort Water Recreation Rentals or at Victorian Village Resort. You can try your hand at canoeing, kayaking, water skiing or simply enjoying the beautiful lake-side scenery on a pontoon cruise. Ecology Outfitters Guided Silent Water Tours provide equipment and lessons for beginners. The lake is famous for great fishing - Inland Waters Fishing Guide Service or Jay's Guide Service will lead the way.

Back on dry land you can explore the shores by horseback with Camp Anokjig Trailrides, do a Backroads Bike Tour (or simply rent a cycle at the Osthoff Resort) or go hiking along an abundance of trails. Speed enthusiasts can watch motorsports or enjoy various adventure programs at Road America. In winter the emphasis changes to cross-country skiing, snowshoeing and snowmobiling.

Door County

Door County in Wisconsin is situated on a peninsula which juts out into Lake Michigan and boasts over 300 miles of shoreline with beaches, bays and inlets waiting to be explored. Sun worshippers have an astounding 53 public beaches to choose from and if you would like to go boating there are 12 marinas where you can launch your own craft or charter one. In addition to the shoreline there are also 3 inland lakes where you can enjoy fishing, canoeing, kayaking, kite-surfing, scuba diving and paddle boarding.

You can learn all about the history and culture of Door Country on one of the many interesting tours available, which include helicopter tours, scenic cruises, bike tours, segway tours and trolley tours. The beautiful natural scenery of has attracted many resident artists and you can visit their galleries or get your own creative juices flowing by attending a workshop. History buffs have the opportunity to visit no less than 11 historic lighthouses, and at the Door County Maritime Museum you can learn about World War II ship-building in Sturgeon Bay. Other interesting museums include Corner of the Past Museum in Sister Bay, Door County Historical Museum in Sturgeon Bay and the Alexander Noble House Museum in Fish Bay.

Door County is a famous cherry growing area and if you time your visit carefully you can enjoy cherry blossom time (April) or cherry picking time (July).

Weekend Getaways from Chicago: Lake Geneva

Lake Geneva is a resort town situated on the shores of Lake Geneva in southern Wisconsin, offering a great base for exploring the many lake-side activities. The lake has been a summer holiday destination since just after the Civil War and there are many historic stately homes starting with Black Point Mansion, which was built back in 1888. You can admire several of the homes on a lake cruise with Lake Geneva Cruise Lines and learn all about the early days at the Geneva Lake Area Museum of History. Energetic visitors can walk the beautiful 21 mile Lake Geneva Shore Path, go zip lining on a Lake Geneva Canopy Tour.

The lake offers many options for water sports and you can hire all the equipment you need from several outlets including Elmer's Lake Geneva Boatline, Inc. Other exciting activities you can try are hot-air ballooning (Lake Geneva Balloon Company) and guided fishing expeditions with Dave Duwe's Guide Services. Golfers can play a round at several courses and after an active day you can relax at one of several Spas in the area. Foodies can have the time of their lives at the Lake Geneva Farmer's Market and Studio Winery, or take a class at the Lake Geneva School of Cooking.

Amish Country

If you would like to try something really different on your next weekend getaway try a visit to Indiana's Amish Country, where you can step back in time and find out all about the Amish way of life. A good place to start your weekend would be at Amish Acres in Nappanee, where you can take a guided tour of the historic farm and homestead, enjoy the family-style Threshers Dinner (and a wine tasting) and watch a performance in the Round Barn Theater. Quilting demonstrations and horse and carriage rides are available. To find out more about Amish quilt-making you can take a self-guided drive along the Barn Quilt Trail to see around 37 barns, each of which feature a unique quilt square pattern. Between May and October you can drive the 90 mile Heritage Trail to see 19 amazing quilt gardens in full bloom.

The area is bristling with parks where you can go hiking or biking and you can also enjoy canoeing and kayaking on the St. Joseph River. There are several golf courses for you to enjoy and many boat-launch sites if you would like to do some fishing. In winter the emphasis changes to ice-skating and cross-country skiing.

Amish Country has a vibrant art scene and you can visit several galleries and attend live theater at the Elkhart Civic Theatre, the Lerner Theatre and Premier Arts Inc.

The river-side city of Milwaukee is jam-packed with interesting, educational and fun activities to fill every moment of your weekend getaway. One way to get your bearings is to go for a stroll along the two-mile RiverWalk, which features public art installations, shops, pubs and restaurants. If you need a little guidance from a local, you can go on a Milwaukee Food and City Tour (either on foot or by bus), to combine a little history with a lot of great local flavor. Other foodie favorites include the Palermo's Pizza Factory Tour and a visit to Purple Door Ice Cream. History enthusiasts can take a stroll along Brady Street to see plenty of historic architecture and visit the North Point Lighthouse Museum.

No city visit would be complete without exploring the Historic Third Ward which has been transformed from a disreputable rough area into a trendy Art and Fashion District, home to the Broadway Theatre Center, the Milwaukee Institute of Art and Design and the Milwaukee Public Market. If you need to get some exercise you can walk, jog, cycle or go boating in the Lakeshore State Park, an urban oasis along the shores of the lake. Gardening enthusiasts should not miss the Mitchell Park Horticultural Conservancy.

There plenty of family-friendly attractions including the Manfred Olson Planetarium, the Milwaukee County Zoo, Discovery World and the inter-active Betty Brinn Children's Museum.

Indianapolis

Indianapolis is famous as the home of the Indianapolis Motor Speedway, but aside from motor sports the city has many other historic and cultural activities to suit all tastes. You can learn about local history by taking a walking tour of the Lockerbie Square Historic District and visiting some historic homes such as the James Whitcomb Riley Museum Home, the Benjamin Harrison Presidential Site and the Oldfields–Lilly House and Gardens.

Outdoor enthusiasts can head to the Canal and White River State Park in downtown, where you can walk, jog or cycle the three mile Canal Walk loop, or visit Eagle Creek Park which boasts zip-lines, a golf course, several trails, a swimming beach and various water sports. You can embrace the cultural side of the city by visiting the amazing Indianapolis Museum of Art (which has a permanent collection of over 54,000 works by many famous artists), the Eiteljorg Museum of American Indians and Western Art , the Indianapolis Art Center and the G.R.T. Glass Design Studio.

Petrol-heads will probably head straight to the Indianapolis Motor Speedway and Hall of Fame Museum - you can even treat yourself to a thrilling Indy Racing Experience on the track. Families can have hours of fun at the Indianapolis Zoo, and at Go Ape Treetop Adventures.

Quick Trips from Chicago: Galena

Time seems to have stood still in Galena , whose huge 581 acre historic district seems little changed in 200 years. The Galena-Jo Daviess Country Historical Society leads a variety of events including Historic Home Tours and Galena Cemetery Walks and there are several historic homes open to the public including the Ulysses S. Grant Home, the Elihu B. Washburne House and the Old Market House, which now operates at the Galena Welcome Center. History buffs can also visit the Galena History Museum, the Old Blacksmith Shop (a working forge) and Dowling House which dates back to 1826 and once housed visiting fur traders.

For a change from historic sites you can head to the Casper Bluff Land and Water Reserve for great views and hiking/cycling trails. You could also take a stroll through the West Street Sculpture Park to see many installations by local artist John Martinson, and visit his on-site studio. You can also see some of his work in Linmar Gardens, together with several themed gardens, fountains and natural waterfalls. If all the walking has left you thirsty you can visit Galena Brewing Company or Galena Cellars Winery, and perhaps round off your busy day with a magic show at P.T. Murphy Magic Theatre.

In winter head to Chestnut Mountain Resort, a favorite skiing and snow-boarding destination.

Weekend Getaways from Chicago for Couples: Springfield

Springfield is the capital of the state of Illinois and welcomes visitors to a wealth of historic, cultural and outdoor activities. The city is most famous as the home of President Abraham Lincoln and you will find historic sites linked to the Lincoln family around every corner - you can start by visiting the Lincoln Home National Historic Site, the Abraham Lincoln Presidential Museum and Library, the Lincoln-Herndon Law Office and the Lincoln Tomb. If you are interested in historic architecture you can tourt the Clayville Historic Site (a stagecoach stop dating back to 1824), the Elijah Iles House, the Edwards Place Historic Home and the impressive State Capitol Building. Several guided tours are available or you can do things at your own pace on a self-guided tour.

Springfield also has a vibrant arts scene to explore - you can visit the Springfield Art Association and the Hoogland Center for the Arts to admire visual art, and enjoy the performing arts at the Springfield Theater Centre, the Legacy Theatre, the Illinois Symphony Orchestra or the Springfield Ballet Company.

Outdoor activities include hiking in the Adams Wildlife Sanctuary or at the Lincoln Memorial Garden and Nature Center or boating of all descriptions at the Lake Springfield Marina. There are several local wineries you can visit and children will enjoy an outing to the Henson Robinson Zoo and have plenty of fun options at Knight's Action Park.

Ann Arbor is an excellent weekend getaway destination, boasting great museums, vibrant culture and a great selection of outdoor activities. The city is home to the University of Michigan, one of the country's most prestigious public universities and many of the attractions can be found on the extensive university campus - student-led campus tours are available. A few of the excellent museums you can visit include the University Of Michigan Museum Of Natural History, the Gerald R. Ford Presidential Library and the Kelsey Museum of Archaeology.

You can enjoy the visual arts at the University Of Michigan Art Museum or listen to a wide range of musical genres at the University Of Michigan School Of Music. The Hill Auditorium, Michigan Theatre and the Kerrytown Concert Hall are all great entertainment venues featuring everything from Broadway musicals to opera and ballet.

If you would like to watch a game at the largest stadium in the United States you have come to the right place – Michigan Stadium was built in 1927 and plays host to a variety of sports. You can go sledding and ice skating in Buhr Park in winter or hiking, cycling, fishing, boating and bird watching at the Hudson Mills Metropark.

Families should not miss a visit to Ann Arbor Hands-On Museum for hours of interactive fun promoting literacy and science.

Driving Distances from Chicago

• 1. Grand Geneva Resort - 1 hour 30 minutes from Chicago
• 2. Grand Traverse Resort - 5 hours from Chicago
• 3. The Abbey Resort - 1 hour 40 minutes
• 4. Egg Harbor - The Newport Resort - 4 hours 30 minutes
• 5. The Knickerbocker on the Lake - 1 hour 30 minute
• 6. SevenOaks - 1 hour 30 minute
• 7. The Green Tree Inn - 4 hours 25 min
• 8. The American Club, Kohler - 2 hours 30 minutes
• 9. Washington House Inn - 2 hours
• 10. The Mansion Bed and Breakfast - 50 minutes
• 11. Sweethaven Resort - 1 hour 20 minutes from Chicago
• 12. Hawk Valley Retreat & Cottages - 2 hours and 45 minutes
• 13. Mansion Hill Inn for Couples - 2 hours 30 minutes
• 14. Vrooman Mansion - 2 hours
• 15. Galena Log Cabin Getaway - 2 hours and 45 minutes
• 16. Oakwood Resort, Syracuse, IN
• 17. The Steamboat House - 2 hours and 45 minutes
• 18. Market Street Inn - 3 hours
• 19. TimberCreek Bed & Breakfast - 1 hour 45 minutes
• 20. The Inn at Irish Hollow and Country English Cottages - 2 hours 45 minutes
• 21. Farmers Guest House - 2 hours 45 minutes
• 22. Saugatuck

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BEST Weekend Getaways From Chicago in 2023 (From a Local)

The best weekend getaways from Chicago in 2023 whether you love nature, beaches, cities or small towns. From romantic getaways for couples to fun vacations for friends or families, there is something for everyone on this list.

Best Weekend Getaways From Chicago

Looking for the best weekend trip from Chicago? Fortunately there are many places in the United States (and even Canada) that are a short drive or flight away. You will love these weekend getaways from Chicago – from amazing places in the Midwest that you can easily drive to from Chicago to a few incredible cities that are only a short flight away.

(And make sure to check out my  essential road trip packing list (with free printable pdf) if you are driving or my carry on packing list  to make sure you have all your travel essentials before you go!) Disclaimer: This article contains affiliate links. I may make a small commission if you make a booking using my links at no extra cost to you. As an Amazon Associate I earn from qualifying purchases.

Lake Geneva, Wisconsin

Lake Geneva, a resort city on the shore of Geneva Lake is a popular vacation destination from Chicago. In fact, wealthy Chicagoans built their mansions here during the Gilded Age. Visitors can still get an up close view of these beautiful homes by walking the 20 mile Geneva Lake Shore Path around the lake.

If being in the water is more your thing, you can rent just about anything (speedboats, jetskis, kayaks, pontoons, etc) for an adventurous day. While Lake Geneva is a great place for some beach fun, visitors can also enjoy zip-lining, a waterpark, golf, a petting zoo, spas and more.

Lake Geneva is also a great destination for a winter weekend getaway as visitors can go skiing and snowboarding or visit the ice castles .

Read about the best things to do in Lake Geneva here .

Stay: Grand Geneva Resort & Spa

Getting There: By Car: Lake Geneva is only 83 miles from Chicago

Elkhart Lake, Wisconsin

Elkhart Lake is a quaint town where visitors can really experience an authentic summer lake getaway but also enjoy the year-round offerings. Take a dip in the crystal clear waters, experience the various watersports (paddleboarding, kayaking, jet skiing), go fishing or just lounge around on a pool float.

While the lake is a big draw, there is so much more to the area. From hiking the picturesque Kettles, The Ice Age Trail or along the shore of Lake Michigan, there is no shortage of beautiful hiking spots. Golf enthusiasts will appreciate the top golf destinations located less than 30 minutes away. Motorsports lovers and thrill seekers will want to check out Road America Racetrack , North America’s longest natural road racing facility.

The fun doesn’t end when summer is over. Dog sledding, snowshoeing, skiing and carriage rides are available for winter time fun.

Stay: The Osthoff Resort

Getting There: By Car: Elkhart Lake is 150 miles from Chicago (about 2.5 hour drive)

Galena, Illinois

Galena is short road trip from Chicago but it is a great place for a weekend getaway whether on a romantic trip or traveling with kids. Galena is a charming and historic small town. A large portion of the city is listed on the National Register of Historic Places and there are many historical sights to explore including the Ulysses S. Grant Home, the Elihu B. Washburne House, Dowling House and the Old Market House.

Some things to do in Galena including shopping downtown at the many boutiques and antique stores, eating at local restaurants and wine tasting at local vineyards or exploring the lush rivers and hiking trails dotted throughout the area. Galena is close to Apple River Canyon State Park , an Illinois state park, where you can go hiking, fishing and more.

Stay: Country Inn & Suites by Radisson

Getting There: By Car: 164 miles driving distance from Chicago

Dubuque, Iowa

Dubuque, Iowa’s oldest town, is located across the Mississippi River about 20 minutes from Galena, Illinois. With its historic architecture and hilly landscape, Dubuque is worth visiting year round.

Some of the best things to do in Dubuque including visiting the 14-acre National Mississippi River Museum & Aquarium and enjoyng spectacular views of the river from Eagle Point Park .

From April though November, visitors can ride Fenelon Place Elevator Company (also known as the Fourth Street Elevator), a historic cable car. This funicular railway has been called “the world’s steepest, shortest scenic railway” and has great views of downtown Dubuque, the Mississippi River and 3 states.

Winter activities include skiing and snowboarding at Sundown Mountain Resort, cross country skiing, snowshoeing and hiking.

Stay: Hotel Julien Dubuque

Getting There: By Car: Dubuque is 178 miles from Chicago (just over a 3 hour drive)

Milwaukee, Wisconsin

Milwaukee is famous for its beer -it is nationally recognized with the nickname “Brew City” due to its nearly two centuries of brewing heritage from multiple past major brewers including Miller Brewing Company, Pabst Brewing Company, and Joseph Schlitz Brewing Company. One of the best things to do in Milwaukee is to tour one of its many breweries. Another interesting attraction is the Harley-Davidson Museum.

Stay: Brewhouse Inn and Suites (boutique hotel housed in what was once the main Pabst brewery building)

Getting There: By Car:   93 miles driving distance By Train: Amtrak Hiawatha train offers frequent daily service between Milwaukee and Chicago. By Air: It probably does not make sense to fly but there are daily nonstop flights from Chicago O’Hare to Milwaukee Mitchell International Airport (MKE)

New Buffalo, Michigan

New Buffalo, Michigan is a charming beach town on the shores of Lake Michigan. The beaches face west and have beautiful sunsets.

In addition to the beaches, a must see attraction is Galien River County Park , a beautiful park with boardwalk paths through the marsh.  For those that enjoy gambling, New Buffalo is home to the Four Winds Casino Resort .

Getting There: By Car: 70 miles driving distance By Train: New Buffalo has daily Amtrak service from Chicago on the Blue Water and Wolverine lines.

South Bend, Indiana

One of the best things to see in South Bend is the Studebaker National Museum , featuring a large collection of Studebaker automobiles drawn from the history of the company, beginning with horse-drawn carriages. They also have the carriage that Abraham Lincoln took to Ford’s Theater the night he was assassinated.

For those with a sweet tooth, visit the South Bend Chocolate Company, which is home to one of the largest collections of chocolate memorabilia in the world, including a 1,300-year-old Mayan chocolate pot among the hundreds of tins, containers and chocolate boxes of all shapes and sizes.  Visitors can take a factory tour for a history lesson of chocolate and its origins, as a guide leads guests through all of the factory processes, including panning, enrobing and more, including a test sample at the end. For an extra special treat, you’ll dip a chocolate spoon, walk through the Chocolate Museum and receive 10% off your purchase that day.

South Bend is famous for being home to the University of Notre Dame. There are many attractions on the beautiful, large campus including the Golden Dome, Notre Dame Stadium, the Basilica of the Sacred Heart and the Grotto of Our Lady of Lourdes, a replica of the famous shrine.

Stay: Aloft South Bend or Morris Inn at Notre Dame (if you want to stay on-campus)

Getting There: By Car:   96 miles driving distance By Train: South Shore Line commuter rail runs multiple daily trains between Millennium Station in downtown Chicago and South Bend Airport station. By Air: United Express has multiple daily flights from Chicago O’Hare and South Bend International Airport (SBN)

Madison, Wisconsin

In addition to being the capital of Wisconsin, Madison is a fun college town full of cafes, breweries, restaurants, bookstores and other attractions. For those that enjoy being outdoors, Madison is a good base for nature-filled activities in the area including hiking, biking, fishing and boating.

Getting There: By Car: 147 miles driving distance from Chicago

Holland, Michigan

Located on the shores of Lake Michigan, the city of Holland, Michigan, which was founded by Dutch Calvinists in the late 1840s, proudly flaunts its Dutch origins, and is home to canals and a 250-year-old authentic Dutch windmill.

Holland is especially pretty in the spring when you can see colorful tulips in local gardens, parks, attractions and lining the streets. You can see millions of tulips at Veldheer Tulip Gardens . One of the mont popular times to visit is during the Tulip Time Festival , the largest tulip festival in the United States which is held every year in May.

Stay: Courtyard by Marriott Holland Downtown

Getting There: By Car: 150 miles driving distance from Chicago

Door County, Wisconsin

Door County , located in the northeast corner of Wisconsin, is a hidden gem full of charming villages and towns, lighthouses, state parks, vineyards, and outdoor attractions and activities.

Sturgeon Bay is a convenient base for exploring the area. The city is a fisherman’s mecca, with some of the best bass fishing in the world. You can also tour a restored tug, visit the Door County Maritime Museum, learn the history of Door County, stroll down historic 3rd Avenue, or enjoy nature at Potawatomi State Park on the city’s edge.

Explore one or more of several little towns located along the east and northeast coastline of Door County which full of unique shops, galleries, restaurants and breweries.

Bring your car or bike on the 30 minute ferry to Washington island, located northeast of the tip of the Door Peninsula.

Stay: Sturgeon Bay, Egg Harbor, Fish Creek, Bailey’s Harbor or Sister Bay all have good options

Getting There: By Car: 244 miles driving distance to Sturgeon Bay

Shawnee National Forest

Nestled between the Mississippi and Ohio Rivers in southern Illinois, the Shawnee National Forest is full of natural beauty, making it ideal for outdoor recreation from hiking to climbing.

The stunning Shawnee National Forest landscape features woodlands, hills, lakes, creeks, rock formations, cliffs and bluffs. You can also see wildlife such as bad eagles.

Shawnee National Forest is the best place to go hiking in Illinois with spectacular views. Trails include the long River to River Trail and the Rim Rock National Recreational Trail. The must see attraction is the Garden of the Gods wilderness area featuring ancient sandstone cliffs and formations.  Climbers should not miss the Jackson Falls climb on 60 feet of sandstone cliffs and boulders that include numerous freestanding towers.

If you enjoy wine, The Shawnee Hills Wine Trail features 11 wineries located along a 35-mile scenic drive along highway 127 and highway 51 in the Shawnee National Forest.

Stay: Riverview Mansion Hotel (a unique boutique style mansion)

Getting There: By Car: 300 miles driving distance from Chicago

Do you prefer to fly rather than drive? Here are a few cities worth visiting for the weekend that are only a short flight away.

Toronto, Canada

Although Toronto is in a different country, it is only a short flight away. You can even drive there in one day but that is long drive unless you have a long weekend.

Toronto is very similar to Chicago in that it offers great theater, shopping and restaurants. The CN Tower, the tallest freestanding structure in the Western Hemisphere is a must see attraction. If you are feeling brave, try the EdgeWalk, a walk outside on the ledge encircling the top of the CN Tower. Other must see places are St. Lawrence Market and the Distillery District.

Looking for more things to do in Toronto? Here is a 3 days in Toronto itinerary written by a local.

Stay: Fairmont Royal York (located right by Union Station)

Getting There: By Air: Several airlines offer nonstop flights between Chicago O’Hare and Toronto Pearson International Airport (YYZ) which is approximately a 1.5-2 hour flight. By Car:   523 miles (about 8.5 hour drive)

Atlanta, Georgia

Atlanta, Georgia is another great city for a weekend getaway especially if you want to indulge in some southern food.  Some must see attractions (especially for families) include Piedmont Park, Georgia Aquarium, College Football Hall of Fame and the World of Coke. Here are the best things to do with 2 days in Atlanta .

Getting There:

By Air: There are numerous flight options between Chicago and Atlanta from both Chicago O’Hare and Chicago Midway. Flight time is approximately 2 hours.

New York City

New York City is an easy city to fly to for the weekend. Here are the best things to do with 2 days in NYC .

By Air: There are numerous flight options between Chicago and New York City from both Chicago O’Hare and Chicago Midway. Flight time is approximately 2 -2.5 hours.

What are your favorite weekend getaway from Chicago ?

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The Best Resort Getaways from Chicago

By Nicole Schnitzler

We love a good journey, but sometimes it really is about the destination—especially when that arrival point comes with spa treatments, world-class meals, and over-the-top service. Enter the hotel getaway, the tried and true escape we call upon for skipping town and hitting the snooze button for a couple days. If you're a Chicagoan and desperately in need of an escape, there are a host of resorts in Illinois and beyond ready to deliver that R&R.

From a world-class Wisconsin spa to a quaint Galena B&B, here are seven of the best Chicago-area resorts to book now. Their on-premise perks are at your fingertips, so upon check-in, you have full permission to log off and immediately start unwinding.

All listings featured on Condé Nast Traveler are independently selected by our editors. If you book something through our links, we may earn an affiliate commission.

Geneva National Resort & Club — Lake Geneva, Wisconsin

Chicagoans need not travel far to experience a weekend of sun, sport, and serious dining—just two hours due north to this hotel, where premier hospitality awaits. A total of 16 brand-new suites greet guests, and if it’s a bigger group you’re bringing, consider a cottage—each one comes with an ensuite bath, full kitchen, and private patio. Golfers looking to tee off can choose between three courses (designed by the likes of Gary Player and Arnold Palmer), while those foregoing the fairways will enjoy an array of onsite amenities, from a state-of-the-art Clubhouse wellness center to a full-service spa. When dinner time rolls around, check out any of the resort's dining options—namely the tony Hunt Club Steakhouse.

Book now: Inquire for rates at genevanationalresort.com

Hillside Waterfront Hotel — Door County, Wisconsin

Opened in 1890 as a go-to destination for Door County travelers, this inn has expanded over the years into a modernly outfitted and upscale hideaway—while still maintaining the integrity of its original white-hued landmark (an evolution that earned it a spot on the National Register of Historic Places). Guests can choose between five suites and two cottages, each thoughtfully appointed with Matouk linens, European down comforters, and fireplaces. Enjoy homemade shortbread cookies or chocolate-covered cherries from your own private deck (complete with water views), or head to the common area porch—the longest one in the county.

Book now: From $330 per night at expedia.com

Jail Hill Inn — Galena, Illinois

Known for its 19th-century buildings and ancient ceremonial sites, Galena is a town steeped in history—right down to this bed and breakfast, a 135-year-old spot brimming with character. Chilled Champagne and chocolate greet guests upon arrival in any of the six spacious suites—a welcomed accompaniment while taking in the room’s other amenities (from plush bathrobes to luxe linens). Enjoy afternoon wine and cheese in the courtyard, and come morning, stick around for the three-course breakfast, featuring eggs Benedict and garden omelets.

Book now: From $400 per night at expedia.com

Andrea Cheng

Jessica Puckett

Sophie Yun Mancini

The American Club — Kohler, Wisconsin

For a city retreat rife with relaxation, upscale dining, and an array of activities, make it a stay at this sprawling Wisconsin fixture , the five-star lodging manifestation of design pioneer Kohler Co. The resort naturally takes pride in its spa (Kohler does make some of the finest bathroom fixtures in the world after all), a sanctuary of custom Vichy showers, hydrotherapy treatments, and a 30-foot relaxation pool. Golf enthusiasts can head to any of the championship courses, which have hosted multiple PGA Championships, while a nearby 500-acre nature preserve ensures ample outdoor time for the rest of the party. Work up an appetite, then work your way down the restaurant list—there are more than 15 here, from wood-fire grilled plates at Taverne to juices and superfood at Press + Chill.

Book now: From $513 per night at expedia.com

The Conrad — Indianapolis, Indiana

It may be in an urban center, but this new addition to the scene will make you feel a world away. Book a room within The Collection, a group of luxury suites honoring the art world with originals from Dali, Picasso, and Warhol. Head downstairs for dinner at The Capital Grille, and follow it up with a different kind of room service: The Pillow Menu, a selection of five different (albeit equally dreamy) sleep cushions. Continue that R&R in the morning with a visit to the spa and infinity pool, or take a cruiser through the adjacent Cultural Trail, an 8-mile bike path through the city that connects its cultural districts.

Book now: From $161 per night, expedia.com

Hotel Northland — Green Bay, Wisconsin

When this resort opened in 1924, it was the largest hotel in Wisconsin—and now, after extensive renovations just last year, it’s one of the most recently updated, too. Find those modern comforts throughout your room (from flat-screen TVs to walk-in showers), and peruse the building’s eight floors to unearth its historic details, from original woodwork to terrazzo floors. Embrace that old-meets-new aesthetic at the Alley, a fully loaded rec room with billiards and bowling, then head to dinner at Poke the Bear, a favorite for dialed up comfort food.

Book now: From $137 a night at Skylark.com

The Pfister Hotel — Milwaukee, Wisconsin

After opening its doors in 1893, this hotel quickly became known as a “ Grand Hotel of the West ,” bringing with it a Romanesque Revival design and many features uncommon to the time (from electricity to thermostat controls). Visitors continue to flock to the Milwaukee mainstay for that attention to detail throughout—from the lower level (with Well Spa + Salon and Turkish baths) to floor 23 (where you can take in live jazz, martinis, and must-see city views at Blu). When it’s time to turn in, opt for one of the hotel suites, where luxury sitting rooms, wet bars, and California-king beds beckon.

Book now: From $380 a night at Skylark.com

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5 Best Weekend Getaways Near Chicago For Every Traveler

Few destinations can stand up to Chicago, but sometimes we all need a break from the concrete, crowds, and traffic. Some prefer the relaxing vibe of small-town charm, others an escape into the great outdoors, or perhaps a little of both.

With this in mind, we consulted with current and former Chicago residents, pulled out our maps, and mixed it all up in our super scientific trivago lab and came up with the best weekend getaways near Chicago.

Chesterton, Indiana — 47 Miles

If you’re planning a road trip to Chesterton, Indiana, you’ll want to make sure you’re there by Saturday morning when the town hosts a weekly (from May through the end of October) family/artisanal European Market .

For the afternoon, head over to the Indiana Dunes State Park where you have access to hiking trails (including the nine-mile Calumet Trail), camping, and a number of events, like Beach Yoga, critter feeding, and an “edibles walk” where you learn what you can eat along the trails—meaning no more hangry fights with your significant other who forgot to bring a snack.

Hotels & Vacation Rentals - Chesterton

Where to stay in chesterton.

You get bang for your buck at the Best Western Indian Oak in Chesterton, but there are opportunities to splurge a bit if you like. Rooms can come with a fireplace, a balcony, a spa, and even adjoining rooms if you’re traveling with a large group or family.

Indian Oak also offers massage service, a steam room, an indoor pool, hot tub, and exercise facilities. Hungry? You’ll find Gelsomo’s, an Italian restaurant, right across the street with other nearby restaurants covering everything from Mexican to Thai.

Best Western Indian Oak

Lake geneva, wisconsin — 80 miles.

Locals say it’s easy to fall in love with Lake Geneva, pointing to the diversity of opportunities packed into the town of about 8,000. One of the more popular adventures for weekend getaways and road trip travelers from Chicago is the canopy tours. Lake Geneva Canopy Tours will get you out on the ropes year-round for a canopy course with eight different zip-lines covering 100 acres. Prefer staying closer to the ground? They’ve also got nine miles of hiking and mountain biking trails.

Hotels & Vacation Rentals - Lake Geneva

Where to stay in lake geneva.

You’ll want to call the Grand Geneva Resort & Spa home by the time you’re done with your stay. The AAA Four Diamond resort has everything you could possibly want in a pampered weekend getaway from Chicago. Rooms come equipped with flat-screen televisions, a minifridge, coffee maker, and a writing desk should you be so compelled to jot down some memories.

If you’re one to earn your relaxation, there are tennis courts, two golf courses, and skiing facilities (if it’s the season) where you can work up a sweat. Then, switch right back into relaxation mode by heading to the spa and melting away at one of the property’s pools before dinner and partying it up at the nightclub.

Grand Geneva Resort & Spa

Starved rock state park — 94 miles.

Look through a gallery of images from Illinois’ Starved Rock State Park and you’d never guess it’s just 90-minutes outside of Chicago. Although you can walk for miles on end across the Wind City, there’s no substitute for the crunch of the trail, and at Starved Rock, you’ve got 13 miles-worth waiting for you around the Illinois River and the seasonal waterfall at St. Louis Canyon. You can also sign up for a canyon tour for $25/person that will take you for a scenic stroll to Council Overhang and Ottawa Canyon.

Hotels & Vacation Rentals - Oglesby

Hotel near starved rock.

Brightwood Inn is situated conveniently just four minutes (by car) south of Starved Rock State Park and within the confines of Matthiessen State Park. This B&B is perfect for a romantic getaway or even for travelers simply looking for a bit of peace and tranquility surrounded by the serenity of the wilderness. Brightwood makes it easy to relax with your in-room hot tub, fireplace, and a homemade breakfast every morning. They’ll also help you get your heart pumping with state park trails, canoeing on the Fox River, horseback riding, skydiving, cycling on the I&M Canal towpath, and white water rafting on the Vermillion River.

Brightwood Inn

Saugatuck, michigan — 142 miles.

Freshwater beaches, natural serenity, and a creative art community encapsulate Saugatuck, Michigan. You might not know much about it, but travel media have long taken note of this region with Condé Nast Traveler crediting Saugatuck with one of the “Top 25 Beaches in the World” where travelers can find a secluded stretch of sand and take in an awe-inspiring sunset.

More active travelers can work their way through rolling dunes or, come winter time, go cross-country skiing along the frozen shore or in the snow-covered woods. Once you’ve inevitably worked up an appetite, the plethora of locally-sourced restaurants and neighborhood coffee shops are there to energize you before you head back into the wild.

Hotels & Vacation Rentals - Saugatuck

Where to stay in saugatuck.

At Hidden Garden Cottages & Suites , you get privacy and convenience. Located right in the heart of downtown Saugatuck, everything you could possibly need is within walking distance — and we’re not just talking about restaurants. Oval Beach is under a mile away as well as Mt. Baldhead Park and the Saugatuck Harbor Natural Area. When you’re at the Inn, you’ll be treated to 27 years-worth of hospitality with a number of package specials available for a little icing on the cake on your weekend getaway.

Hidden Garden Cottages & Suites

Sheboygan, wisconsin — 148 miles.

More Lake Michigan fun awaits in the Wisconsin town known as “The Spirit on the Lake.” Bonus points for holding claim as the bratwurst capital of the world. Need proof? Head to the Old Wisconsin Sausage Outlet Store , a local favorite for over 50 years. Needless to say, you’ll need to make the most of the outdoors to burn up those bratwurst calories and Sheboygan does not disappoint.

The lake itself offers surfing, kite surfing, windsurfing, sailing, kayaking, jet skiing, boating, and fishing. By land, you can bike, hike, climb, and golf before celebrating your healthy excursions with more food and drink. Then again, Sheboygan also keeps more zen-like travelers in mind with spas to relax the body.

Hotels & Vacation Rentals - Sheboygan

Where to stay in sheboygan.

Right downtown and steps away from Lake Michigan, you’ll find one of the town’s highest guest-rated hotels in GrandStay Sheboygan . No matter what you book, you’ll get a full kitchen and a number of modern amenities in this pet-friendly hotel. If you’re staying for a few nights, you’ll have to take advantage of the indoor pool & whirlpool and exercise room.

Need help finding your way around? GrandStay Sheboygan can point you in the right direction of restaurants, shopping, nearby attractions, and upcoming events, like the annual Dairyland Surf Classic—the globe’s largest lake surfing competition.

GrandStay Residential Suites Sheboygan

Featured image courtesy of  Aaron Burden  on  Unsplash

9 easy must-do weekend trips from Chicago

Chicago is blessed with world-class museums, an amazing food scene, some of the best breweries in the country, and everything else you’d ever want to do. But even the most passionate Chicagoans need to escape the city every now and then. Luckily, there are dozens of superb weekend getaway destinations, all within a few hours’ drive of the Windy City. 

There are miles upon miles of Lake Michigan coastline to explore, there are national and state parks with gorgeous nature, and there are charming cities and towns all over the Great Lakes region where you can find a little bit of quaint comfort. Planning will go a long way to ensure a successful weekend trip. So research where to go, find luggage storage in Chicago if you need to drop the bags off, book lodging, plan where to eat and what to do, and hit the road. 

Here are the best weekend getaways from Chicago: 

Dubuque, Iowa 

Located on the banks of the Mississippi River, Dubuque is the ideal weekend getaway for history buffs and older tourists. Baseball fans will want to visit the famous “ Field of Dreams ” ballpark, which is now the home of special events hosted by Major League Baseball. 

The town itself has been revitalized somewhat in recent years, with art galleries, breweries, murals, and restaurants opening in downtown Dubuque. Dubuque is heavy on the small-town charm and well worth a visit. 

Distance from Chicago 

It takes just under three hours to reach Dubuque from Chicago. Driving is the only option for transit. 

Our activity recommendations

This historic town is a delightful change from downtown Chicago, with a picturesque old-school Main street with many pre-Civil War buildings, like the Black Horse Inn. There’s also the Febekon Place Elevator, which is a scenic railway that overlooks the city and provides a spectacular aerial view. 

Best season to visit

Summer, fall, and spring are the best times of year to visit Dubuque. 

Holland, Michigan 

Western Michigan has a ton of delightful towns for weekend getaways, and Holland is one of the best family-friendly options. Located less than a mile from the stunning Lake Michigan coastline, Holland is famous for its large Dutch immigrant population and its furniture-making industry. 

Distance from Chicago

You’ll have to drive south and east for about two and a half hours to get to Holland. Driving really is the best way to get there, although Amtrak runs a train as well. 

Explore Holland’s (aptly-named) Dutch heritage by exploring delightfully kitschy attractions like Nelis’ Dutch Village, De Klomp Wooden Shoe, and the Windmill Island Gardens . 

In proper Dutch fashion, Holland (Michigan) celebrates the annual blooming of tulips every springtime. With millions of tulips planted across the area, it’s a gorgeous time of year to visit. Summer is also ideal, with the Lake Michigan shore and beaches only a mile away from town and gorgeous Lake Macatawa providing plenty of outdoor recreation. 

Grand Rapids, Michigan 

While far from the largest city in the country, Grand Rapids has a massive beer scene. Since the industry’s boom in the past two decades, Grand Rapids has quickly become one of the craft beer meccas, drawing thousands of beer nerds to its taprooms and breweries. 

It’s a three-hour drive from Chicago to Grand Rapids, probably less if you miss Friday traffic. Amtrak also runs a service from Union Station directly into downtown Grand Rapids, the train ride is about four hours. 

Beer truly is the main draw for visitors, with companies like Founders, Brewery Vivant, Saugatuck Brewing, and Grand Rapids Brewing all operating popular taprooms. The food isn’t bad at all either, with local favorites Forty Acres Soul Kitchen and Terra GR being high-end dining options.

When you’re not drinking, renting kayaks or bikes to enjoy the riverfront are great ways to stay active. Lake Michigan is less than 30 minutes away by car too.

Summer and fall are perfect for enjoying some time outdoors, especially if you’re looking at kayaking and swimming along the river or Lake Michigan. Winter is also a great time to do a long weekend because you can hit the slopes at the nearby Cannonsburg Ski Resort. Also, the many Grand Rapids breweries are great for a cozy pint to warm up.

Indiana Dunes National Park, Indiana

The sandy dunes overlooking Lake Michigan have finally gotten their due and were made into a national park. Indiana Dunes National Park is the closest conservation and recreation area of its kind to Chicago and the perfect weekend getaway (or day trip) for outdoor enthusiasts.  

It’s only about 90 minutes by car (which is the most convenient way to get there) from downtown Chicago. Unless you want to explore the whole area and stay in a cabin, Indiana Dunes National Park is one of the best day trips from Chicago. The South Shore Line will also take you to the Indiana Dunes, but driving is easier and more flexible. 

There are over 15 miles of beautiful Lake Michigan shoreline to explore and enjoy. You can enjoy the beach, go for a swim, hike the trails along the dunes, and even go horseback riding. 

Summer and fall are the best times to go. Visiting during winter is absolutely inadvisable because of lake effect weather. Spring is better, but the weather brings frequent rain that impacts the hiking trails and terrain.

Kohler, Wisconsin 

Located north of Milwaukee along Lake Michigan, Kohler is famous for its resorts and golf courses. The American Club is a bucket-list course for golfers, and there are a number of spas and restaurants that make Kohler a relaxing destination. 

Kohler is a two-and-a-half-hour drive from Chicago. A great way to break up the trip is to stop in Milwaukee for lunch.

Our activity recommendations 

The upscale resorts and golf courses are the main draw at Kohler, which makes them frequent weekend getaway destinations for older travelers. The Kohler Waters Spa is the perfect place to unwind, and the American Club boasts one of the best golf courses in the country. 

For weekend getaways based around golf, summer and fall are the best times of year to head up to Kohler. Kohler is also a wonderful destination for spas and resorts during the winter. 

Lake Geneva, Wisconsin 

Of all the weekend getaways from Chicago, this one has to be the most popular. Lake Geneva is Chicago’s equivalent of The Hamptons. Basically, everyone knows someone with a house up there. This makes sense, given it’s only a 90-minute drive from Chicago, just over the Wisconsin border. There are plenty of hotels, like The Abbey and Grand Geneva Resort . Multiple golf courses surround the lake as well. But the main reason to head to Lake Geneva is to appreciate the natural beauty with friends and family. 

Lake Geneva is about as close to Illinois as you get, and it only takes about 90 minutes to get there from Chicago by car, which is the only real way to get there. 

All the best activities in Lake Geneva are based around the water. Renting a boat from one of the marinas is a great way to get the family out on the water. There are multiple public beaches as well. 

During the winter, there is a village of ice castles made by expert sculptors that’s worth checking out. Alpine Valley Ski resort is nearby, which also hosts concerts during the summer. 

Summer is the best time to take a weekend trip to Lake Geneva, but it does get busy during this time of year. During the fall, Lake Geneva gets a boost when the leaves change color, despite it being too cold for boating and swimming. 

Madison, Wisconsin 

Wisconsin’s capital city is one of the most popular weekend getaways from Chicago. All the best Wisconsin culture is represented in Madison, which mostly consists of beer, brats, and Badger Football. The University of Wisconsin’s gorgeous campus is located right in Madison, which gives the city energy when students are on campus. But there’s a nice variety of outdoor activities and culture in the city as well. 

Madison is a three-hour drive from Chicago. There are also bus routes between downtown and Madison that take about three hours and 30 minutes. 

For such a small city, there’s plenty to do in Madison. Snowshoeing in the winter, hiking in the summer, appreciating the leaves in the fall, and drinking all year long. 

Just outside of Madison is the Wisconsin Dells area, which has indoor and outdoor water parks and other outdoor activities. It’s a great excursion from Madison and less than an hour’s drive from the capital. 

Summer and fall are the best times to visit, especially when the leaves change and the University is in full swing.

Milwaukee, Wisconsin

Chicago’s neighbor to the north is an obvious choice for weekend getaways. There is culture, there’s beer (and plenty of it), there are several pro sports teams, and there’s a lot of character. Milwaukee has all the amenities of a larger city, just without all the inconvenience of getting around a place like Chicago. 

If you’re driving up to Door County or Kohler, it’s well worth it to stop in Milwaukee for lunch. 

There is a train from Union Station that lands you right in downtown Milwaukee. This takes less than two hours and can save you some traffic headaches. The drive up to Beer City only takes about 90 minutes. 

There are a number of amazing museums to visit, including the Milwaukee Art Museum, which is a gorgeous modern building along the lakefront. There’s also the Harley Davidson museum which details the story of how Milwaukee became the largest builder of motorcycles in the world. 

Outside of that, there are world-class breweries, restaurants, and bars. Definitely make sure to try a famous Bloody Mary dressed up Wisconsin-style. 

The Milwaukee lakefront is incredible, and there are frequent festivals and events going on, so summer is an amazing time for a weekend trip. But there is enough culture that visiting Milwaukee is fun year-round. If you’re free during the first few weeks of July, hit up Milwaukee Summerfest , which is the largest music festival in the world. 

Starved Rock State Park, Illinois

As far as outdoor activities go, Chicago is hardly the best city in the world. But the area’s best hiking area is absolutely worth visiting. Starved Rock State Park, with waterfalls and topography (rare in a painfully flat state like Illinois), makes for a perfect weekend getaway for outdoorsy types.  

It’s only a two-hour drive from Chicago, but you’ll want to leave early to beat traffic and have a head start on the other hikers. Leaving yourself a full day to explore the nooks and crannies of this park is the best way to go. 

Essentially, there’s really only one thing to do at Starved Rock, and that’s hiking. With 13 miles of trails winding through glacier-carved canyons and terrain, it’s the best hiking Illinois has to offer. There are gorgeous waterfalls and winding streams to take a dip in if you’re hiking during the sweltering Illinois summer. 

Late spring, summer, and early fall are the best times of year to explore Starved Rock. Winter is basically out of the question. Early spring and late fall are entirely weather-dependent.

It’s hard for locals and transplants to find a place they love more than Chicago because there is a lot to love. But getting out of the city for a weekend getaway is a necessary way to recharge and reset. You’ll be more in tune with nature, you’ll feel a little more relaxed after taking a break from traffic, and you’ll have a new appreciation for the gorgeous region surrounding Chicago. If you’re short on time, you can always opt for a fun day trip from Chicago as well, and if you only have a limited time in the city itself, check out our guide on how to spend 3 days in Chicago to maximize your itinerary.

Planning one of the many fun weekend getaways from Chicago is a great way to find a new appreciation for not only the Midwest but also Chicago. Because you can only stay away from that deep dish for so long… 

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• Last Updated On
• October 3, 2023

41 Best Day Trips From Chicago — Places Nearby!

If you’re looking for a quick break away from Chicago, the great news is that you don’t have to look very far—the Windy City is surrounded by beautiful spots that make great day trips, some as close as 15 minutes away!

Everything from Illinois to Indiana is reachable, including all its impressive attractions.

Need help deciding where to go for the ultimate relaxation?

There’s no need to look far for those either–the best day trips from Chicago are right below.

1. Gurnee, IL

With 23 million visitors making their way to Gurnee every year (including Chicagoans), you know you’re dealing with one of Illinois’s most popular tourist hubs.

Sitting right off the I-94 and an hour’s drive away from Chicago, Gurnee is a hotspot, a regular feature on the list of Chicago day trips for those looking for world-class entertainment and shopping.

Start your day out with The Chocolate Sanctuary’s excellent brunch buffet and work it all off by checking out the 160-plus shops that pepper Gurnee Mills.

If you’ve got tots and adrenaline junkies in the clan, Six Flags Great America is a must-visit, with enough kiddie rides and thrilling coasters to keep everyone satisfied!

2. Cedarburg, WI

Wichita’s Cedarburg is located just two hours away from Chicago—time slows down in this delightful town, so head here if you want a leisurely day of unwinding surrounded by small-town charm.

In Cedarburg, friendly folks, rich culture, and gorgeous period architecture abound—you could spend your day here simply exploring and soaking all these in.

If you want to dive deeper into these, the Cedarburg Art Museum, a 19th-century-home-turned-art-museum is a good idea; you can also view some stunning pieces by local artists here.

The town also plays host to many fun seasonal events, including its very own Oktoberfest, but you can also enjoy great wine otherwise at the Cedar Creek Winery.

3. Evanston, IL

Want a break from the city but don’t want to travel too far, either?

Evanston should feature among the options on your Chicago trips list, being that it’s only 33 minutes away.

This little college town is home to gems such as the ethereal Baha’i House of Worship, one of only eight around the world and the oldest of the lot—the beautiful architecture, manicured grounds, and peaceful atmosphere of the temple draw hordes of visitors each year.

From here, art enthusiasts can head to the Block Museum of Art, on Northwestern University’s premises, to see the lovely sculptures, whereas food enthusiasts should consider digging into the fare at Bennison’s Bakery.

Beer enthusiasts, on the other hand, should consider making a stop at Temperance Beer Co. for the brewery tour and delicious brews.

Recommended Hotel Nearby: Graduate Evanston

4. Kankakee County, IL

If you’re looking for outdoor fun on your day trip, consider Kankakee County.

Just an hour and a half away from Chicago, the land surrounding the Kankakee River served as home to many indigenous people through the centuries and is still revered ground for many.

The Kankakee River State Park sits close to the river, sprawled across 4,000 acres of preserved land, and is a popular hub for hiking, bicycling, fishing, and canoeing.

If you’ve got kids in the clan, Perry Farm Park is a good idea, with its nature trails, children’s museum, picnic areas, and playground, whereas fans of famed architect Frank Lloyd Wright may enjoy visiting his 20th-century B. Harley Bradley House.

Recommended Hotel Nearby: Hampton Inn Bourbonnais Kankakee

5. Fairbury, IL

Foodies will enjoy a day out in Fairbury, home to the popular Slagel Family Farms and Kilgus Farmstead, both favorites among top chefs in the state.

Fairbury sits at the heart of Illinois, two hours away from Chicago.

Here, you can meet Kilgus’s lovely doe-eyed residents (of the human and Jersey variety!), get a 101 on milking, and even sample the freshly spun ice cream, all on a one-hour tour that takes you through the farmstead.

You can even stock up on their amazing ice cream if you bring a cooler with you!

At Slagel Family Farms, enjoy well-curated farm dinners that are on offer through the summer and fall months; the family-style dinner is served in a lovely barn, but not before you get an engaging tour of Slagel!

Recommended Hotel Nearby: Hampton Inn-Pontiac

Related: Activities in Chicago

6. South Bend, IN

A little under two hours away from Chicago, South Bend itself may not ring a bell—most people only hear of it through the close-by Notre Dame University—but you should consider familiarizing yourself with the city if you adore culturally rich spots.

Learn about the city at the History Museum, housed in inventor James Oliver’s Victorian manor, and if you want more museums to check out, add the Snite Museum of Art and the Studebaker National Museum to your itinerary.

From there, head to the South Bend Farmers’ Market for the gorgeous local produce.

A trip to South Bend doesn’t end without visiting Notre Dame, so make a stop here to see the lovely campus, stadium, and the stunning, Gothic-style, Basilica of the Sacred Heart.

Recommended Hotel Nearby: Embassy Suites by Hilton South Bend

Related: Best Weekend Getaways From Chicago

7. Oak Park, IL

If you worship at the altar of Frank Lloyd Wright, Oak Park is a pilgrimage that you must make.

Just 17 minutes away from downtown Chicago, Oak Park is a historic neighborhood whose primary identity is Lloyd Wright’s home and whose secondary identity is Ernest Hemingway’s home—a treat for architecture, art, and literature enthusiasts!

Start with a tour of the Ernest Hemingway Birthplace Museum and proceed to the Frank Lloyd Wright Home and Studio, both within walking distance of each other.

Other houses designed by the architect also dot the city; see if you can spot these on your trip!

End the day chilling in downtown Oak Park, or with a chilled lager at the Kinslahger Brewing Company.

Recommended Hotel Nearby: Carleton of Oak Park

8. Madison, WI

What could a capital city offer other than the usual capital-style entertainment, right?

Well, that may also be the case with Madison, but the entertainment here is top-notch and definitely worth a visit for an urban getaway.

Apart from its lovely cityscape, capitol-dotted skyline, and world-class beer, Madison offers visitors tons of attractions such as the Olbrich Botanical Gardens, city trails winding around the city’s lakes (the Capital City Trail is Insta-worthy), plenty of museums, and the Henry Vilas Zoo.

When it comes to beer, Madison leaves you spoilt for choice—take your pick from a Civil War-era taproom (The Malt House), an upscale lakefront restaurant at the University of Wisconsin (Terrace at Memorial Union), or any of the top-rated taprooms abundantly sprinkled across the city.

Recommended Hotel Nearby: Best Western Premier Park Hotel

9. Fennville, MI

Foodies don’t need much motivation to visit Michigan’s fruit belt, but if you do, petite Fennville might do the trick, with its excellent eateries that showcase the local bounty in manners that can have your tastebuds singing.

Visit Fennville at the right time of the year and try your hand at picking ripe cherries and peaches, or get your fill of these fruits in Crane’s Pie Pantry’s delicious offerings year-round, seated in a 150-year-old barn with a fine glass of wine.

Virtue Farms, a cider farm founded by brewmaster Greg Hall, is another great spot if you’re interested in cider and the cider-making process (and sampling some great cider!).

All of these are just two and a half hours away, easily accessible to all foodie travelers.

Recommended Hotel Nearby: AmericInn by Wyndham Douglas/Saugatuck

Related: Beaches in Chicago

10. Oglesby, IL

Oglesby isn’t just another quiet, Illinois-Valley river town—it’s a haven for outdoor enthusiasts, with enough recreational activities to suit any adventurer’s palette.

Sitting at the confluence of the Vermillion and Illinois rivers, Oglesby also sits close to the popular Starved Rock State Park (Illinois’s most visited) and Matthiessen State Park.

Between these two, you can cover horseback riding, golfing, rafting, fishing, canoeing, camping, kayaking, and hiking lovely forest trails (over 13 miles of it across 18 canyons in Starved Rock) in a day.

Springtime at Starved Rock also means a spectacular canyon waterfall.

If family-friendly festivals are your thing, plan your trip around the Harvest Fest in October, where fun events and cider abound!

Travel’s only under two hours, so you’ll have plenty of time to visit the attractions.

Recommended Hotel Nearby: Best Western Oglesby Inn

11. Harbor Country, MI

Harbor Country makes for a good one day trip from Chicago if you’re a fan of urban comforts, especially good beer and shopping.

An hour and a half away from Chicago, Harbor Country is home to spots such as Greenbush Brewing Co.’s original taproom and the Journeyman Distillery (housed in a former corset factory) in the north, and the Red Arrow Highway with its plentiful shopping venues spanning the lakeshore.

If you’re a fan of antiques, you’ll enjoy shopping at the Harbert Antique Mall, but even otherwise, a day spent in just the north, sampling IPAs and spirits, is a day well spent in Harbor Country!

Recommended Hotel Nearby: Fairfield Inn and Suites New Buffalo

12. Lemont, IL

Lemont is one of America’s oldest communities, having been established in 1836, and is of historic importance for the part it played in converting the state’s northern region to a commercial hub; it is from the limestone in the quarries here that many of Illinois’s iconic structures materialized.

An hour away from Chicago, Lemont is brimming with history, from its past to its authentic and preserved historic district that’s been in use since the 1800s and features on the National Register of Historic Places.

You can take a break from the history by biking, fishing, and walking in the Heritage Quarries Recreation Area, or get your thrills at The Forge: Lemont Quarries adventure park, with its rope courses, zipline, and laser tag.

Recommended Hotel Nearby: Aloft Bolingbrook

13. Long Grove, IL

The brainchild of 19th-century German farmers, Long Grove’s selling point is the many original homes and authentic period buildings that populate it—a history and architecture lover’s dream!

Long Grove sits just 35 miles (49 minutes away) from Chicago’s northwest, making it an easy day trip option.

Long Grove is also known for its many food-centered festivals, such as the Strawberry Fest and the Apple Fest, held in its historic downtown district.

Long Grove also has its own Bavarian-style alehouses, such as Buffalo Creek Brewing and Biergarten, where you can enjoy food trucks, live music, and of course, excellent beer.

Recommended Hotel Nearby: Days Inn & Suites by Wyndham Arlington Heights

Related: Fun Weekend Getaways in Illinois

14. Galena, IL

Galena ticks all the right boxes if you adore spots where history and small-town charm ooze through every pore!

Often counted among the best small towns in the country, Galena is versatile—it’s just as great for a romantic getaway as it is for a family trip.

If you’re here for the historic sites, you won’t be disappointed—the town’s past remains nearly untouched in sites such as the Belvedere Mansion, Ulysses S. Grant Home, Galena and U.S. Grant Museum, and Dowling House (Galena’s oldest building), among others.

However, it’s not just about the history at Galena—the town also has many excellent resorts, as well as outdoor attractions such as Horseshoe Mound Preserve and Apple River Canyon State Park.

The drive is about three hours long, but the knowledge you’ll gain is well worth the trip.

Recommended Hotel Nearby: Country Inn & Suites by Radisson, Galena, IL

15. Apple River State Park, IL

8763 E Canyon Rd Apple River, IL 61001 (815) 745-3302

Apple River deserves its own column—there’s an impressive plethora of things to do here for nature lovers and those wanting to unplug from the city for a day.

Nestled in northwest Illinois’s rolling hills, the state park gets its name for the Apple River that carves its way through the area’s limestone gorges.

Apple River is a hub for small-mouth bass and summer sunfish fishing, as well as trout fishing in early spring.

There are four designated picnic areas on the river’s banks, cocooned by beautiful flora and fauna, where you can use the park’s tables and grills for your own barbecue picnic.

After driving two and a half hours from Chicago, relax, take in the view, and breathe in some fresh air.

Recommended Hotel Nearby: Country Inn & Suites by Radisson, Stockton, IL

16. Lake Geneva, WI

This idyllic resort town gives you all the right reasons to visit if you’re looking for “outdoor fun meets leisure meets small-town charm”.

An hour and a half away from Chicago, Lake Geneva perfectly balances its resort-town qualities with its history and charm, thanks to a quaint downtown area, with its many local shops and eateries, and several historic buildings that offset its commercial side.

Lake Geneva is also home to many opulent Gilded-Age estates, built by affluent Chicagoans in the late 1800s; you can see these on a stroll through the 26-mile lakefront Lake Geneva Shore Path or onboard the Lake Geneva Cruise Line.

If you have an adventure in mind, there are plenty of opportunities for zip-lining, hiking, skiing, biking, water sports, and snowboarding in this year-round destination.

Recommended Hotel Nearby: Mill Creek Hotel

17. Grand Rapids, MI

Despite being geographically quite small, the city of Grand Rapids packs quite a big punch, with an international art festival that bathes the whole city in art displays and exhibits, parks sprawled across acres, and an impressive culinary scene.

A day-trip option for all ages, Grand Rapids highlights are the outdoor Sculpture Park, the Japanese Garden, the Butterfly Maze, and the Caterpillar Room.

Another interesting standout is the Frederik Meijer Gardens and Sculpture Park, 158 acres of park and museum combined.

What might also please some readers is that Grand Rapids is also Beer City USA, with craft brews that few can rival—the Beer City Ale Trail affords the best way to explore the city’s 80-plus breweries.

The travel takes about three and a half hours, but the experiences more than compensate for the time.

Recommended Hotel Nearby: Canopy By Hilton Grand Rapids Downtown

18. Holland, MI

Like the actual Holland, Michigan’s Holland comes alive with over 4.5 million tulips in early May, with tons of tourists from around the world flocking to the city for its famed Tulip Time Festival.

You can enjoy these blooms in Windmill Island Gardens and Veldheer Tulip Gardens, among other spots in the city, along with Klompen dancing, delicious Dutch food, fun parades, and foot-tapping music.

You may visit Holland for the tulips, but you’ll end up staying for the rich Dutch culture and heritage, evident in the city’s cuisine, historical architecture, windmills, the art in the Holland Museum, and the DeKlomp Wooden Shoe and Delft Factory.

Come November, the Dutch Winterfest and Parade of Lights bring their own beauty to the city; the rest of the year offers excellent shopping, dining, and beaches.

Whenever you decide to visit, keep in mind that it’s two and a half hours from Chicago.

Recommended Hotel Nearby: CityFlatsHotel Holland, Tapestry Collection by Hilton

19. Monroe, WI

If you think “cheese” when you think Monroe, you’ve hit the nail on the head—head to the “Swiss cheese capital of the USA” for some high-quality cheese, from pungent Limburger to mild Swiss cheese.

Sitting in central Wisconsin, Monroe’s cheese history goes back a long way; you can learn all about this in the National Historic Cheesemaking Center, where volunteer-led tours will take you through Imobersteg Farmstead Cheese Factory.

If you want to pick up some cheese, take your pick from over a hundred varieties at Alp and Dell, along with accompaniments such as beer, sausages, and wine.

The charming downtown area is great for a leisurely stroll, with the historic Green County Courthouse at the center.

If you love cheese, traveling for 2 hours and 38 minutes will be the simplest drive for you.

Recommended Hotel Nearby: Super 8 by Wyndham Monroe WI

20. New Glarus, WI

If you already know New Glarus, you probably do so from its world-class brewery of the same name, which is all the reason you need to visit this lovely village, but if you need more, New Glarus is also “America’s little Switzerland”.

Cute shops, charming eateries, and fun annual events shine a spotlight on the village’s Swiss roots, such as the Wilhelm Tell Festival.

The village center is especially lovely, with specialty shops, museums, and chalet-style structures with a midwestern tinge.

For a literal taste of Swiss food and beer, try Glarner Stube, Chalet Landhaus, or the New Glarus Brewing Co. (duh!), and for a historical/cultural taste of Switzerland, try the Swiss Historical Village Museum.

No need to travel thousands of miles to the Playground of Europe—it’ll only take 3 hours.

Recommended Hotel Nearby: Fairfield Inn & Suites by Marriott Madison Verona

21. Spring Green, WI

Spring Green takes a little more driving to get to (it sits three and a half hours away) but this little town draws visitors with its large architectural treasures—House on the Rock and Taliesin.

The former is artist Alex Jordan’s work, a house full of dollhouses, ephemeral circus gear, infinity mirrors, and the largest indoor carousel in the world; the latter is Frank Lloyd Wright’s studio and estate.

When the hunger pangs hit, grab a bite at the iconic Last Leaf Public House or Arthur’s Supper Club and round off the day with a performance at the American Players Theater.

Recommended Hotel Nearby: Round Barn Lodge

Related: Weekend Getaways From Minneapolis

22. Michigan City, IN

Michigan City, close to the Indiana Dunes National Lakeshore, can be easily reached in a little over an hour by road or rail and is worth visiting for its urban attractions.

Make your first stop at the Washington Park Zoo, where the tots can (safely) get up and close and personal with the residents, ranging from wolves to lions to several exotic species from different parts of the world.

Next, head to Washington Park and Beach Area for a beach picnic, walks on the pier, boat tours, kayaking, fun in the water, and plenty of family-friendly activities on the Lake Michigan coastline; if the tots don’t mind some more learning, you could alternatively visit the Old Lighthouse Museum.

Recommended Hotel Nearby: Holiday Inn Express & Suites – Michigan City, an IHG Hotel

23. Huron-Manistee National Forests

1755 S Mitchell St Cadillac, MI 49601 (231) 775-2421

Though many folks wouldn’t consider Huron-Manistee a day trip, given that it’s four hours away, it’s still an excellent option if you can make it work (and that’s highly possible!).

Occupying almost a million acres of forestland, the Huron-Manistee National Forests are Lower Michigan’s sole national forests.

Here, a ton of recreation opportunities await visitors, from fishing, off-roading, and snowmobiling to birding and wildlife watching.

The Au Sable National Scenic River, which runs through the forest, is one of the prime spots for trout fishing.

Hiking enthusiasts will enjoy the North Country National Scenic Trail winding through the forest, while the Nordhouse Dunes Wilderness Area and Loda Lake National Wildflower Sanctuary are great spots for naturalists.

Recommended Hotel Nearby: Holiday Inn Express Hotel & Suites Cadillac, an IHG Hotel

24. Chicago Botanic Garden, IL

1000 Lake Cook Rd Glencoe, IL 60022 (847) 835-5440

If you’re looking for an easy drive and glorious natural beauty, look no further than the gem that is the Chicago Botanic Garden.

Drive half an hour to the garden and be treated to 30 individual landscaped and themed gardens and natural areas spread across 385 acres, with seemingly infinite flower varieties and verdant foliage.

While walking around is the best way to immerse yourself in the spot’s beauty, there’s also a tram that will take you through the popular spots; there are also many bike trails.

Families with kids may enjoy the Children’s Growing Garden and the Nature Play Garden.

Recommended Hotel Nearby: Sheraton Chicago Northbrook

25. Abraham Lincoln Presidential Library and Museum, IL

212 N 6th St Springfield, IL 62701 (217) 558-8844

While several resources exist online and in books, there’s nothing like learning about the country’s 16th president at the Abraham Lincoln Presidential Library and Museum.

A range of immersive and interactive exhibits, such as traveling displays, documents, and Civil War-era artifacts, will teach you all about Abraham Lincoln, “The Great American Story”.

The museum also hosts several annual events, such as a scavenger hunt and art competitions that are relevant to both the president’s life and the current times, while the library is decked with newspapers, manuscripts, and tons of printed resources that unravel one of the country’s most influential leaders.

For such an Abe Lincoln fan, traveling 3 hours is going to be a breeze.

Recommended Hotel Nearby: Best Western Clearlake Plaza

26. Old State Capitol Historic Site, IL

526 E Adams St Springfield, IL 62701 (217) 785-7960

While we’re on the topic of Abraham Lincoln, here’s another Lincoln-related must-see if you’re a fan of the erstwhile President of the United States—the Old Capitol Historic Site.

This entirely reconstructed building, built in the Greek Revival style, is the site of President Lincoln’s prominent “House Divided” speech, and where he was laid in state after his assassination.

A short video in the onsite theater will give you a brief history of the Old Capitol, following which you can either take a guided or self-tour.

There are also several annual events dedicated to President Lincoln’s legacy, such as the Old Capitol Art Fair, the Abraham Lincoln Symposium, and an Annual Civil War Encampment.

Stop by from the Abraham Lincoln Library—it’s only a 3-minute walk.

Recommended Hotel Nearby: Northfield Inn Suites and Conference Center

Related: Best Weekend Getaways From St Louis

27. Peoria, IL

Peoria, once the “whiskey capital of the world”, sits in the center of Illinois, made up of four distinct neighborhoods that display its vibrant culture and art.

For interesting history lessons, head to the Warehouse District, where historic buildings find a new purpose as residences, shops, studios, and restaurants.

For upscale dining, visit the Central Business District, which also houses the Peoria Civic Center, but to truly feel the city’s pulse, head to any of the restaurants, breweries, and museums (especially the Peoria Riverfront Museum) in the Riverfront District.

For a more quirky, eclectic experience, West Main Street, sitting next to Bradley University, is a great choice.

From Chicago, it only takes under a 3-hour drive to reach this boozy city.

Recommended Hotel Nearby: Best Western Plus Peoria

28. Kettle Moraine State Forest, WI

30,000 acres of breathtaking natural splendor await visitors to the Kettle Moraine State Forest.

A great getaway for nature lovers, the state forest is a little under three hours’ worth of driving from Chicago and is full of hiking, biking, skiing, horseback riding, mountain biking, cross-country skiing, and snowshoeing opportunities.

The Kettle Moraine Scenic Drive will take you through the best of the state forest’s sights and is among the most scenic places near Chicago.

The drive will also take you through the historical Cushing Memorial Park, Wade House Stagecoach Inn, Old World Wisconsin Outdoor Museum, and Holy Hill Basilica, along with several communal, geological, and natural landmarks.

Recommended Hotel Nearby: Hampton Inn & Suites West Bend

29. Door County, WI

This is another one for nature lovers, though at four hours away, it can be quite a drive, however scenic.

If you do make the drive to Door County, though, you’ll be rewarded with splendid natural views, a ton of outdoor activities, and beautiful parks.

The star attraction is Lake Michigan, where you can take in your gorgeous natural surroundings by swimming, hiking, kayaking, and climbing up to Cave Point for ‘gram-worthy views of the area’s limestone bluffs.

A truly unique activity to enjoy at Door County is shipwreck diving and exploring the county’s 11 lovely lighthouses, with their stunning vistas.

Recommended Hotel Nearby: Gordon Lodge

30. Blaum Bros. Distilling Co, IL

9380 US Hwy 20 W Galena, IL 61036 (815) 777-1000

What started off as a rivalry between two brothers turned into a partnership, all thanks to a shared love of whiskey, giving the world the Blaum Bros. Distilling Co. and some mighty fine spirits.

Visitors are taken through the distilling process through a sensory tour, where they can smell, touch, taste, and see the various ingredients that go into the distillery’s handcrafted liquor.

The tour aptly ends in the cocktail bar and tasting room, where guests can get their fill of the distillery’s superb vodka, bourbon, moonshine, and gin—a designated driver is a must!

Gather your bibulous friends and drink to your heart’s content after a 3-hour ride.

Recommended Hotel Nearby: Irish Cottage Inn & Suites

31. Cantigny Park, IL

1 S, 151 Winfield Rd Wheaton, IL 60189 (630) 668-5161

A gift to Illinois’s Wheaton by well-known philanthropist Colonel Robert R. McCormick, Cantigny Park’s doors were thrown open to the public in 1958.

Visitors flock to the park for the many educational and recreational opportunities it presents, including two museums that pay tribute to military history and the colonel himself, respectively.

The park also has beautiful formal gardens spread across acres, a picnic area, and three miles of trails, which you can explore through walking tours.

You’ll also find an education center, a visitors’ center, a full-service clubhouse, and a youth golf academy with a 27-hole golf course to boot at Cantigny, as well as many seasonal activities for children and onsite food joints.

All these attractions are at your disposal with just a 45-minute drive.

Recommended Hotel Nearby: Hyatt House Naperville/Warrenville

Related: Places to Eat: Wheaton, IL

32. North Utica

If you adore sleepy towns and the slow-paced life, it rarely gets better than North Utica, nestled into the banks of the Illinois-Michigan canal and the Illinois River.

North Utica will especially appeal to nature, wine, and antique lovers, with its many parks, trails, proximity to four state parks, antique stores, wineries, flea markets, collectibles stores, and pottery studios.

If you’d like to learn about North Utica’s history, the LaSalle County Historical Museum is a good idea.

If it’s a family day out, get a day pass at the Grand Bear Resort and make the most of the massive indoor waterpark, sports bar, and restaurant.

Visit North Utica and see its underrated beauty; it’s only an hour and 40 minutes away.

Recommended Hotel Nearby: Hampton Inn and Suites Peru

33. White River State Park, IN

801 W Washington St Indianapolis, IN 46204 (317) 233-2434

This urban, 267-acre, award-winning waterfront park sits in downtown Indianapolis and is one of the seven districts designated as cultural districts in the city.

In White River State Park, you’ll find plenty of attractions, both historical and contemporary.

Contemporary curated attractions include the likes of Celebration Plaza, Eiteljorg Museum, the Indianapolis Zoo, the NCAA Hall of Champions Museum, Victory Field, and the Indiana State Museum.

Historical attractions include Old Washington Street Pedestrian Bridge, Historic Central Canal, and the Historic Pumphouse.

All in all, a great family-friendly day-trip option if you’re seeking 3-hour trips.

Recommended Hotel Nearby: Conrad Indianapolis

Related: Weekend Getaways From Indianapolis

34. Napierville, IL

Napierville may be small, but as the old adage goes, size doesn’t matter—this former prairie town is now an award-winning city, earning awards that designate it the best place to live and the top kid-friendly city, among others.

Despite this, Napierville still retains its small-town charm, with friendly folks and plenty of quaint attractions such as the gorgeous 158-fool Moser Tower (though now closed, you can view it from the outside), and the covered bridge, fountains, clock tower, heritage sculptures, paddle boats, and labyrinth at the Riverwalk Park.

The city’s other highlights include the 1.75-mile Riverwalk walkway that runs along the DuPage River and Centennial Beach and Grill, a restaurant-cum-beach-waterpark!

All these are only 40 minutes away from Chicago!

Recommended Hotel Nearby: Chicago Marriott Naperville

35. Indiana Dunes National Park, IN

1215 N State Rd 49 Porter, IN 46304 (219) 395-1882

Tucked into the southern shore of Lake Michigan, the Indiana Dunes National Park is a stone’s throw away from Michigan City at 48 minutes, so you could either combine the two or make a separate trip—it’s worth it, either way!

Open to visitors throughout the year, Indiana Dunes boasts pristine beaches and towering sand dunes.

There’s plenty on offer here for outdoor enthusiasts, from swimming, birding, and hiking in the summer to cross-country skiing in the winter.

Try to catch a sunset here; if you’re lucky and the day’s clear, you’ll even be able to see Chicago’s twinkling skyline.

Recommended Hotel Nearby: Spring House Inn

36. Morton Arboretum, IL

4100 IL-53 Lisle, IL 60532 (630) 968-0074

In existence since 1922, the Morton Arboretum is an outdoor museum and a naturalist haunt 40 minutes from Chicago.

With over 200,000 live plants from around the world thoughtfully exhibited across 1,700 acres, the Morton Arboretum reinforces the significance of protecting nature’s gifts and actively participating in conservation.

Despite the wide variety, each plant variety thrives in the arboretum, having been optimally placed for the best growth.

If you’re not big on learning about plant species, you can simply enjoy strolling through the tree-lined paths that circle Meadow Lake or any of the annual events hosted here, if your visit coincides.

Recommended Hotel Nearby: Chicago Marriott Suites Downers Grove

37. Nicholas Conservatory and Gardens, IL

1354 N 2nd St Rockford, IL 61107 (815) 987-8858

Sitting on the banks of the Rock River, the Nicholas Conservatory is 11,000 square feet of flowers, trees, tropical plants, garden sculptures, an infinity pond, a koi pond, and benches for visitors to sit and soak in all the natural beauty on display.

There are paths outdoors that lead to attractions such as the Riverview Terrace, waterfall gardens, lovely teahouses, Eclipse Lagoon, the Sinnissippi rose garden, Forest City Queen Riverboat dock, and Trolley Car 36 station.

For a lovely dining experience, come here on a Wednesday night in the summer and enjoy a rooftop meal on their viewing deck.

At different times of the year, you can also enjoy several temporary displays such as Breakfast with Santa and Lorikeet House.

Travel a mere 1 hour and 44 minutes to this wonderland and indulge your inner aesthete.

Recommended Hotel Nearby: Embassy Suites By Hilton Rockford Riverfront

38. Anderson Japanese Gardens, IL

318 Spring Creek Rd Rockford, IL 61107 (815) 229-9390

An hour and forty minutes away from Chicago sits the gorgeous Anderson Japanese Gardens, a garden that business John Anderson commissioned expert craftsman Hoichi Kurisu to design.

The gardens sit in the bustle of Rockford but are a world away at the same time.

The gardens are focused on three primary elements—plants, stone, and water—which Kurisu has used to build this oasis.

Guided tours will take you through the seasonal beauty on offer here, as well as the garden’s history and principles.

If you enjoy calm spaces in the midst of nature, this site must feature on your list of places to visit near Chicago.

Recommended Hotel Nearby: Extended Stay America Suites – Rockford – State Street

39. Milwaukee, WI

A slow day with plenty of great beer and Harley-Davidson—if this sounds like your jam, head to Milwaukee for your day trip.

The city celebrates its German brewing heritage, a fact that’s evident in the tons of brewpubs and breweries, historical or contemporary, spread out across the city and serving excellent craft beer.

If you’re a motorcycle enthusiast, you can’t leave Milwaukee without a visit to Harley-Davidson Museum to see the world’s oldest-known Harley and several other motorcycle memorabilia.

Milwaukee also plays host to over two dozen festivals throughout the year (hence known as the “City of Festivals”), but if that doesn’t interest you, maybe the 25 theaters, 150 parks, 75 golf courses, and the lakefront Milwaukee Art Museum will!

The quick one and a half hour travel time is a huge plus, too.

Recommended Hotel Nearby: The Pfister Hotel

40. Rockford, IL

An hour and 40 minutes away from Chicago is Rockford, a family-friendly destination with enough to keep the young and not-so-young equally engaged (yes, involving beer!).

A great way to start the day is to visit the Discovery Center Museum, where over 250 exhibits covering a range of subjects will work off all that excess energy in the kids, or the Burpee Museum with its amazing dinosaur exhibits.

After lunch, head to any of the arboretums, gardens, or conservatories in the “city of gardens”, such as the aforementioned Nicholas Conservatory or Anderson Gardens, for some quiet time before you grab a beer at the Prairie Street Brewing Company and responsibly hit the road again.

Recommended Hotel Nearby: Radisson Hotel & Conference Center Rockford

Related: Best Restaurants in Rockford, IL

41. Midewin National Tallgrass Prairie, IL

IL-53 Wilmington, IL 60481 (815) 423-6370

If you want to see for yourself why Illinois is the Prairie State, visiting Midewin should top your list of things to do outside Chicago .

About an hour away from Chicago sit this 9,000-acre expanse, home to a roaming bison herd that you may spot if luck is on your side (it’s a large park!).

However, that shouldn’t stop you from bringing your binoculars and starting your search at the Iron Bridge Trailhead and hiking three miles to the overlook point, where viewing scopes better your chance of seeing the stars of Midewin!

And there it is—a list of the best day trips from Chicago.

Since so many of these locales involve some form of alcohol, ensure that your enjoyment is responsible and always take along a designated driver.

That apart, here’s to the beauty that surrounds Chicago and a happy day out!

Recommended Hotel Nearby: Hollywood Casino Joliet Hotel

Map of Day Trips Near Chicago, IL

41 Best Day Trips from Chicago, IL for 2024

• Cedarburg, WI
• Evanston, IL
• Kankakee County, IL
• Fairbury, IL
• South Bend, IN
• Oak Park, IL
• Madison, WI
• Fennville, MI
• Oglesby, IL
• Harbor Country, MI
• Long Grove, IL
• Apple River State Park, IL
• Lake Geneva, WI
• Grand Rapids, MI
• Holland, MI
• New Glarus, WI
• Spring Green, WI
• Michigan City, IN
• Huron-Manistee National Forests
• Chicago Botanic Garden, IL
• Abraham Lincoln Presidential Library and Museum, IL
• Old State Capitol Historic Site, IL
• Kettle Moraine State Forest, WI
• Door County, WI
• Blaum Bros. Distilling Co, IL
• Cantigny Park, IL
• North Utica
• White River State Park, IN
• Napierville, IL
• Indiana Dunes National Park, IN
• Morton Arboretum, IL
• Nicholas Conservatory and Gardens, IL
• Anderson Japanese Gardens, IL
• Milwaukee, WI
• Rockford, IL
• Midewin National Tallgrass Prairie, IL

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The best day trips from Chicago

Explore small-town breweries, bakeries and artisan shops when you embark on these easy day trips.

You don’t have to go far or spend a lot of money to enjoy a nice escape from Chicago. A simple day trip offers a fun change in scenery and is cheap and easy. Luckily, there are many exciting destinations within driving distance or accessible by train that provide the perfect getaway. Spend an afternoon soaking up the rays on beaches along Lake Michigan, go hiking near Chicago in a state park or sample a variety of beers and cheeses up north in Wisconsin. The attractions are endless, ranging from amusement parks and Japanese gardens to museums and historic lighthouses. So whether you’re low on PTO or just trying to keep travel costs down, check out our guide to the best day trips from Chicago to explore everything the Midwest has to offer.

RECOMMENDED: The best weekend getaways from Chicago RECOMMENDED: The most unique day trips from Chicago RECOMMENDED: The best Chicago staycation ideas

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Top day trips from Chicago

1.  Milwaukee, WI

Driving time from Chicago: One and half hours

Getting to the Cream City requires a painless drive, but if you plan to fully indulge, ditch the car and hop on the BYOB-friendly Amtrak, which will deposit you in the heart of the city in an hour and a half. Start your day with a stack of pancakes and a round of mimosas at Sweetdiner . Meander around the Historic Third Ward and hop into home decor shops like The Home Market  or fun specialty shops like MOD GEN . Seek refuge and treats at the Milwaukee Public Market , where you’ll find a hodgepodge of the city’s best vendors, including blends from The Spice House , seafood from St. Paul Fish Company , hand-dipped chocolate from Kehr’s Candies  and vino from Thief Wine Shop & Bar . Before catching a train home, walk off the day with a trek along to Lakeshore State Park , a unique 22-acre urban oasis that juts out from the shoreline.  

2.  Fennville, MI

Driving time from Chicago:  Two hours and 20 minutes

Many Chicagoans wait until fall to venture up to western Michigan’s fruit belt. But there’s a compelling argument to be made for hitting the area a couple of months earlier, when the countryside is tranquil and stone fruits like peaches and cherries are ripe for picking. The petite town of Fennville is a great base for tasting the region’s sweet bounty in a host of iterations. Start off with a slice or two of the good stuff at local favorite Crane’s Pie Pantry , a bakery, restaurant and winery housed in a 150-year-old barn. From here, a five-minute drive will deliver you to Virtue Cider , founded by former Goose Island brewmaster Greg Hall. Reserve a spot for a guided trail tour that includes a glass of cider. Finally, make your way to Salt of the Earth for wood-fired pizza and seasonal dishes made from scratch with local and sustainable ingredients.

3.  South Bend, IN

Driving time from Chicago:  One hour and 45 minutes

There’s more to South Bend than Fighting Irish football. Check out the city’s cultured side with an afternoon visit to the History Museum , a stately Victorian mansion that was once home to the family of local industrialist and inventor James Oliver. From there, browse the local bounty at the South Bend Farmers' Market , where you can shop everything from artisan breads and doughnuts to farm-fresh fruits and veggies. When hunger strikes, head to  Café Navarre , an upscale dining spot housed in a repurposed '20s-era bank. 

4.  Madison, WI

Driving time from Chicago:  Two and half hours

Located on an isthmus between two lakes, Madison is a city that’s filled with beautiful sights—in addition to all the cheese and beer you’ve heard so much about. Begin your visit with a scenic tour of the college town on two wheels. You can rent a bike from dozens of BCycle stations , allowing you to make 30-minute trips. The Capital City trail winds around Lake Monona (the smaller of the two lakes) and provides plenty of picturesque stops for an Instagram snapshot of the skyline. Now, onto that cheese and beer: To drink like a local, head for The Malt House , a “craft beer oasis” that dates back to the Civil War era and boasts taps from local brewers like New Glarus and Central Waters. Head for Capitol Square to visit Fromagination , where you’ll find artisanal Wisconsin cheeses and knowledgeable cheesemongers to help you make a decision. Take an evening to visit the Memorial Union   Terrace , a lakefront space on the University of Wisconsin campus where you can enjoy brats, beer and live music during the summer months. 

5.  Gurnee, IL

Driving time from Chicago:  One hour

Located right off I-94, the village of Gurnee is a shopping and entertaining hub that draws 23 million visitors each year—including plenty of nearby Chicagoans. Start your day by fueling up with the brunch buffet at The Chocolate Sanctuary , where you can pile your plate with housemade bagels with lox, shrimp cocktail and chocolate-dipped strawberries. Spend some time digesting while you stroll around Gurnee Mills , which hosts more than 160 stores selling everything from sporting goods to home decor. Thrill seekers won’t want to miss Six Flags Great America , where you’ll find high-speed roller coasters and intense drop rides. On a hot day, you’ll want to plunge down the water slides and splash around the wave pool at Hurricane Harbor. If you can resist indulging in funnel cakes or turkey legs at the park, save your appetite for Primo Italian American Cuisine , where the dinner menu features black truffle ravioli and a tomahawk ribeye. Those visiting on a Friday can end the night with live music in The Parlor, Primo’s speakeasy-style lounge.

6.  Oglesby, IL

Driving time from Chicago:  Two hours

It may not be the mighty Colorado, but Oglesby’s Vermillion River offers the best rafting you’re liable to find within a quick jaunt from Chicago. A 9.5-mile run with Vermillion River Rafting will shoot you over 14 rapids, most of them class I and II. After you’ve handed over your paddle, hop in the car and head up the road to Starved Rock Lodge , where you can catch your breath and lunch on casual fare like burgers or a strawberry pecan salad at the Back Door Lounge. When you feel sufficiently refreshed, hit the hiking trails at adjacent Starved Rock State Park to spot dramatic waterfalls and explore cool glacial canyons. Unwind from your nature adventures by grabbing a nostalgic treat at The Rootbeer Stand   or check out "farm to foam" at The Lone Buffalo by Tangled Roots Brewing Company  in nearby Ottawa. 

7.  St. Joseph, MI

Golden, sandy beaches and a picturesque shoreline attract visitors to St. Joseph and its twin city Benton Harbor. You can spend an entire day out on the water with a rental from Blue Water Boat Rentals , or walk over to the St. Joseph Lighthouses — guided tours are available. If you’re hungry, you won’t have to wander far for good grub, as Silver Beach Pizza —located inside a century-old train depot—slings dependable tavern-style pies. Oenophiles, hit up a variety of vineyards and tasting rooms on the Lake Michigan Shore Wine Trail for some fine Midwestern pours.

8.  Harbor Country, MI

Driving time from Chicago:  One and a half hours

Just across the Indiana border, Michigan’s lakeside “Harbor Country” is only an hour and a half drive from downtown Chicago. Start at the north end, in Sawyer, where you can visit the original taproom of Greenbush Brewing Co.  Pair a pour of Star Chicken Shotgun IPA with some barbecue or Cajun fare. Up next, take the Red Arrow Highway down the lakeshore for great shopping, like hunting through the Harbert Antique Mall . Head back inland to the artsy community of Three Oaks to finish your day at Journeyman Distillery . A $13 tour and tasting nets you samples of 12 different spirits made in the converted corset factory. Plan to sit down for a meal at the distillery’s Staymaker restaurant afterward; you’ll need some food before getting back on the road to Chicago. 

9.  Kenosha, WI

Driving time from Chicago:  One hour and 15 minutes

About an hour north of Chicago sits this Wisconsin town filled with a plethora of things to do. Within a mile radius of the downtown area are five museums—you can gaze at dinosaur fossils and learn about the link between the prehistoric reptiles and birds at the Dinosaur Discovery Museum , or explore how the Civil War affected people on the western front at the Civil War Museum . During spring to fall, visit the Southport Lighthouse and climb 72 steps to the top for unparalleled views of Kenosha and, on a clear day, the Chicago skyline. If it’s summertime, you must check out the Bristol Renaissance Faire , where you’ll find a recreated 16th century port city populated with fairgoers dressed as knights, maidens and much more. After you’ve worked up an appetite, head over to Frank’s Diner , an almost century-old restaurant set inside an old railway car. And don’t forget to grab some cheeses and New Glarus beers at the famed Mars Cheese Castle on the way home.

10.  Rockford, IL

Situated less than 100 miles northwest of Chicago, Rockford is a surprisingly plentiful road trip destination for families. If the kids are in tow, start the day with a visit to the Discovery Center Museum , which boasts more than 300 hands-on exhibits focused on everything from light and art to color and electricity. For a dose of fresh air and nature, wander through the Anderson Japanese Gardens , a breathtaking 12-acre oasis that's filled with winding pathways, koi-filled ponds, and colorful plants. Everyone in the car will find something to love at Prairie Street Brewing Company , where bar food is elevated through dishes like Korean street tacos, Cajun mac ‘n cheese and wild mushroom quesadillas. Pick up a few cans of Screw City Light—with notes of fresh-baked bread—to take home and extend your day trip. 

11.  Cedarburg, WI

Located just 20 miles north of Milwaukee, Cedarburg is an ideal place to wind down and take things slow. The charming small town is brimming with old-world architecture, friendly Midwesterners and culture galore. If you can, plan your trip around one of the town’s seasonal events, with options including the Wine & Harvest Festival and Oktoberfest —all of which offer ample opportunities to meet local vendors and sample their wares. When you’re not rubbing elbows with the close-knit community at a street fest, make time to walk around the Cedarburg Art Museum , which hosts exhibitions from Wisconsin artists inside a former home that was designed in 1898. If wine bars are more your scene, head to Cedar Creek Winery , where you can sip your way through a $10 wine fight or enjoy a seasonal wine and cheese tasting for $25. On your way out of town, make one last stop at Amy’s Candy Kitchen to grab a hand-crafted caramel apple for the road. 

12.  Kankakee County, IL

Driving time from Chicago:  One and half hours

The Kankakee River has been a treasured area for centuries, occupied by the Illini and Miami tribes in the 17th century. Kankakee River State Park surrounds the river for about 11 miles, totaling to 4,000 acres of protected land. It’s a popular spot for fishing, canoeing, hiking and bicycling. Frank Lloyd Wright fans can visit the B. Harley Bradley House , built in 1900 and billed as the architect’s first Prairie Style home. Bring the kids to Perry Farm Park , which features a children’s museum, nature trails, playground and picnic areas. 

13.  Oak Park, IL

Drive time from Chicago:  Half an hour

You can't call yourself a Frank Lloyd Wright fanatic until you've spent the day in Oak Park, where you'll find the famed architect's home and studio as well as a smattering of other Prairie-style abodes he designed. If it's your first time, book a tour through the Frank Lloyd Wright Trust . Now that you've worked up an appetite, grab brunch or dinner at Maya del Sol , where margaritas flow like water and the ceviche is tops. Have time for one last stop? Grab a seat at Kinslahger Brewing Company , a small but mighty taproom pouring lagered brews. 

14.  Grand Rapids, MI

Driving time from Chicago:  Three hours

Summer and fall are peak seasons to visit Grand Rapids, but you’d do best to plan ahead and book your visit during ArtPrize , an international art competition in September and October when art is displayed in museums, bars, public parks and hotels. Regardless of when you go, Grand Rapids has you covered on the beer front with dozens of breweries—so be sure to bring a designated driver. First stop: Brewery Vivant for poutine and a German- or Belgian-style beer. A quick 10-minute drive will put you in the middle of downtown, where you should find parking and hoof it a while. Stop at Madcap Coffee for a post-beer pick me up before heading to City Built Brewing for creole bites and a range of beers for every palate. Finally, grab your car and head to Butcher's Union  for a dinner complete with prime cuts of beef and pours of whiskey.

15.  New Buffalo, MI

Driving time from Chicago:  One hour and 15 minutes

A charming beach town in Harbor Country, New Buffalo is popular during the warmest months. Escape the crowded Chicago lakefront and head for the sandy shores of the Mitten State, where the water’s warmer and clearer. Soak up some rays and then stroll down Whittaker Street to peruse cute shops and art galleries. Book a spa treatment at The Harbor Grand Hotel for a re-energizing experience; adventurers can rent a kayak or paddleboard from Third Coast Paddling and go exploring on the Galien River. When you need to refuel, grab a seat on The Stray Dog Bar & Grill’s bustling patio or sink your teeth into a big, juicy burger from Redamak’s . But make sure to save room for unique ice cream flavors, like Mackinac Island Fudge and Jacked Up Tennessee Toffee, at Oink’s Dutch Treat .

16.  Monroe, WI

If your cheese preferences embrace the pungent, you’ll find yourself in good company in charming Monroe, Wisconsin, gateway to a region teeming with cheesemakers specializing in varieties like Swiss and nostril-tingling Limburger. For some context, begin your day at the National Historic Cheesemaking Center , where you’ll get a crash course in south central Wisconsin’s cheesy history. Next, head to the Alp and Dell cheese store to browse more than 100 varieties of cheese, mostly from local producers, and all the wine, beer and sausage you’d want to pair them with. When you’re ready for lunch, make your way to the unapologetically old-school Baumgartner’s Cheese Store & Tavern on Monroe’s pleasant courthouse square and order the infamous specialty: a slab of Limburger on rye crowned with mustard and sliced red onions. For a chaser, stroll around the block to Minhas brewery. 

17.  Lemont, IL

Driving time from Chicago: One hour

The Village of Lemont developed as part of the construction of the canal linking the Illinois River and Lake Michigan, which also led to the discovery and development of the limestone quarries used to supply materials for iconic Illinois buildings like the Chicago Water Tower. Today, you can hop on the Metra and visit the Heritage Quarries Recreation Area , where you can walk, bike or fish along the I&M Canal (just be sure to look out for the many water birds drawn to the area). If you’re hoping for a bit more excitement, visit The Forge: Lemont Quarries . The adventure park features laser tag, a zipline and ropes courses for all ages and skill levels. Afterwards, head to the village’s historic downtown area to visit Pollyanna Brewing Company and try The Full Lemonty, their signature golden ale. You can also find the brewery’s beer on tap at Wooden Paddle , where you can watch your wood-fired pizza and other small plates being prepared before they hit your table.

18.  Holland, MI

Driving time from Chicago:  Two and a half hours

Once a stronghold of Calvinist separatists who arrived here from the Netherlands in the mid-19th century, the town of Holland continues to celebrate its Dutch heritage. To go Dutch for the day, start off with a breakfast of flaky, almond paste-filled bankets and house-roasted coffee at deBoer Bakkerij . Afterward, head across town to Veldheer Tulip Gardens , where five million of the eponymous flowers explode into bloom each spring. When hunger hits, make your way downtown for lunch and a beer at New Holland Brewing , one of the Midwest’s best-loved brewpubs. (Not sure what to sip on? Look for limited-release variations on brewery fave Dragon’s Milk, a bourbon barrel-aged stout, enriched with ingredients like cocoa nibs and peanut butter.) Wrap up your trip with a leisurely stroll around Windmill Island Gardens , a picturesque park centered around a 250-year-old Dutch windmill purchased by Holland residents in the 1960s. 

19.  Long Grove, IL

Driving time from Chicago:  45 minutes

Located 35 miles northwest of Chicago, Long Grove was founded in the 1800s by German farmers, and many of the town’s original homes and buildings are still standing. Try to visit Long Grove during one of its many delicious festivals such as Apple Fest or Strawberry Fest , when local chefs and other vendors flock to the historic downtown area to offer numerous versions of the spotlighted food. Stop by  Buffalo Creek Brewing and have a beer in their Bavarian-style taproom or in the Biergarten, which hosts live music and food trucks during the summer. Before you hit the road, swing by Long Grove Confectionery to pick up some peanut brittle or their signature Giant Myrtle, made with roasted pecans or cashews topped with caramel and milk or dark chocolate.

20.  Lake Geneva, WI

Lake Geneva has long been an accessible weekend destination for wealthy suburban Chicago families. But no matter your budget, a quick retreat to this idyllic vacation town is sure to be a blast. The town rests on Geneva Lake, an 8-square-mile body of water made for summertime fun. First things first: Get out on the water. Rent a kayak or paddleboard from Clear Water Outdoor , or take a wake surfing private lesson at Gage Marine . If you can’t get your sea legs, trek a portion of Lake Geneva’s 21-mile circumference on the Geneva Lake Shore Path and gawk at the century-old mansions that rest on the shore. When you’re hungry, Egg Harbor Café and Simple Cafe , both in the town center, offer delicious, no-fuss diner eats. If you’re feeling spendy, Baker House , a 19-century mansion-turned-hotel, offers a popular Champagne brunch with waterfront views. 

21.  Evanston, IL

Driving time from Chicago:  40 minutes

If you're short on time but craving a day away from the city, hop on the Purple Line and head to Evanston. The sweet college town is located just a few miles north of Chicago, which means you can explore the day away and still be home for dinner. Start the morning at the otherworldly Baha'i House of Worship , an architectural gem located a few miles north in Wilmette. Wander the pristine grounds before stepping inside the functioning temple, one of the oldest of its kind in the world. Up next: Fill up on colorful macarons, cakes and doughnuts at Bennison's Bakery before checking out the outdoor exhibition at the Block Museum of Art and taking a free art walk to see the 16 sculptures placed in public spaces on Northwestern University’s campus. Don't get back on the train without grabbing a brew from Temperance Beer Co. If you have the time, take a $10 brewery tour that includes samples and a souvenir pint glass. 

22.  Michigan City, IN

If you’re car-less, this small city is a perfect option for a day trip from Chicago. Hop on the Amtrak at Union Station and you’ll be in Michigan City in just over an hour. Or, take the South Shore Line and you can hop off right at the Indiana Dunes National Park , 15 miles of gorgeous sand dunes on the southern shore of Lake Michigan. Michigan City proper, too, is filled with great things to do. Visit Washington Park where you can picnic on the beach or check out the lions, wolves and other animals from around the world at the Washington Park Zoo . Hungry? Walk over to Shoreline Brewery , a gem of a microbrewery with a rotating selection of beers on tap and tasty pub grub. You can also sample local flavors at Fiddlehead , which serves high-quality comfort food including fried lake perch and grass-fed beef burgers. 

23.  Galena, IL

Driving time from Chicago:  Three hours

While this city on the Mississippi River might be best known for its resorts, you don’t need to stay the night to enjoy its mix of historical sites and outdoor activities. Start your day with brunch at Otto’s Place , where you can enjoy biscuits and gravy featuring housemade buttermilk biscuits and locally sourced sausage with a Bloody Mary or mimosa. Head across the Galena River to Nuts Outdoors and rent an electric bike to ride along the trails and into town. Take a tour of the city’s proudest attraction, the Ulysses S. Grant Home , which was gifted to the 18th president when he returned from fighting in the Civil War. If you want to learn more, you can visit the Galena & U.S. Grant Museum , which also features an offsite working blacksmith shop. That history is also on display at Galena Brewing Company , where you can sip Ult’s Dark oatmeal stout while listening to live music and feasting on a bison burger or a giant pretzel with beer cheese and house mustard.

24.  Fairbury, IL

Observant Chicago foodies may have noticed a couple of names popping up over and over again in the menu sourcing notes that have become de rigueur in these locavore-obsessed times: Kilgus Farmstead (for dairy) and Slagel Family Farm (for a range of meats). Turns out, our favorite chefs’ favorite suppliers sit just a three-mile hop from each other in the central Illinois town of Fairbury. On an hour-long tour of Kilgus , you’ll get acquainted with the farm’s herd of sweet, doe-eyed Jersey cows, learn the ins and outs of milking, and sample freshly spun soft-serve. Bring a cooler and hit the on-site store for Kilgus dairy and meat as well as goods like eggs and honey from nearby producers. Slagel has teamed up with chefs from notable Chicago restaurants to put on a program of farm dinners throughout the summer and fall. After an interactive tour and a butchering demo, you’ll retire to a picturesque barn for the main event, a family-style, BYOB meal prepared by the guest chef. 

25.  New Glarus, WI

Driving time from Chicago: Two and a half hours

Chances are you’ve already heard of New Glarus thanks the town’s eponymous brewery — which offers self-guided tours Monday through Friday and a lovely beer garden—but there are plenty of reasons to visit “America’s Little Switzerland” other than beer.  This charming, walkable town features a variety of tempting shops, hearty restaurants and themed events celebrating the town’s Swiss history and culture like the Heidi Folk Play Festival   in June . Be sure to grab a nut horn at the New Glarus Bakery , and get your fondue fix at the Chalet Landhaus restaurant. If you visit between May and October, don’t miss the seasonally-open Swissland mini golf course, featuring Alpine-themed obstacles and friendly goats. 

26.  Spring Green, WI

Driving time from Chicago: Three and a half  hours

Despite boasting a population just shy of 1,700 people, this town west of Madison has a lot going on. Most visitors are here to visit one of two sprawling complexes: Taliesin , the estate and studio of legendary architect Frank Lloyd Wright, or the infinitely weirder House on the Rock , the brainchild of artist Alex Jordan where curious travelers can explore rooms on rooms of infinity mirrors, dollhouses, nostalgic cars, circus ephemera and the world’s largest indoor carousel. When you’ve had your fill of architecture or funky assorted collections,  get a taste of traditional Wisconsin hospitality at Arthur’s Supper Club . Theater buffs can take in a show at the American Players Theatre .

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