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15 Fun Virginia Road Trips For Your Bucket List

June 3, 2021 //  by  Southern Trippers

There are so many Virginia road trips to enjoy whether you love to explore nature, visit cities, or have niche interests and hobbies. Virginia really has something for everyone!

They say “Virginia is for lovers,” but it is also for history buffs, hikers, foodies, and bird-watchers. There are plenty of Virginia road trips perfect for couples, families, or friends to make memories.

If you have a few days or even a week or more to spend in this beautiful Southern state, you should plan a road trip to make the most of your time and ensure you see everything you want. What are you waiting for? Here are some Virginia road trip suggestions to help you start planning an epic trip!

The scenic Blue Ridge Parkway is one of the best Virginia road trips.

Small Towns In Virginia Road Trip

Highlights:.

There are so many cute, small towns in Virginia . It would be easy to make a fun road trip itinerary incorporating these places if you love small-town vibes. Start your trip in the mountain town of Roanoke. Hike to the famous Mill Mountain Star for amazing views of this town nestled in the mountains. Then, check out downtown and enjoy shopping and eating out.

Next, check out Lynchburg. Found on the James River and surrounded by mountains, this Virginia small town is full of civil war history. There are over forty miles of trails that loop through the town perfect for walking or bike riding.

Lexington is a college town in the Shenandoah Valley. This small town has many historic sites and museums as well as plenty of boutiques, art galleries, antique shops, and local restaurants and cafes. There are also great trails for biking.

End your small town Virginia road trip in Alexandria, just south of Washington D.C. and next to the Potomac River. With beautiful brick sidewalks and buildings dating back to the 18th and 19th centuries, you will find yourself in one of the cutest small towns in Virginia. This is where George Washington lived for part of his life and there is plenty of colonial history.

Alexandria is a cute small town in Virginia.

Haunted Virginia Road Trip

  • Wythe House, Williamsburg
  • The Boxwood Inn, Newport News
  • Cold Harbor Battlefield, Mechanicsville
  • Bacon’s Castle, Surry

Virginia is a very old state and there are many historic buildings found here. With a history involving slavery and wars, there are sure to be lingering ghosts. There are many infamously haunted places in the South , and Virginia has its fair share for you to explore. Anyone interested in being spooked or in paranormal investigations will want to take some haunted Virginia road trips.

Williamsburg is a colonial city with a few haunted sites including the Wythe House which dates back to 1753. In 1779, Lady Ann Skipwith died here unexpectedly, but she did not leave. Maybe she stuck around to haunt her husband who married her sister.

The Boxwood Inn in Newport News is another spooky location filled with up to seven ghost residents. After being built in 1896, the building has gone through many stages. Today, visitors can expect a spooky encounter if they chose to walk the halls.

The Battle of Cold Harbor took place in 1864. Since thousands of soldiers died here in such a violent way, it makes sense that some still walk here. Visitors to the battleground have reported seeing lights, smelling gunpowder, or hearing horses.

Lastly, make sure to visit Bacon’s Castle in Surry County. During the home’s long and sordid history, many enslaved people died here which might have lead to it being haunted. If you visit this 1650s era building, do not be surprised to hear strange sounds or see objects moving on their own.

A haunted Virginia road trip would be fun!

Virginia Waterfalls Road Trip

  • Great Falls Park
  • Upper White Oak Falls
  • Dark Hollow Falls
  • Devil’s Bathtub
  • Cascade Falls
  • Stiles Falls

There are dozens of amazing waterfalls dotted throughout Virginia. You could easily do a weekend getaway to find some or make it a longer trip to see even more. No matter which waterfalls you travel to, you will find gorgeous scenery. This is one of the prettiest road trips in Virginia.

Start your Virginia waterfalls road trip at Great Falls Park on the Potomac River and on the border with Maryland. The waterfalls here are not very big, but they are dramatic. If you want, you can get a kayak out on the water and paddle through the white water. There are also hiking trails with great overlooks.

After Great Falls, head to Shenandoah National Park. This beautiful location is a suggestion on many of these road trip lists. There are a few notable waterfalls here to discover, including Upper White Oak Falls and Dark Hollow Falls.

Devil’s Bathtub is a unique waterfall that runs into a pool in a gorge. If you don’t mind cold water, you can go for a dip after the hike there. You can find Cascade Falls by hiking a relatively easy four-mile round-trip trail. Stiles Falls is a 40-foot waterfall found at the end of a picturesque four-mile, round-trip hike.

Waterfall Virginia road trips are so pretty!

Coastal Virginia Road Trip

  • Virginia Beach
  • Cape Charles
  • Assateague Island National Seashore

Virginia is on the Atlantic coast and while there are not a ton of beaches, there are plenty of cute coastal towns to visit. A coastal Virginia road trip is bound to a be fun and memorable. Begin in Virginia Beach, the biggest beach town in the state. Here you will find great family-friendly beaches and unique attractions.

Next, head over to nearby Norfolk. Best known for its military base and large port, there are a ton of fun things to do here for everyone. If you like seeing shows or operas, check out Chrysler Hall and the Virginia Opera. You might also enjoy the Chrysler Museum of Art or the National Maritime Center where you can find the world’s largest battleship.

Drive the iconic Chesapeake Bay Bridge Tunnel to reach the small town of Cape Charles. This cute, coastal town is a great place to find a quaint B&B or camp. Spend time here fishing, boating, or exploring the nature that surrounds the town.

Keep heading north to the Assateague Island National Seashore. You will find the idyllic seaside town of Chincoteague, wild ponies, and miles of beaches perfect for fishing and water sports.

Come to Virginia for a coastal getaway.

Virginia National Parks Road Trip

  • Shenandoah National Park
  • Chincoteague National Wildlife Refuge
  • Cumberland Gap National Historical Park
  • Booker T. Washington National Memorial

There are a bunch of national parks and memorials within Virginia to visit whether you are into nature, history, or a mix of both. Shenandoah National Park is one of the most visited natural areas in Virginia. With amazing hiking trails, pretty waterfalls, and gorgeous overlooks, you will have fun exploring and camping in this park.

The Chincoteague National Wildlife Refuge is the place to go to see birds and wild horses. The famous Chincoteague ponies are the descendants of horses that belonged to early Spanish settlers. Now you can find these majestic animals wandering on the beach.

The Cumberland Gap National Historical Park is a mountain pass that was used by Native Americans, pioneers, and settlers. In the Civil War, both sides fought to control the pass. Now you can hike in the footsteps of famous people like Daniel Boone and visit the historic Hensley Settlement.

There are many famous homes to find in Virginia, including the farm where Booker T. Washington was born. While he was born a slave, he went on to become one of the most influential Black men of his time. At the Booker T. Washington National Memorial, you can walk the quarter-mile Plantation Trail and see where Washington lived as a child.

Shenandoah National Park is prefect for Virginia road trips.

Epic Nature Road Trip

  • Luray Caverns
  • Natural Tunnel
  • Great Dismal Swamp

Virginia is full of epic nature, and it is not all in Shenandoah National Park! Go in search of some unique and hidden gem areas where you can become one with nature. You will fall in love with the amazing Luray Caverns. Their cathedral-sized rooms hold grand stalactites and stalagmites and even a lake.

The Natural Tunnel near Duffield runs 300-yards through the Appalachian Mountains. The tunnel is so large, that it has been used as a train route since the late 1800s. You can take a tour into the depths. If you visit around Christmastime, then check out the light display they create inside.

You might not pair Virginia and swamps in your mind, but the Great Dismal Swamp is found in this state and is worth a visit. This is a great place to see wildlife, including birds, deer, black bears, bobcats, and river otters. The preserved forests and marshland are a great place to get lost.

The Luray Caverns are epic nature in Virginia.

Abandoned Places Road Trip

  • Swannanoa Palace
  • Fleetwood Church
  • DeJarnette Center

If you like exploring abandoned places, there is a Virginia road trip in the making for you! Urban exploration is a popular hobby for many people. Some like to photograph eerie, abandoned places while others like the thrill of walking through these creepy areas. When you visit abandoned places in Virginia, make sure to be safe and follow the law!

One of the best abandoned places to visit in Virginia is Swannanoa Palace in the mountains of Afton. You can take tours of this 1912 palace and witness its grandeur. It is not as decrepit as some of the other places included in this abandoned places road trip but it is definitely worth the visit. It is said to be haunted as well!

Next, Fleetwood Church in Brandy Station is a colorful, wooden structure partially hidden by trees. This church was built in 1850 and stood watch over a Civil War battle. Now it stands with peeling paint and ghosts hiding inside.

In Staunton, you will find the DeJarnette Center, an old sanatorium that practiced eugenics. The building has a long history that began in the 1930s. It has stood empty and formidable since the ’90s.

Swannanoa Palace is beautiful and an abandoned place in Virginia.

Presidents of the USA Road Trip

  • Mount Vernon

Virginia is known as the “Birthplace of Presidents” and if you are interested in history or U.S. politics, then you should plan some Virginia road trips. The one we highlight here focuses on presidential homes only, but there are other sites and monuments related to presidents that you can visit.

Start at the beginning with George Washington’s Mount Vernon, not far from Washington D.C. This estate had been in Washington’s family for years before he eventually inherited it in 1761. He lived there until his death in 1799. You can come tour the home and farm as well as see the tomb of America’s first president.

Next, visit Monticello near Charlottesville. This home was designed by Thomas Jefferson, the third U.S. president. Construction took place from 1769 to1809. Jefferson was a slave-owner and those he enslaved built the home and farmed the land. It is important to learn about this dark and sad part of American history. Visiting Monticello gives you an opportunity to see what it would have been like to live on a plantation.

Montpelier is less than an hour from Charlottesville and is where James Madison, the fourth U.S president, called home. This grand estate has great views of the Blue Ridge Mountains. You can also find Madison’s grave here.

Another historic home to visit belonged to fifth president James Monroe. Also found near Charlottesville, the Highland estate is rich in colonial history. Today, much research is being done to learn about the enslaved people who lived here.

Mount Vernon is a must visit place on a presidential road trip in Virginia.

Fall Foliage Road Trip

  • Grayson Highlands State Park
  • Mount Rogers National Recreation Area
  • Hungry Mother State Park

Virginia is one of the best states for a fall foliage road trip. When autumn rolls around, the trees pop off in bright reds, oranges, and gold. You will need to take multiple Virginia road trips to hit every fall location. People from all over the country flock to Shenandoah National Park for fall foliage viewing, but there are smaller, less crowded areas to discover as well.

Grayson Highlands State Park is near the North Carolina and Tennessee borders. Along with colorful meadow and forest vistas, you might see some of the wild ponies that live here. Make sure to hike the mile-long Rhododendron Trail.

Within the Jefferson National Forest, you will find the Mount Rogers National Recreation Area. This gorgeous slice of nature holds mountain peaks, meadows, and plenty of flaming trees. This is a great place for a bike ride or hike.

Next, travel to Hungry Mother State Park. The lake here helps to add magic to your Virginia fall foliage photos by creating a reflection of the pretty trees. There are a few different trails to check out with water and forest scenery.

Virginia road trip s are better in the fall.

Wineries Road Trip

  • Rappahannock County Wine Trail
  • Blue Ridge Whisky Wine Loop
  • Chesapeake Bay Wine Country
  • Loudoun County Wine Trail

Virginia is famous for its scenic wine trails and a road trip to some wineries makes for a great girl’s trip. There are many wine trails throughout the state. You can pick one for an easy weekend trip or check out multiple trails on a longer vacation.

The Rappahannock County Wine Trail is within an hour of Washington D.C. and features many artisanal wineries. For a boutique wine tasting experience, check out Chester Gap Cellars, Gadino Cellars, Narmada Vineyards, and more!

The Blue Ridge Whisky Wine Loop provides great drinks with fantastic mountain views in the Shenandoah Valley. You will be able to taste test not just at wineries. but at whisky distilleries and breweries as well.

Chesapeake Bay Wine Country has wineries surrounded by historic sites and cute, small towns. Plan one of your Virginia road trips to coincide with one of the Oyster Crawls for even more fun. You can also stay the night at some of the wineries.

Loudoun County is D.C.’s wine trail and is known as the “Napa Valley of the Mid-Atlantic.” There are over forty wineries in this area to discover. Some of the wineries offer fun activities such as vineyard hikes, dinners, yoga among the vines, and cellar tours.

Find some wineries on a road trip in Virginia.

Blue Ridge Parkway Road Trip

  • Crabtree Falls
  • Apple Orchard Mountain
  • Natural Bridge State Park

The Blue Ridge Parkway is an iconic U.S. road trip connecting North Carolina and Virginia. Drive through the mountains and lush forests to discover cute small towns, jaw-dropping overlooks , and folk history. This is one of the best scenic drives in Virginia.

Make sure to pull off near milepost 339 so you can hike to Crabtree Falls. The two and a half mile loop trail is ranked as moderate to strenuous and involves steep and rocky areas. The payoff is catching sight of the waterfall flowing down a sixty-foot rock face.

At milepost 171, you will find the historic Marby Mill, which dates back to 1903. It is one of the most photographed stops on the Blue Ridge Parkway. Next, stop at milepost 76.5 and Apple Orchard Mountain. This is the highest point on the parkway on the Virginia side. Make sure to hike to Apple Orchard Falls while you are here.

There are so many stops you can make on your Blue Ridge Parkway road trip that it is impossible to name them all! One last stop to mention, though, is the Natural Bridge near Lexington and milepost 63. This 215-foot tall rock bridge has been awing people for centuries, including Monacan Native Americans and Thomas Jefferson, who actually owned it at one point.

The Blue Ridge Parkway is one of the most famous Virginia road trips.

Historic Triangle Road Trip

  • Williamsburg

The famous Virginia historic triangle road trip will take you to the three colonial towns of Williamsburg, Yorktown, and Jamestown. This road trip can be done in just a weekend since the towns are all within thirty minutes of each other. You will drive the Colonial Parkway to each location as you experience one of the most popular Virginia road trips.

Jamestown was the first permanent English settlement in the Americas with the founding year of 1607. Today, you can walk through the living history museum, including a reconstructed Native American village, colonial fort, and other replicas. The archaeological museum has almost two million artifacts.

Colonial Williamsburg is another living history museum. There are 88 original buildings and even more recreations. Re-enactors walk around helping you feel as if you have stepped back in time. Ride down the streets in a horse-drawn carriage for an even more authentic feel.

The last stop on the Virginia historic triangle road trip is Yorktown. This was the site of the 1781 Battle of Yorktown, the last battle of the American Revolution, and where General Cornwallis surrendered to George Washington. You can visit the battlefield and the Victory Center.

Jamestown is part of the Historic Triangle Road Trip in Virginia.

Civil War Road Trip

  • Fredericksburg
  • Appomattox Court House and National Historical Park

Virginia was the site of many bloody battles and important events during the U.S. Civil War. Because of this, Virginia is a destination for serious history buffs. This is one of the best Virginia road trips for anyone interested in America’s turbulent past.

Richmond was the Confederate capital during the war and has a couple of places to visit for a history lesson. Richmond National Battlefield Park was the site of two Union attempts to capture the city. You can also visit the American Civil War Museum in Richmond.

Two battles occurred near Manassas. The First Battle of Bull Run happened in 1861 and is considered the first major battle of the war. Today you can come to the Manassas National Battlefield Park to honor those who died.

Fredericksburg and Spotsylvania County Battlefields National Military Park is a somber place to visit but is necessary to see the full scope of this tragic war. Over 100,000 soldiers were killed or wounded over the course of eighteen months. This is the world’s second-largest military park.

You have to visit the Appomattox Court House and National Historical Park in order to see where Robert E. Lee surrendered to Ulysses S. Grant in 1865. Come stand in the place where the Confederates laid down their weapons. There are reconstructed buildings, a museum, and ranger programs.

Come to Manassas for Civil War history in Virginia.

Virginia Lighthouses Road Trip

  • Jones Point Lighthouse
  • Old Point Comfort Lighthouse
  • Old Cape Henry Lighthouse
  • New Cape Henry Lighthouse
  • Cape Charles Lighthouse

There is just something about lighthouses that draws people in as much as they repel ships. These structures are perfect for nautical photographs and offer great views. You could easily pair this road trip with coastal Virginia road trips.

The Jones Point Lighthouse in Alexandria is the last remaining river lighthouse in Virginia. It has been standing on the Potomac River since 1855. Though you can’t go inside, you can still see it from the ground.

The Old Point Comfort Lighthouse is the second oldest light on the Chesapeake Bay and is found at Fort Monroe. It was commissioned by Thomas Jefferson and built in 1802. It is not open to the public, but you can snap photos of it from the street.

The oldest lighthouse on the bay as well as the third oldest in the country is the Old Cape Henry Lighthouse. It was built in 1792. You can go up this ninety-foot structure for views of First Landing State Park and nearby Virginia Beach.

Just across the street from the old lighthouse, you can see the New Cape Henry Lighthouse which replaced the other in 1881. This one is a bit taller and is a stark black and white.

At 191 feet, the Cape Charles Lighthouse is the tallest in Virginia and second tallest in the country. Unfortunately, it is not open to climb, but you can see it from the Chesapeake Bay Bridge Tunnel.

There are a ton a of cool lighthouses in Virginia.

Bird-Watching Road Trip

  • Back Bay National Wildlife Refuge
  • Kiptopeke State Park
  • Huntley Meadows Park
  • Dyke Marsh Wildlife Preserve

If you are a birder, then Virginia should be on your radar. Birding in Virginia will allow you to see hundreds of species of birds including raptors, shorebirds, and songbirds. From beaches to mountains to forests, there are plenty of diverse habitats for a variety of bird species.

Virginia was one of the first states to create an official, statewide birding trail. The Virginia Bird and Wildlife Trail features 65 trails throughout the state. You can use this as a guide as you plan your own birding trip.

There are a ton of wildlife preserves and parks in Virginia where birds are plentiful, whether they live there year-round or migrate through. For instance, the Chincoteague National Wildlife Refuge hosts flocks of migratory waterfowl in the winter. The endangered Piping Plover nests here as well.

The Back Bay National Wildlife Refuge is a good place to spot peregrine falcons, bald eagles, and more. If you are interested in seeing more raptors, head to Kiptopeke State Park where nineteen different species have been spotted. Huntley Meadows Park and Dyke Marsh Wildlife Preserve are also notable bird areas to visit, but there are so many more places as well.

Virginia is a great place to go birding.

There are Virginia road trips for everyone! Whether you are planning a family vacation, girl’s trip, or couple’s getaway, this beautiful, Southern state has something to offer. Pack your bags, gas up your car, and get ready for memorable road trips in Virginia!

Two people holding hands in front of a church in the French quarter

Reader Interactions

[…] Fredericksburg is full of early American history, the town motto is, “Americans most historic city”. Some of the more well-known facts about Fredericksburg is that the first president George Washington was born there and many of his family members lived there while he was the president. There are so many fun things to do in Fredericksburg with kids, during a romantic getaway, or even if you are a solo traveler you will not regret your time in this cute little Virginia town. […]

10 Best Road Trips in Virginia

road trip ideas virginia

 Michael Jimenez / Getty Images

A patchwork of scenic natural beauty and abundant cultural and historic sites, Virginia offers many outstanding opportunities to enjoy a road trip or scenic driving tour. In addition to five designated National Scenic Byways, there are several themed heritage and history trails to explore with a day trip, weekend getaway, or full vacation road trip itinerary. Few states in the U.S. can compare to Virginia when it comes to mixing breathtaking landscapes with early American history.

The Blue Ridge Parkway

Pierre Leclerc Photography / Getty Images

Designed as a recreational motor road connecting Shenandoah National Park and Great Smoky Mountains National Park, the scenic Blue Ridge Parkway is a designated "All-American Road," the highest distinction that is given by the Department of Transportation—meaning the road is unique in the country and is a tourist destination in itself. Following the high crests of the central and southern Appalachian Mountains for 469 miles in Virginia and North Carolina, the Parkway is the most visited unit of the National Park System.

The Virginia portion of the Blue Ridge Parkway is 217 miles long and much of it travels through the George Washington and Jefferson national forests. Popular places to stop in Virginia include a recreated mountain farm near Humpback Rocks, James River, Peaks of Otter, Rocky Knob Mabry Mill (the most photographed Blue Ridge Parkway site), and the Blue Ridge Music Center.

Skyline Drive

Skyline Drive follows a north-south route along the crest of the Blue Ridge Mountains for 105 miles through Shenandoah National Park and is the only public roadway through the park. One of the country's most picturesque drives, Skyline Drive features 75 overlooks with scenic vistas of the Shenandoah Valley to the west or the gently rolling hills of the Virginia Piedmont to the east.

Travel along Skyline Drive is leisurely with a speed limit of just 35 miles per hour, taking about three hours of driving time from beginning to end in good conditions. Although Shenandoah National Park is open year-round, portions of Skyline Drive sometimes may need to be closed because of inclement weather. There are four entrances to Shenandoah National Park, including​ Front Royal near Routes 66 and 340, Thornton Gap at Route 211, Swift Run Gap at Route 33, and Rockfish Gap at Routes 64 and 250. The Rockfish Gap entrance is also the northern entrance to the Blue Ridge Parkway.

The Colonial Parkway

WMay / Getty Images

While only 23 miles long, the Colonial Parkway spans 174 years in terms of colonial history by connecting the historic sites of Jamestown, Colonial Williamsburg, and Yorktown, known as America's Historic Triangle . The Parkway is part of Colonial National Historical Park, a multifaceted unit of the National Park Service.

With a speed limit of 45 miles per hour, total travel time to drive the Colonial Parkway is about 50 minutes; however, most visitors will want to spend a day or longer exploring the interesting archeological sites, living history attractions, monuments, and battlefields that this fascinating historic area offers. Other popular things to do include guided tours, hiking and biking, nature watching, shopping, dining, and more.

George Washington Memorial Parkway

Mariordo / CC BY-SA 3.0 / Creative Commons

Located primarily in Northern Virginia, the George Washington Memorial Parkway winds along a route that follows the picturesque Potomac River from Mount Vernon at the southern terminus northward to Great Falls, Virginia. Carefully planned and designed as a grand gateway to the nation’s capital, the road passes directly by Washington, D.C. This landscaped parkway connects a number of naturally and historically significant sites, including many of the country's most iconic monuments and memorials.

Just a few highlights to explore and enjoy along and near the George Washington Memorial Parkway include Mount Vernon Estate and Gardens , Historic Old Town Alexandria, The National Mall in Washington, D.C. , Arlington National Cemetery and Arlington House, and the U.S. Marine Corps War Memorial . In addition, there are several scenic parks, walking and biking trails, and wildlife preserves. The entire length of the parkway is only 25 miles, but considering all of the places to stop along the way, you could easily spend a couple of days in the area, or more if your itinerary includes Washington, D.C.

Keep in mind that the George Washington Memorial Parkway is a major commuter route in and out of Washington, D.C. Weekday rush hour traffic is very heavy and should be avoided when planning your road trip itinerary. The worst of the rush hour usually lasts in the morning from about 6 a.m. to 10 a.m. and in the afternoon from about 3 p.m. until 7 p.m.

Journey Through Hallowed Ground National Scenic Byway

Martin Falbisoner / CC BY-SA 3.0 / Creative Commons

Designated a National Scenic Byway in 2009, the Journey Through Hallowed Ground National Scenic Byway extends 180 miles through the states of Virginia, Maryland, and Pennsylvania in a zone known as the Journey Through Hallowed Ground National Heritage Area. The entire region is famous for its countless historic sites and the route is essential for anyone with a serious interest in American history. You'll pass through battlefields from the Revolutionary, French-Indian, 1812, and Civil wars; over 50 historic villages; important stops on the Underground Railroad; nine presidential homes; and more.

The route starts in Charleston, Virginia, at Thomas Jefferson’s Monticello and continues north to Gettysburg, Pennsylvania . To drive straight through takes about three and a half hours, not including time to stop at the numerous places along the way. Plan out which places you must see before embarking, because stopping at them all would take you weeks.

The Crooked Road Music Heritage Trail

Virginia State Parks staff / CC BY 2.0 / Creative Commons

Celebrating and preserving the heritage of authentic mountain music, The Crooked Road is Virginia's Music Heritage Trail. Meander along the winding roads through 10 counties in southwestern Virginia's Appalachian region while exploring the roots and traditions of old-time mountain music. Enjoy country music jams on the porches of local shops and restaurants, browse the workshops of luthiers and fiddle makers, and experience the unique culture and heritage of the region.

For a brief Crooked Road sampling, several sites are located near the Blue Ridge Parkway, making this a convenient and unique Blue Ridge Parkway side trip. Or, plan an in-depth experience to visit many sites along the approximately 300-mile trail during a weekend or longer driving tour. It winds through Southwest Virginia, starting in Franklin County and continuing along the southern border until wrapping back up toward Dickenson County.

Virginia Wine Trails

 Andreas Korth / Getty Images

Home to six American Viticultural Areas (or AVAs) and over 200 wineries, Virginia's many wine trails offer an array of options for a memorable driving tour. Wine trails are located in every region of the Commonwealth, from the Eastern Shore to the western mountains, near charming towns, historic sites and attractions, and scenic vistas. You just have to choose which area stands out most to you.

Although wine trails may be explored all year long, the month of October— designated as Virginia Wine Month—is one of the best times of the year to plan a Virginia wine trails road trip. In celebration of Wine Month, there are many unique wine experiences, wine festivals, winery tours, and travel packages planned across the state throughout the entire month. The number of options is dizzying, so choose an area to focus on and then look into that zone's top wineries .

Virginia Civil War Trails

Brian W. Downs / Getty Images

As home to the former capital of the Confederacy and the sites of the first and final major battles of the American Civil War, Virginia has a significant number of key Civil War sites . The Virginia Civil War Trails program consists of five interconnected campaign driving tours across the state, featuring hundreds of landmarks and significant places that are available to visit. Trail routes and stops are marked with interpretive markers and informational trailblazing signs.

The routes are organized by historical events rather than geography, so you can choose to follow the progression of the Peninsula Campaign or General Lee's Retreat, for example. Guides are available to download for free, so you can meticulously follow the route you choose and have all of the information you need at your fingertips.

Eastern Shore of Virginia and the Chesapeake Bay Bridge-Tunnel

Dennis Govoni / Getty Images

The Virginia portion of the Delmarva Peninsula stretches leisurely along Route 13 from Chincoteague in the northern section to Cape Charles at the southern end, near the Chesapeake Bay Bridge-Tunnel. Visit the famous wild horses of Chincoteague and Assateague , explore quaint coastal villages, enjoy fresh local seafood, and visit a few wineries.

If time permits, plan to include an overnight visit to Tangier Island for a uniquely Virginia experience. The famous 17.5-mile Chesapeake Bay Bridge-Tunnel is well worth a drive across at the start or end of your Eastern Shore road trip.

James River Plantations

Walter Bibikow / Getty Images

Virginia State Route 5, which connects Richmond and Williamsburg, provides a glimpse of yesteryear as it winds along the scenic banks of the James River past several gracious and storied historic plantations, known collectively as the James River Plantations.

Having survived three wars, these preserved James River manor houses and plantations recall the sophisticated lifestyle of wealthy Virginia gentleman farmers. Each home is privately owned and sets its own operating hours and admission prices, so check individual webpages to confirm visiting information before you head out.

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Explore the Old Dominion by car with these top Virginia road trips

Erica  Jackson Curran

Apr 17, 2022 • 5 min read

October 27, 2017: Cars travel along the Skyline Drive during Fall.

You could easily spend a few days exploring the many scenic overlooks, hiking trails, and picnic spots along Skyline Dr in the Blue Ridge Mountains © Rob IJsselstein / Shutterstock

From the mountains to the coast – with miles of rolling countryside, small towns and vibrant cities in between – Virginia offers a wealth of lovely landscapes to explore.

The commonwealth is fairly compact and crisscrossed by major interstates, making it ideal for day trippers. Whether you have just a few hours or a free weekend to fill, here are some of the best road trips in Virginia. 

Enjoy stunning mountain vistas on Blue Ridge Mountain scenic roadways

Front Royal to Roanoke; 225 miles

Searching for breathtaking mountain vistas? Two renowned Virginia roadways were literally designed for pleasure drives: the Blue Ridge Parkway and Skyline Dr . Both roads wind through the Blue Ridge Mountains , meeting at Afton Mountain at Interstate 64: Skyline Dr goes north through  Shenandoah National Park , while the Blue Ridge Parkway goes south all the way into North Carolina. (The Parkway is free; there is a $30 entrance fee for vehicles to use Skyline Dr.)

Both roads encourage leisurely drives, with speed limits ranging from 25 to 35 miles per hour. You could easily spend a few days exploring the many scenic overlooks, hiking trails, and picnic spots along the way, stopping for the night in nearby towns like Staunton, Lexington and Bedford.

The winding road of Blue Ridge Parkway, Virginia, during fall

Sip fine reds and whites (and bring a designated driver) on the Monticello Wine Trail

Barboursville to North Garden; 32 miles

With more than 300 wineries scattered across Virginia, you’re never far from a tasting room. There are dozens of wine trails to explore, but our favorites might be the Monticello Wine Trail . Situated among the rolling foothills of the Blue Ridge Mountains, this pastoral region is known as the birthplace of American wine. You’ll find 40 wineries in the compact area surrounding Charlottesville, most of them inspired by Thomas Jefferson’s vision of winemaking. Pippin Hill, Barboursville, Veritas, Keswick and King Family Vineyards are just a few of the many standouts. Download the Monticello Wine Trail Passport to track your progress, and claim a free wine glass after visiting 10 wineries. 

Travel back in time on the Colonial Parkway

Yorktown to Jamestown; 23 miles

Explore Virginia’s rich colonial heritage with a tranquil drive on Virginia’s short but sweet Colonial Parkway . The 23-mile drive connects the towns of Yorktown , Williamsburg , and Jamestown  – also known as the commonwealth’s “historic triangle.” The route is free of commercial development, meaning drivers (and cyclists) can enjoy unobstructed views of habitats ranging from coastal woodlands and tidal channels to marshes, ponds and rivers. Along the way, visit the site of America’s first permanent English colony at Jamestown, Colonial Williamsburg and the Yorktown Battlefield. Plan to stop for a meal or an overnight in Williamsburg, where the quaint historic district is packed with restaurants, hotels and shops. And if you need a break from all that history, the Colonial Parkway also takes you conveniently close to Busch Gardens and Water Country USA . 

An oyster fisherman holds a basket of oysters outside his seafood store in the Northern Neck peninsula of Virginia

Slurp Chesapeake Bay oysters along the Northern Neck

White Stone to Colonial Beach; 66 miles

For landlocked Virginians seeking a waterfront escape with a side of oysters, the Northern Neck is a bit of a hidden gem that’s typically quieter and less crowded than the coast. Part of Virginia’s River Realm , where the Rappahannock and Potomac rivers meet the Chesapeake Bay, the Northern Neck peninsula is peppered with charming fishing villages, historical sites, nature trails and pristine shoreline.

An easy road trip from both Richmond and DC , it’s the perfect place for getting lost on scenic back roads – although you may want to bring an actual map in case you lose cell service. Some must-dos for your itinerary: slurping oysters beside the water at Fish Hawk Oyster Bar at the Tides Inn , sipping wine at Dog & Oyster Vineyard in Irvington and hunting for ancient shark’s teeth at Westmoreland State Park . 

Escape the DC hustle on the Georgetown Pike and George Washington Memorial Parkway

Mount Vernon to Great Falls; 37 miles

One of the most popular road trips from DC and Northern Virginia , the Georgetown Pike and George Washington Memorial Parkway are two scenic roads just outside of the nation’s capital. The Georgetown Pike, which begins in the town of Great Falls, was in fact Virginia’s first scenic byway. The George Washington Memorial Parkway is managed by the National Park Service and was developed as a memorial to the country’s first president. Winding through dense woodlands and alongside the Potomac River, this route will take you through sites like Riverbend Park, Great Falls Park, Arlington National Cemetery , Lady Bird Johnson Park, Old Town Alexandria , River Farm and Mount Vernon .

Wild ponies run along an Assateague Island beach, Virginia

Go from beach to beach along Virginia’s Eastern Shore

Norfolk to Chincoteague; 112 miles

A little sliver of Virginia floating between the Chesapeake Bay and the Atlantic Ocean, the  Eastern Shore  is a wild stretch of coastline dotted with charming towns and abundant farmland. Start your drive in Norfolk, where you’ll hop on the 17.6-mile Chesapeake Bay Bridge-Tunnel – known as one of the seven man-made wonders of the world. Once you’ve crossed the bridge, US Rte 13 will take you all the way up the Shore, with quick and easy detours along the way.

Be sure to stop by Kiptopeke State Park for beachcombing and kayaking, then swing by the historic town of Cape Charles for fresh-caught seafood at The Shanty before a walk on the public pier or Bay beach. A bit farther up the road, Onancock is a good stop for coffee and shopping. Then wrap up your road trip in Chincoteague and Assateague , where you can cap off your journey by admiring the island’s famous wild ponies.

You might also like: 7 incredibly scenic hikes in Virginia The top 8 beaches in Virginia A fall road trip through the Blue Ridge Mountains of the USA

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7 days in virginia: road trip itinerary with packing suggestions.

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You could spend weeks traveling in Virginia, but for the visitor who wants an introduction to the entire state, below is a seven-day road trip itinerary starting and ending in Richmond, the capital and closest city to the airport. 

This itinerary hits some of the most famous tourist attractions, but leaves out many. This is partly to give you a few off-the-beaten-path experiences and partly to cover as much geographic area as possible within a week.

Following this itinerary, you will visit Richmond, Colonial Williamsburg, Charlottesville, Farmville, Abingdon, and Grayson Highlands State Park. This itinerary will not take you to the beaches or the American Shakespeare Center.

This itinerary is designed to give you a focus each day while also allowing you time to walk through neighborhoods, explore attractions you learned about along the way, and in general, not have every minute planned out. 

Virginia Road Trip Itinerary Breakdown

  • Trolley Tour
  • Self-Guided Street Art Walking Tour
  • VA Museum of Fine Arts
  • Day 2: Colonial Williamsburg
  • Grand Caverns
  • High Bridge Trail State Park
  • R. R. Moton Museum
  • Barter Theatre
  • Day 6: Grayson Highlands State Park
  • Valentine Museum
  • Edgar Allan Poe Museum
  • Riverfront Canal Cruise
  • Riverfront Canal Walk

Day 1: Richmond

The first stop on a 7-day Virginia Road Trip Itinerary: Richmond. Here is a Richmond street art mural of fish and seaweed includes the phrase "I can't breathe"

About Richmond

Richmond is the capital city of Virginia and offers many museums, restaurants, festivals, and outdoor activities.  You could easily spend a whole week exploring the greater Richmond area, but this itinerary will give you a taste of what’s available. The listed activities were selected from those available year-round.

As a side note, Richmond, Virginia is locally often abbreviated to RVA. You’ll see this abbreviation used in many festival titles and other local advertising.

Packing Suggestions

  • Jeans or trousers (hiking pants are fine)
  • Plain top (long sleeves for winter)
  • Jacket or cardigan (for air-conditioned buildings or as a mid-layer in winter)
  • Comfortable walking shoes (sandals are good for summer)
  • Warm coat, gloves, and hat (winter) – Here are some cold weather packing tips to help.

You’ll see students dressed in pajama pants, politicians in suits, and everything in between, so dressing in nicer casual clothes should serve you for all the places in this travel plan. Also note that it is rare to see people in non-Western clothing in Richmond, so be prepared for stares and questions if you dress in non-Western clothes. 

The summers are very humid, so quick-dry, breathable clothing is most comfortable. You may want to pack a rain jacket. The James River runs through Richmond and the city often gets rain, but few people use an umbrella. Most people get wet or wear a rain jacket.

  • Get the Virginia trip packing list here.

Your Day in Detail

Be prepared to pay for parking in downtown Richmond. There are websites to help you plan where to park and how much it will cost.

Today, you’ll be taking a trolley tour (be sure to buy tickets in advance) to get a feel for the layout of downtown.

  • Alternatively, try out a guided segway tour instead!

After the trolley tour, go on a self-guided walking tour and see some of Richmond’s murals and other street art. Depending on when you’re in Richmond, you might even get to visit the RVA Street Art Festival and watch artists at work.

For lunch, head to the VA Museum of Fine Arts. This museum has a restaurant and a cafe. There is a paid parking garage on site that typically has ample availability.

Plan to spend all afternoon at this museum. Even the free exhibits can take hours to walk through. Besides paintings, there are objects from African countries, jewelry from the United States, and more. The free, permanent exhibits mostly feature art from Europe and the United States, but the paid, temporary exhibits come from around the world.

After leaving the museum, find street parking near a restaurant for supper or head out of downtown for restaurant options that are more likely to have free, onsite parking.

Book a Tour in Richmond

Day 2: colonial williamsburg, charlottesville, and travel day.

The entry courtyard of the historic capitol building in Colonial Williamsburg, VA

  • Drive to Williamsburg (About 1 hour without traffic)
  • Visit Colonial Williamsburg
  • Drive to Charlottesville (About 2 hours without traffic)
  • Walk through the Historic Downtown Mall (From here, it’s easy to explore downtown and the square that was the site of the 2017 riot.)

About Colonial Williamsburg and Charlottesville

Colonial Williamsburg is an entire village dedicated to colonial history. You will need to purchase tickets for building tours. There is plenty of free parking at the Visitor Center. From there, you can take a complimentary shuttle to the historic district.

Charlottesville is the home of the University of Virginia, founded by Thomas Jefferson in 1819. Downtown Charlottesville is also the site of the 2017 white supremist rally that turned into a deadly riot. This riot made national news and pushed race conversations into the forefront of American consciousness.

Expect to pay for parking in downtown Charlottesville.

  • Warm coat, gloves, and hat (winter)
  • Small backpack
  • Reusable water bottle

Be sure to wear comfortable walking shoes, especially in historic Williamsburg where some streets have cobblestones and you will be walking a lot. You may want to pack a water bottle, sunscreen, and a raincoat.

You can also pack a picnic lunch. Here are some ideas to help with packing food when traveling .

Today, you’ll drive about an hour from Richmond to Colonial Williamsburg. Depending on the day of the week and what time of day you leave Richmond, your drive may take longer if you get caught in morning traffic. 

Pay attention to your route, as some may have tolls and if you don’t have an EZ-Pass, you may need cash or exact change.

Stop at the Colonial Williamsburg Visitor Center and buy tickets. Plan your itinerary, if you haven’t already. Catch the free shuttle to the historic district. 

Most of the outdoor Colonial Williamsburg attractions are wheelchair accessible, but many historic buildings are not. There are accessible restrooms throughout the historic district. Foldable, manual wheelchairs may be rented from the Visitor Center.

Enjoy a morning in colonial Virginia, then eat lunch at one of the many restaurants ranging from fine dining to grab-and-go cafeteria style or sit outside with your packed picnic. Visit one more attraction, then take the shuttle back to the Visitor Center to start the drive to Charlottesville.

Without traffic delays, expect a 2-hour drive from Colonial Williamsburg to Charlottesville. Again, plan your route carefully if you need to avoid tolls. 

After checking in at your hotel, go downtown (expect to pay for parking) and visit Market Street Park. There are websites that can help you plan where to park. 

Market Street Park is important to 21st-century U.S. history. It is the site of the 2017 riot and the site of the statue of Robert E. Lee, removed in 2021, that sparked discussions and protests across the nation and that led to the removal of more statues of Confederate soldiers in Virginia. 

From Market Street Park, it is a short walk to the outdoor Downtown Mall where you can browse shops and eat supper at one of the many restaurants. 

Be aware that there are few benches in downtown Charlottesville and you will need to go to the public library (across the street from Market Street Park), a restaurant, or a convenience store to use the restroom.

Book a Tour in Colonial Williamsburg

Day 3: charlottesville, grand caverns, and travel day.

A peaceful pond at Monticello - a stop in our 7-day Virginia road trip itinerary.

  • Drive to Grottoes, VA (About 1 hour without traffic)
  • Grand Caverns (Tickets must be purchased in advance.)
  • Drive to Farmville (About 2 hours without traffic)

About Monticello and Grand Caverns

Monticello was Thomas Jefferson’s plantation home in Charlottesville. You will need to buy tickets if you want to see the house, but parking and walking around some of the grounds is free. 

The Thomas Jefferson Foundation recommends planning at least three hours to explore the grounds and take a house tour.

Grand Caverns, near the town of Grottoes, is a National Natural Landmark and the oldest continually operating show cave in the United States. It is less well-known than Luray Caverns, farther north in Virginia, but it is still a spectacular cave to visit. It is about one hour’s drive north of Charlottesville. 

Reservations are required; you will need to buy tickets in advance. Note that children under age three are not allowed on Grand Cavern tours. Tour lengths range from 70 minutes to four hours. There is no accessibility information on their website.

  • Jacket or cardigan (for Grand Caverns)
  • Comfortable walking shoes (sneakers are best for the caverns)
  • Small backpack (for Monticello)
  • Reusable water bottle (for Monticello)

Be sure to wear comfortable walking shoes. You may also need sunscreen or a rain jacket at Monticello. You will not be allowed to eat or drink in Grand Caverns.

You’ll start the day by driving to Monticello and exploring the grounds while waiting for your tour to start. 

The house at Monticello is accessible to small wheelchairs. Wheelchairs of the correct size are available upon request. Contact Monticello for accessibility questions. 

Monticello has a grab-and-go café, you may bring a picnic to eat on the grounds, or you can grab lunch in Charlottesville.

An alternative to visiting Monticello is walking through the University of VA campus. This is free and will take less time than a visit to Monticello, but nearby parking may be difficult to find, there are no public restrooms, and you may need to search for a pathway that is accessible to mobility devices.

After lunch, drive an hour north to Grottoes, where you will have already reserved a tour time of Grand Caverns. Be sure to wear comfortable shoes and a jacket for the cavern tour. 

After admiring the caverns, head south on the two-hour drive to Farmville, where you can eat supper and window-shop the furniture stores lining Main Street.

Book a Tour in Charlottesville

Day 4: farmville.

Woman stands at one end of High Bridge in Farmville, VA, which is a recommended stop on a Virginia road trip.

  • R. R. Moton Museum (By appointment only)

About Farmville

Farmville is in a rural farming community and the home of Longwood University. The town played an important role in the mid-20th-century civil rights movement, as well as being a home of Dorothy Vaughan of Hidden Figures fame. 

Besides locations important to the civil rights movement, the town has live theater, a free art museum (Longwood Center for the Visual Arts), and live music at various restaurants.

There is some street parking and plenty of free parking near downtown, but you may need to walk a few blocks to get from public parking to Main Street. Be alert to parking spots that require a parking permit. 

The town has few benches and some streets are on hills. The shops and restaurants vary in their ability to accommodate wheelchairs. There are public restrooms in the downtown square off of Main Street, but they are sometimes locked. You may need to go to a restaurant or Wal-Mart to find restrooms.

  • Hiking pants or trousers
  • Comfortable walking shoes (sneakers are best for High Bridge Trail)
  • Small backpack (for walking High Bridge Trail)
  • Reusable water bottle (for walking High Bridge Trail)
  • Hiking snacks

Farmville has a more relaxed, outdoor clothing style than the cities, so dress to be comfortable. Be sure to wear comfortable walking shoes and prepare for the weather when walking High Bridge Trail.

Start your day with a walk on part of High Bridge Trail, a 31-mile-long converted rail bed. 

Instead of walking, you can rent a bicycle from a shop downtown and access the trail right across the street. It is a 4.5-mile (7.2 km) ride to the bridge from downtown. 

If you are walking the trail, drive to the Camp Paradise Road access point and bring cash for the parking fee. From this parking lot, it is an easy walk to the famous bridge – one of the longest recreational bridges in the United States and sitting 125 feet (38 meters) above the Appomattox River. 

Be aware that the Camp Paradise access point only has vault toilets. There are few rest benches along the trail, but it is accessible to wheelchairs that can manage packed sand. 

Picnic on High Bridge or return to Farmville for lunch, then arrive at the R. R. Moton museum by your appointment time. This museum is adjacent to the site of a student walkout to protest poor learning conditions at the all-Black school in the 1950s. This walkout led to Farmville being one of the key destinations in the legal battle for school integration. When you make your reservation, ask about accessibility in the museum.

Take the rest of the afternoon and evening to relax or check out a free music event at Longwood University or a local restaurant. If live theater is more your style, the Waterworks Players may have a play on.

Day 5: Travel Day and Abingdon

Landscape in Abingdon, VA shows fall foliage during an autumn road trip.

  • Drive to Abingdon (About 3.75 hours without traffic)
  • Catch a show at the Barter Theatre

About Abingdon

Abingdon is a small arts town in southwest Virginia and is a jumping off point for many outdoor recreational adventures , including the multi-use Virginia Creeper Trail. The town claims to have more restaurants per capita than New York City and offers multiple music venues, being a prime stop along the 300-mile Crooked Road Heritage Music Trail.

Hiking and outdoor apparel will be right at home in Abingdon. Bring a jacket as evenings, even in high summer, can get chilly. Because Abingdon is located at the start of the Virginia Creeper Trail, don’t be surprised to see people of all ages and body types wearing spandex cycling clothes. This mountain town is a down-to-earth, practical place where you should feel comfortable wearing what’s practical and feels good.

After breakfast in Farmville, you’ll drive southwest past Roanoke to Abingdon. Without traffic, this drive takes just under four hours. 

When you arrive in Abingdon, stop by the Visitor Center for a restaurant recommendation, have lunch at one of the town’s many restaurants, then stretch your legs with a stroll down historic Main Street.

Check in at your hotel and have a rest before heading out for supper and a night at the Barter Theatre. You’ll have gotten tickets in advance, so you can park in the theater’s lot and enjoy an evening of regional music. The Barter Theatre has handicapped parking and tickets specifically for seats that accommodate wheelchairs, as well as other assistive options.

Day 6: Travel Day and Grayson Highlands State Park

Woman stands in a field at Grayson Highlands State Park, VA with a trail going up the hill behind her

  • Drive to Grayson Highlands State Park (About 1 hour without traffic)
  • Hike up the mountain and see the wild ponies.
  • Drive to Richmond (About 5 hours without traffic)

About Grayson Highlands State Park

Grayson Highlands State Park is near two of Virginia’s highest peaks and offers scenic mountain views of peaks more than 5,000 feet high (1,524 meters). The park is considered the best bouldering site in Virginia and offers access to the Appalachian Trail.

Ponies were introduced in 1974. These small, stocky ponies are wild and should not be approached, petted, or fed, but they are ruggedly beautiful.

This stop is the most rugged and physically demanding of the itinerary.

  • Jacket (consider a water-resistant one)
  • Sneakers for hiking
  • Hiking snacks – Use this guide on packing snacks in your carry-on for ideas.

Wear clothing and shoes that are comfortable for hiking up a steep mountain. Because of the elevation, you may want sunscreen, even when it’s cloudy. The weather can change quickly on mountain slopes, so check the forecast and be prepared for harsh sun, cold winds, and heavy rain all in the same day.

After breakfast in Abingdon, you’ll drive about an hour to Grayson Highlands State Park. Remember to bring cash for the parking fee. Pick up a map at the payment station, plan your route, and enjoy a steep, beautiful walk up the mountain. Bring hiking snacks and picnic beside the trail while enjoying the mountain views. If you’re lucky, you might see the park’s famous ponies, but don’t feed or pet them!

If you’d prefer not to visit a rugged mountain park that is inaccessible to mobility devices, then an alternate destination is to drive from Abingdon to Roanoke and explore the shops and restaurants downtown. The Roanoke Star is a local landmark that gives a birds-eye view of the city. This park has wide, paved trails that appear to be fully wheelchair accessible.

After a tiring hike, get in the car and settle in for the five-hour drive back to Richmond. You’ll pass by Roanoke and Lynchburg, two of Virginia’s larger cities. These are good places to get gas, use the restroom, and grab a snack. Sheetz is a large convenience store chain in Virginia that typically has clean restrooms, plenty of gas pumps, made-to-order food, and is reasonably safe for women traveling alone.

Day 7: Richmond

Woman poses in an upright coffin at the Richmond Poe Museum while traveling in Virginia

  • The Valentine Museum
  • Riverfront Canal Cruise with History Narration (Seasonal, Tickets must be purchased in advance.)

Virginia’s capital city has so much to do that the itinerary ends with another day exploring this city. 

For the museums in the morning, jeans/trousers, a nice t-shirt, and sneakers will be fine. For the afternoon, check the weather forecast and dress accordingly.

Today is all about history! Start with the Valentine Museum, which is dedicated to preserving Richmond’s history. Museum tickets include parking validation (free parking) at select parking locations. 

The museum and restrooms are wheelchair accessible. Call ahead for assistance with finding accessible parking. The museum has standard wheelchairs for visitors’ use.

When you’re finished learning about local history, head to The Poe Museum to learn about this famous poet who claimed Richmond as his hometown. There is free off-street parking onsite. 

The Poe Museum’s website says that it is largely wheelchair accessible. When I visited, the museum did not appear to be wheelchair accessible as there are small steps to get into the buildings and space around the exhibits is limited. Their website recommends calling ahead to inquire about accessibility.

The museum’s website says that there are cats in the museum, but I did not see them on my rainy day visit in January 2023. If allergies are a concern, consider calling ahead to find out if the cats will be present.

After learning about Edgar Allan Poe, relax with lunch downtown, then head to your reservation for the Riverfront Canal Cruise. This 40-minute, wheelchair-accessible water tour of Richmond will give you a fresh perspective on the city. 

Afterwards, get some exercise with the 1.25-mile (2 km) Riverfront Canal Walk that goes along the James River. Access points are along almost every block and you will see public art, statues, exhibits, and locals along the way. This is more of a city park and much of the walk is wheelchair accessible, although benches may be few and there are no restrooms.

Try a new restaurant for supper, then head back to the hotel for a relaxing evening before you head home the next morning.

Other considerations when planning a road trip through Virginia

  • Virginia does not have a good public transportation system . You will need your own vehicle.
  • You will need to pay for parking in many cities, but smaller towns are more likely to have free public parking.
  • The best places to find restrooms are in a sit-down restaurant (as a customer), a large gas station like Sheetz or WaWa, or a large retail or grocery store.
  • Virginia is beautiful to visit in all seasons, but September and October are especially pretty and a more comfortable temperature than the summer months.

Is Virginia Accessible?

  • Virginia is not universally accessible.
  • Attractions may be ADA-compliant (Americans with Disabilities Act), but still not be accessible to people using wheelchairs or other mobility devices. I suggest that you call each location and confirm that they can accommodate your needs. 
  • You are more likely to find mobility accommodations than assistance with hearing and vision limitations.
  • Towns and cities are unlikely to have benches along sidewalks or to have public restrooms.

Now you have an idea of the variety of activities Virginia has to offer! I hope this itinerary gives you a starting point for your road trip in Virginia. To learn more about Virginia tourism, visit Virginia.org .

For a carry-on only packing list, check out our Virginia Packing List post .

Written by Jill

Jill Hames is a freelance writer, musician, and ESL teacher who, at the age of four, said she wanted to learn every language in the world. She hasn’t managed that yet, but is proud to have taught herself enough Swahili to understand context from native speakers. She's too busy having fun with music and language to be found online.

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Where the Wild Kids Wander

Family | Travel | Adventures

The Ultimate 7 Day Virginia Road Trip Guide

Lauren

  • August 11, 2023
  • Updated December 18, 2023
  • In National Park Sites , Road Trip , Virginia

Thinking about a Virginia road trip? You’ve come to the right place!

Road trips don’t always have to cross state lines! Virginia is such a big state that has many things to do you can easily fill a week-long road trip.

There are so many fantastic places to visit in Virginia, especially with kids. A Virginia road trip is perfect for every family, from the mountains to the shore and all of the historical sites in between.

We’ve been all over Virginia, and have enjoyed everything the state has to offer. But if you can only visit Virginia once, this is the best way to see and enjoy this beautiful state.

The guide below shares shares multiple options for road tripping through Virginia with kids including the best sites to see and where to stay overnight. So let’s dive in!

Disclosure: Some of the links below are affiliate links, meaning, at no additional cost to you, we may receive a commission if you click through and make a purchase.

7 Day Virginia Road Trip Itinerary Overview

The below Virginia road trip could be longer than 7 days, but we maximized your time at each location, giving you a taste of everything Virginia has to offer.

However, there are so many amazing places to see in Virginia that you might want to spend a few days or more at each location.

  • Day One: Start at Arlington Cemetery then explore Alexandria in the afternoon and evening
  • Day Two: Drive to Shenandoah National Park and do one or two of the awesome hikes (like Dark Hollow Falls )
  • Day Three: Visit Luray in the morning and drive to Natural Bridge in the afternoon
  • Day Four: Visit Monticello in the morning and enjoy an evening in Charlottesville
  • Days Five: & Six: Drive to Williamsburg and spend the rest of the day at Busch Gardens. Spend the next day exploring Colonial Williamsburg .
  • Day Seven: Finish up with a short drive to Virginia Beach to relax by the ocean!

7 Day Road Trip Through Virginia Itinerary

Day one: arlington & alexandria.

road trip ideas virginia

In Arlington, the big draw is  Arlington Cemetery . While you can visit Arlington Cemetery on your own, we recommend taking the hop-on/hop-off tour .

The tour guides offer interesting facts and history about the property and the individuals interred there.

road trip ideas virginia

As one of the oldest towns in America, Alexandria is brimming with historical charm.

Take the King Street trolley (FREE!) down to the waterfront and enjoy the several shops and restaurants (we loved the Blackwall Hitch along the Potomac River).

Gadsby’s Tavern and other  historic sites  in Old Town are available for tours.

Top Hotel Pick

  • The Embassy Suites in Alexandria offers large rooms, free hot breakfast, and manager’s reception. Plus, it’s across the street from the Metro and the King Street Trolley, making it easy to Arlington Cemetery and around Alexandria.

Day Two: Shenandoah National Park

road trip ideas virginia

It’s about 2 hours to drive from Alexandria to the Thornton Gap entrance of Shenandoah National Park. This section has plenty of ways to spend a day in Shenandoah National Park , including some of the most popular hiking trails , like Dark Hollow Falls and Old Rag.

If you have some time at the end of the day, cruise along Skyline Drive (listen to this audio tour along the way) to take in the sunset at one of the many overlooks before heading to your hotel.

Keep in mind there is a fee to enter the park. However, if you have a National Park Pass or an  Every Kid in the Park Pass , you can enter with no charge.

  • The Days Inn in Luray isn’t fancy, but it’s in the perfect location to end day two and start day three!

Day Three: Luray Caverns & Natural Bridge State Park

road trip ideas virginia

There are several caves in Virginia to visit, but  Luray Caverns is the largest and most-popular. Get an early reservation to explore this massive cavern.

You should also have time to explore the other activities on site and grab a bite to eat before heading to your next stop.

If you want to spend more time in Luray , or just want a break from driving, you can skip the next spot and head right to your hotel in Charlottesville. But we wouldn’t recommend it!

road trip ideas virginia

Natural Bridge State Park is a popular trail features a gorgeous rock bridge over Cedar Creek. The 1.6-mile out-and-back paved trail is family-friendly and ends with an overlook of the Lace Falls.

Although the trail is short, there are 137 steps to climb down (and then back up) to see the natural bridge. If you’re worn out from hiking the day before, you might want to skip this spot!

There is a fee to visit Natural Bridge State Park. At time of publication it is $9 for everyone 13 and older and $6 for kids ages 3-12.

After your visit to Natural Bridge, drive the 1.25 hours to Charlottesville to check in for your next hotel. At least this stop will be for two nights !

  • When staying Charlottesville, the Home2Suites Charlottesville Downtown is a great option. It is walking distance to shops and restaurants, and offers free breakfast.

Day Four: Charlottesville

road trip ideas virginia

Your first stop in Charlottesville will be  Thomas Jefferson’s Monticello . It’ll take a few hours to explore the entire property. Thankfully, there is a delicious café on site to eat lunch.

After Monticello, take the time to explore Downtown Charlottesville. There several restaurants and shopping and also the Virginia Discovery Museum for kids if you have time! You can even do a ghost tour around Charlottesville if that’s your thing.

Days Five & Six: Williamsburg

road trip ideas virginia

We’re giving two days to this stop because there is so many things to do in Williamsburg !

We think you head straight to Busch Gardens for the day. This beautiful amusement park is known both for its atmosphere and rides. We personally loved riding Verbolten and then grabbing lunch or dinner Das Festhaus.

road trip ideas virginia

On day six, head to Colonial Williamsburg . This might be one of my favorite places in Virginia. The historic buildings and the interpreters dressed for the time period make you feel like you’ve transported back in time.

  • The Hampton Inn & Suites is a perfect stop for an overnight with complimentary breakfast.

Day Seven: Virginia Beach

It’s not a far drive from Williamsburg to Virginia Beach. And you’ve earned this day to relax on the sand and enjoy the view of the ocean.

Of course, you might also enjoy a stroll along the boardwalk or checking out all of the fun along Atlantic and Pacific Avenues. That’s up to you!

Do You Have More Time in Virginia? Add These Stops

Not far from Williamsburg or Virginia Beach, Norfolk offers plenty of things to do.

For more fun, drive into Norfolk and visit the  Hampton Roads Naval Museum  or the  Chrysler Museum of Art , both of which have FREE admission!

Richmond, the capital of Virginia, offers many fun things to do for families. The city is small enough to get around easily but big enough to fill your day with activity.

With several museums like the  American Civil War Museum , the  Virginia Museum of Fine Arts , and the  Children’s Museum of Richmond , you can beat the heat or rain and still get to learn about the city.

And for the nature lover, take a stroll along the trails on Belle Isle in the James River. You can get some great views of the city skyline on the northeastern side of the isle.

Virginia Road Trip: Map of Places to Visit in Virginia

How to Get Around Virginia

The best way to get around Virginia, especially for this 7 day road trip, is by car! All of the roads on this road trip itinerary are paved, but some can be very windy. Like any road trip, you want to  be prepared before you get on the road .

You’ll also want to plan for tolls by using  this website . EZ Pass is accepted at every toll booth in Virginia. If you don’t have EZ Pass, some tolls are bill-by-license plates, while others are exact change only.

The Best Time to Go on a Virginia Road Trip

Most of the stops on this 7 day road trip through Virginia are outside, so you’ll want to visit during nicer weather. Although Virginia winters aren’t always too harsh, Skyline Drive occasionally closes due to inclement weather.

Ideally, you’ll plan your trip sometime between late spring through early fall. That’ll give you the best weather to enjoy the trip. Keep in mind, summer will be very hot, in even the mountains, so plan accordingly with extra water and cooler clothing.

What to Pack for a Virginia Road Trip

Packing for a road trip through Virginia might be tricky, considering its multiple different geographic regions.

Some of the best places to visit in Virginia are the mountains and the beaches. As you plan your Virginia road trip, keep in mind what activities you’ll be participating in. Shenandoah National park has some great hikes. And you’ll definitely want your swimsuit for Virginia Beach.

If you plan to do everything on the itinerary, make sure to pack the following:

  • Comfortable walking shoes
  • Hiking boots
  • Beach shoes
  • Bathing suit
  • Beach towels
  • Insect repellant
  • Water bottle

And like any good road trip, don’t forget the snacks!

Read It Now. Pin It For Later!

Plan the ultimate Virginia road tip, from mountains to the shore. This family friendly road trip itinerary for Virginia will make everyone happy.

Lauren is the visionary behind Where the Wild Kids Wander. She is a travel enthusiast who lives outside of Philadelphia. For more than a decade, she's been hitting the road, exploring the nooks and crannies of the United States alongside her family. Her passions include visiting big cities and small towns and trekking through nature's trails. She loves sharing those adventures with fellow travelers.

Dusk falls over the Blue Ridge Mountains along the Blue River Parkway. Image credit anthony heflin via Shutterstock.

11 Most Scenic Road Trips To Take In Virginia

Virginia , often called the "Old Dominion," is brimming with natural splendor, rich history, and picturesque landscapes. From the towering Blue Ridge Mountains to the idyllic coastal regions, Virginia offers a treasure trove of scenic road trips that allow travelers to experience the region and all its beauty. Whether visitors are nature lovers, history enthusiasts, or simply seeking an adventure, the following road trips will take visitors through Virginia's most breathtaking vistas , charming towns, and iconic landmarks. Buckle up and get ready to explore the majestic beauty of the Old Dominion on these unforgettable road trips!

Shenandoah Valley: A Majestic Tapestry of Natural Beauty and Historic Charm

Group of tourists standing on trail boardwalk in autumn fall at Cranberry Glades Wilderness, West Virginia at Allegheny mountains Monongahela national forest

Nestled between the Blue Ridge Mountains and the Allegheny Mountains, the Shenandoah Valley beckons with its breathtaking landscapes, rich history, and warm hospitality. This picturesque region in Virginia is renowned for its rolling hills, fertile farmlands, and the meandering Shenandoah River. Whether seeking outdoor adventures, exploring charming small towns, or immersing yourself in the region's fascinating past, the Shenandoah Valley offers a captivating blend of natural beauty and historic charm.

It is a haven for nature enthusiasts and history buffs alike. With its panoramic vistas, cascading waterfalls, and vibrant foliage, the valley displays the stunning beauty of Virginia's landscape. The region's storied past is etched into its historic sites, including Civil War battlefields, grand plantations, and quaint Main Streets lined with beautifully preserved architecture. From hiking along the Appalachian Trail to savoring award-winning wines at local vineyards, the Shenandoah Valley invites visitors to immerse themselves in its diverse offerings and create lasting memories.

The Shenandoah Valley is a treasure trove of natural wonders, cultural heritage, and warm hospitality. It invites travelers to explore its scenic byways, hike its picturesque trails, and connect with the friendly locals who call this region home. Whether you're marveling at the majesty of Shenandoah National Park, browsing through charming boutiques, or indulging in farm-to-table cuisine, the Shenandoah Valley offers a delightful blend of adventure, relaxation, and discovery. So come, experience the magic of the Shenandoah Valley, and create your own chapter in the story of this enchanting region.

Skyline Drive: A Scenic Journey through the Beauty of Shenandoah National Park

Sunset over the Blue Ridge Mountains, from Skyline Drive, in Shenandoah National Park, Virginia.

Stretching for 105 miles along the crest of the Blue Ridge Mountains, Skyline Drive stands as one of Virginia's most iconic and breathtaking road trips. As the only public road that traverses Shenandoah National Park, Skyline Drive offers an immersive and awe-inspiring experience through the natural splendor of this protected wilderness.

Skyline Drive, a designated National Scenic Byway, takes you through the heart of Shenandoah National Park, a sanctuary of rolling mountains, verdant forests, and abundant wildlife. From the drive's northern entrance at Front Royal to its southern terminus at Rockfish Gap, you'll be treated to panoramic vistas, cascading waterfalls, and an opportunity to explore the park's extensive network of hiking trails. Skyline Drive is a road trip that encapsulates the beauty of Virginia's Blue Ridge Mountains and showcases the harmonious coexistence of nature and scenic grandeur.

This route is a testament to the majestic beauty of Shenandoah National Park and offers a remarkable road trip experience for nature enthusiasts and adventure seekers alike. While winding along the scenic curves of the drive, visitors will be captivated by the ever-changing landscapes, vibrant foliage in the fall, and the tranquility of the surrounding wilderness. Whether taking a day trip or a multi-day adventure, Skyline Drive will leave an indelible mark on everyone's soul. Visitors will not be disappointed by this scenic journey, where the stunning vistas and serene atmosphere of Shenandoah National Park beckon all to connect with the natural world and create memories that will last a lifetime.

Coastal Virginia: Where History Meets the Sea

Fishing Pier at Sunrise at Virginia Beach, Virginia, USA. Virginia Beach, a coastal city in southeastern Virginia, lies where the Chesapeake Bay meets the Atlantic Ocean.

Coastal Virginia is a beautiful region where history, culture, and natural beauty converge along the picturesque shores of the Chesapeake Bay and the Atlantic Ocean . From historical landmarks that have witnessed the birth of a nation to pristine beaches that beckon with their sandy shores, this coastal paradise offers a wealth of experiences for visitors. Whether exploring the cobblestone streets of colonial towns, indulging in fresh seafood, or basking in the sun on the region's renowned beaches, Coastal Virginia promises a journey of discovery, relaxation, and unforgettable moments.

The east offers a treasure trove for those seeking a blend of coastal charm and rich history. With its diverse array of coastal landscapes, from tranquil bay waters to the crashing waves of the Atlantic Ocean, this region offers endless outdoor adventures and seaside relaxation opportunities. Steeped in history dating back to the arrival of English settlers in Jamestown , Coastal Virginia proudly displays its historic sites, including Colonial Williamsburg, Historic Jamestown, and the majestic Cape Henry Lighthouse. Combining history, culture, and natural beauty, Coastal Virginia invites visitors to immerse themselves in its unique coastal heritage.

Coastal Virginia is a coastal paradise that captivates with its rich history, vibrant culture, and breathtaking natural scenery. Whether you're exploring the cobblestone streets of the colonial towns, embarking on a scenic boat tour, or simply lounging on the pristine beaches, this region offers a true escape from the everyday. As you breathe in the salty air and listen to the rhythmic sound of the waves, you'll feel the allure of Coastal Virginia. History and the sea intertwine in this place to create an unforgettable coastal experience.

Crooked Road: A Musical Journey through Virginia's Heritage

Detail view of an Appalachian mountain dulcimer musical instrument on a rustic white wooden background

The Crooked Road is a captivating musical journey that winds through the scenic landscapes of southwestern Virginia, celebrating the rich heritage of traditional Appalachian music. This 300-mile route takes travelers on a cultural pilgrimage, leading them to iconic venues, small-town festivals, and hidden gems where the soul-stirring melodies of bluegrass, old-time, and gospel music come alive. Along the Crooked Road, visitors can immerse themselves in the vibrant music scene, connect with local musicians, and experience the timeless traditions that have shaped the region's musical identity.

Much more than just a highway; it is a melodic tapestry that weaves together the Appalachian region's traditions, stories, and rhythms. While embarking on this musical journey, travelers will traverse the scenic byways of southwestern Virginia, where each stop offers a unique encounter with the roots of American music. From the lively fiddle tunes in Galax to the soulful ballads in Bristol, the Crooked Road is a testament to the enduring legacy of the region's musical heritage.

The Crooked Road offers a gateway to the soul-stirring melodies and heartfelt lyrics that define Appalachian music. It invites visitors to explore the small towns and hidden valleys where the music was born and to witness the living traditions passed down through generations. Along this storied route, community gatherings, jam sessions, and world-class performances showcase local musicians' raw talent and passion. Whether a seasoned music enthusiast or simply curious about the roots of American music, the Crooked Road promises an unforgettable journey through the heart and soul of Virginia's musical heritage.

Eastern Shore: A Coastal Escape of Natural Splendor and Tranquility

View of the Chincoteague Bay Waterfront, in Chincoteague Island, Virginia

The Eastern Shore of Virginia is a hidden gem on the easternmost edge of the Commonwealth. This idyllic region is defined by its pristine beaches, charming waterfront towns, and a laid-back way of life that beckons visitors seeking respite from the bustling world. With its unspoiled natural beauty, abundant wildlife, and rich cultural heritage, the Eastern Shore offers a unique coastal escape that delights the senses and rejuvenates the soul.

Nestled between the Chesapeake Bay and the Atlantic Ocean, the Eastern Shore of Virginia is a coastal haven that enchants its untouched landscapes and tranquil ambiance. From the pristine sandy beaches that stretch for miles to the picturesque fishing villages and quaint historic towns, this region embodies a sense of serenity and simplicity. The Eastern Shore is where time seems to slow down, allowing visitors to reconnect with nature, immerse themselves in maritime history, and embrace the genuine hospitality of the locals.

The Eastern Shore is a sanctuary for nature lovers, history enthusiasts, and those seeking a slower pace of life. Its unspoiled beaches, scenic coastal marshes, and charming waterfront communities invite exploration and provide a refuge from the demands of everyday life. Whether you're strolling along the shoreline, sampling fresh seafood, or delving into the region's captivating history, the Eastern Shore offers a unique blend of natural splendor and cultural heritage. So come, and immerse yourself in the beauty of the Eastern Shore, where the ebb and flow of the tides match the rhythm of a more relaxed and authentic coastal experience.

Colonial Parkway: A Historic Passage through Virginia's Colonial Heritage

A sunny Spring morning view of winding and scenic Colonial Parkway at one of its many brick bridges in Colonial National Historical Park.

The Colonial Parkway, a scenic roadway that spans 23 miles, serves as a time machine, transporting visitors to the colonial era of Virginia. Connecting three significant historic sites, Jamestown, Williamsburg, and Yorktown, this picturesque drive offers a glimpse into the region's rich history and cultural heritage.

The Colonial Parkway winds along the Virginia Peninsula, linking three pivotal sites in American history. This well-preserved roadway takes travelers on a journey through time, immersing them in the story of America's colonial beginnings. With its carefully designed architecture, stunning views of the James River, and access to iconic landmarks, the Colonial Parkway provides a unique opportunity to explore Virginia's colonial heritage and gain a deeper understanding of the nation's roots.

It stands as a testament to Virginia's significant role in shaping the history of the United States. While en route, passengers will be transported back to an era when the American colonies were taking shape. From the historic settlements of Jamestown, the capital of colonial Virginia, to the beautifully restored streets of Colonial Williamsburg and the decisive battlefield of Yorktown, the Colonial Parkway offers a captivating journey through the birth of a nation. Embark on this historic passage, where past stories come alive, and indulge in the rich heritage that shaped the United States as we know it today.

Blue Ridge Parkway: A Scenic Adventure along the Serene Blue Ridge Mountains

Blue Ridge Parkway in autumn.

The Blue Ridge Parkway, often referred to as "America's Favorite Drive," is a meandering ribbon of road that spans 469 miles, offering breathtaking vistas and a tranquil escape into the beauty of the Blue Ridge Mountains. As one of the most iconic road trips in the United States, the Blue Ridge Parkway showcases Virginia and neighboring states' natural wonders, cultural heritage, and outdoor recreation opportunities.

The Blue Ridge Parkway is a scenic marvel that winds through the heart of the Blue Ridge Mountains, connecting Shenandoah National Park in Virginia to the Great Smoky Mountains National Park in North Carolina. This awe-inspiring road trip takes you through towering peaks, lush forests, cascading waterfalls, and expansive meadows. With its carefully engineered design, the parkway offers countless overlooks, hiking trails, and opportunities to connect with nature, making it a haven for outdoor enthusiasts and a gateway to the wonders of the Appalachian region.

A testament to the unspoiled beauty of the Blue Ridge Mountains and offers an unforgettable road trip experience for travelers seeking serenity and natural grandeur. Visitors here will experience the incredible tapestry of ever-changing landscapes, from vibrant fall foliage to blooming wildflowers in the spring. The parkway's well-appointed visitor centers, picnic areas, and scenic overlooks provide ample opportunities to pause, breathe in the fresh mountain air, and appreciate the wonders of the natural world. Embark on this epic adventure along the Blue Ridge Parkway, where each mile reveals a new vista and nature's splendor awaits around every curve.

Chesapeake Bay Bridge-Tunnel: A Marvel of Engineering Connecting Land and Sea

Chesapeake Bay Bridge Tunnel aerial shot.

The Chesapeake Bay Bridge Tunnel is an architectural wonder that stretches 23 miles across the mouth of the Chesapeake Bay, connecting the eastern shore of Virginia with the mainland. This engineering marvel is more than just a means of transportation—it is an iconic landmark that offers a unique experience, blending breathtaking views of the bay with the thrill of driving over and under the water.

This bridge is an incredible product of human ingenuity and a gateway to the beauty of the Chesapeake Bay region. Spanning the vast expanse of the bay, this remarkable bridge-tunnel complex stands as a symbol of connection , linking the Eastern Shore of Virginia with the rest of the state. Visitors on this journey will witness panoramic views of the bay, encounter diverse marine wildlife, and marvel at the sheer engineering feat of constructing a structure that seamlessly merges land and sea.

The Chesapeake Bay Bridge Tunnel is more than just a bridge—it is an experience that combines the thrill of a scenic drive with the awe-inspiring presence of the Chesapeake Bay. Whether a resident or a visitor to Virginia, crossing this iconic structure is always an adventure. From the excitement of driving through underwater tunnels to the serenity of overlooking the vast expanse of the bay, the Chesapeake Bay Bridge Tunnel offers a unique perspective of the region's natural beauty. So, embark on this remarkable journey, where the merging of land and sea creates an unforgettable experience and reminds us of the power of human innovation.

Monticello Wine Trail: A Journey through Virginia's Premier Wine Region

Meadow run mill and general store building architecture with sign for wine tasting and storewide sale by Michie tavern near Thomas Jefferson Monticello estate

The Monticello Wine Trail is a delightful and enriching journey through the heart of Virginia's wine country. Located in the picturesque Piedmont region, this trail encompasses over 30 wineries, each offering a unique wine-tasting experience. As you explore the vineyards and wineries along the Monticello Wine Trail, you'll discover the rich history, exquisite wines, and warm hospitality that make this region a must-visit destination for wine enthusiasts.

The trail meanders through central Virginia's rolling hills and scenic countryside, weaving together a tapestry of vineyards and wineries. Named after Thomas Jefferson's beloved estate, Monticello , this trail pays homage to his vision of establishing Virginia as a prominent wine-producing region. Today, it stands as a testament to the region's viticultural success. It offers visitors an opportunity to savor a wide range of exceptional wines, from classic varietals to unique blends, while immersing themselves in the beauty of the surrounding landscapes.

The Monticello Wine Trail offers an unforgettable wine-tasting experience where history, nature, and viticulture converge. Whether you're a seasoned wine connoisseur or a curious novice, the trail invites you to sample the fruits of the region's labor and explore the unique terroir that gives each wine its distinctive character. With its scenic vineyards, charming wineries, and passionate winemakers, the Monticello Wine Trail provides a captivating journey through Virginia's premier wine region. So, raise a glass, savor the flavors, and toast to the enduring legacy of winemaking in the heart of Virginia.

George Washington Memorial Parkway: A Scenic Journey Through History and Nature

George Washington Memorial Parkway sign along trail

The George Washington Memorial Parkway is a scenic roadway that winds along the banks of the Potomac River , connecting historic sites, picturesque landscapes, and outdoor recreation opportunities. Named in honor of the first President of the United States, this iconic parkway offers a captivating journey through history and nature, highlighting the region's beauty and commemorating the legacy of George Washington. From stunning river views to access points for hiking, biking, and picnicking, the George Washington Memorial Parkway invites visitors to be immersed in its timeless charm.

The parkway is a testament to the rich history and natural splendor that graces the region surrounding the nation's capital. Stretching from the iconic Arlington Memorial Bridge to George Washington's Mount Vernon estate, this scenic roadway provides a convenient transportation route and a gateway to the region's historic sites, cultural landmarks, and recreational opportunities. As you drive along the parkway, tourists will be in awe of the captivating beauty of the Potomac River , surrounded by lush greenery, historic estates, and monuments that pay tribute to the nation's founding.

The George Washington Memorial Parkway uniquely blends history, nature, and scenic beauty. Whether exploring the historic estates, strolling along the riverfront, or enjoying a picnic in one of the parkway's scenic overlooks, this iconic roadway provides a remarkable journey through the past and present. While following in the footsteps of George Washington, tourists gain a deeper appreciation for the region's heritage and be captivated by the stunning landscapes cherished for centuries. The George Washington Memorial Parkway truly is a treasure that invites visitors to explore, connect, and be inspired.

Virginia's Eastern Highlands: A Natural Haven of Serenity and Beauty

Appalachian Mountains, Kentucky and Virginia State Line, scenic sunset

Virginia's Eastern Highlands is a captivating region of rolling hills, verdant valleys, and picturesque landscapes that exude a sense of tranquility and natural beauty. Nestled in the heart of the Appalachian Mountains , this beautiful area invites visitors to explore its scenic wonders, indulge in outdoor adventures, and explore the region's rich cultural heritage. From the iconic Shenandoah National Park to charming small towns and hidden gems, the Eastern Highlands of Virginia offers a perfect escape from the hustle and bustle of everyday life.

This hidden gem showcases the state's natural splendor and rugged charm. With its stunning vistas, meandering rivers, and lush forests, this region offers a serene retreat for outdoor enthusiasts and nature lovers. The Appalachian Mountains paint a breathtaking backdrop, providing a playground for hiking, camping, and wildlife spotting. Amidst this scenic beauty lie quaint towns and villages, each with unique character and rich history waiting to be discovered. Whether seeking solitude in nature or craving a glimpse into the past, Virginia's Eastern Highlands promise an unforgettable journey of exploration.

Virginia's Eastern Highlands is a land of captivating beauty and timeless allure. Visitors will discover peace and rejuvenation while exploring its winding trails, breathe in the fresh mountain air, and enjoy its rich cultural heritage. Whether marveling at the vibrant autumn foliage, savoring the flavors of locally produced wines and cuisine, or simply finding solace in the tranquility of the mountains, the Eastern Highlands of Virginia offers an escape from the ordinary and an invitation to reconnect with nature and oneself.

Final Notes

Virginia's scenic road trips offer an escape into a world of natural wonders, historic sites, and captivating landscapes. From the awe-inspiring views along Skyline Drive and the Blue Ridge Parkway to the serene beauty of Virginia's coastal regions, each road trip presents a unique opportunity to discover the hidden gems of the Old Dominion .

Whether visitors delve into the rich history of Colonial Williamsburg, savor the flavors of Virginia's wine country, or soak in the tranquility of the Eastern Shore, these road trips will leave everyone with cherished memories and a deep appreciation for the beauty that abounds in Virginia. So hit the road and embark on these extraordinary adventures through Virginia's scenic landscapes, where every turn promises a new, breathtaking discovery.

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Virginia Road Trip Itinerary: from Wise, to Richmond, to the Eastern Shore

Where should you go for a road trip in Virginia? What are some unexpected or lesser-known places to see in Virginia? What is there to do in Virginia besides Virginia Beach and NOVA? Want road trip ideas from Richmond, Virginia?

The push to explore the outdoors has been huge in recent years! And if you're in Virginia, you're in luck—our state has extremely diverse options for outdoor activities what is that be wine tasting or waterfall chasing.

But, if you're like me and have lived here more than 15 years there might be a chance that you haven't been a hundred miles outside of the I-95 corridor .

I went on a 10-day Virginia road trip to some extremely underrated places in the state, and I'm sharing my itinerary!

This post is sponsored by the Virginia Tourism Cooperation. All thoughts are my own. There also may be some affiliate links in this post. Cool? Cool .

Virginia Map

Who is this itinerary for?

I went on this whirlwind trip with my best friend, Grace—two 20-something, solo traveling women looking for a socially distant, adventurous, comfortable, Black-owned/Black-history centric trip! With a little outdoor adventure.

There are activities in this for all sorts of travelers—family, couples, solo, young, and old. But if you’re young, moving at a fast pace, and alright with a pretty energetic schedule, you'll really enjoy this!

🗺 This itinerary assumes you’re beginning in the Northern Virginia (NOVA) area because that is the most populous area in the state. If you are, I highly suggest exploring what D.C. has to offer !

2 days in Charlottesville, VA: vineyards, art, and Bogo Bagels 

Leave in the morning to make it to your first stop, Charlottesville, by the early afternoon.

Before you reach downtown, stop at King Family Vineyard , where you’ll have your first socially distanced outdoor activity: horseback riding!

You can book a 90-minute group horseback ride with Indian Summer Guide Service and get a tour of the entire winery—no prior riding experience required. Purchase a few bottles of wine and pack them in your car's trunk to last you the rest of your Virginia road trip .

Horseback riding Charlottesville

Then head into the main city of Charlottesville and drop your bags off at your hotel: Might I suggest the 2020 newly opened Quirk Hotel ?

They are oh-so-aesthetic, have an open-air rooftop to enjoy, and a free gallery on the bottom floor of the hotel where they showcase local Charlottesville artists.

Quirk Hotel Charlottesville

Hungry? Stroll 10-minutes down the street and grab Bodo’s Bagels for lunch. This Virginia staple is so popular that any Charlottesville visitor has no doubt gone there. The drive-through-only line wraps around the building for a reason: the variety of loaded bagels are as big as your head and absolutely delicious!

For Day 2 in Charlottesville, if the weather is good, you can spend the rest of the day exploring Charlottesville’s Downtown Mall , or stop into the IX Art Park .

“ The Looking Glass ” is Virginia’s first immersive art exhibit, and truly a unique Virginia experience. Check out the trippy TikTok tour I made of it , below!

Don't worry, you can get your bearings back by unwinding at dinner: almost j ust across the street is Public Fish & Oyster . The restaurant has beautiful indoor and outdoor seating, and most importantly, a Happy Hour for yummy Virginia oysters.

Have a good night's sleep at Quirk (I love their vintage white-noise machine in each room!), because you have an early morning drive to your next top: Staunton.

But not before supporting MarieBette Cafe & Bakery , a local-Charlottesville, Black co-owned cafe. And if you’re a really earlier riser, you should go up to Carter Mountain Orchard on your way out of town for some apple picking, and for some of their staple apple cider donuts!

Road trip to Staunton, VA (2 days) –

Arrive in Staunton, VA, and check in to the Blackburn Inn for reasons you will soon see.

Staunton, VA is an adorable smaller town that reminds me of downtown Fredericksburg—walkable, with many little shops, and restaurants.

🍕 In 2020, the town of Staunton, VA began the  Dine Out in Downtown  initiative where they close the entirety of Beverley St. for the weekend and people can dine al fresco at any of 13 restaurants!

Around 5 PM plan to have dinner at Zynodoa for some yummy southern cuisine. Why so early? Well, I want to leave you some time…

Depending on when you go, you might be lucky enough to catch the American Shakespeare Center’s outdoor-adapted rendition of Twelfth Night or Othello!

Finally, I recommend retiring to   The Blackburn Inn  if you have the means. I mean… the photos speak for themselves.

The Blackburn Inn Staunton - Outside View

Giles County, VA (1 night) – Dirty Dancing (seriously!),

Mountain Lake Lodge has a longstanding claim to fame that might interest you… Get your nostalgia ready for the film location of Dirty Dancing!

We were lucky enough to attend during one of their Dirty Dancing weekends full of movie-themed events, a self-guided tour of the property and Baby's cottage, and a socially-distanced dance party.

However most of these events were at night, so what to do during the day?

Pembroke Virginia Kayaking

Start by organizing a kayaking experience with Tangent Outfitters —you can do a solo session that takes about 2.5 hours from drop off to pick up point. Don't worry if you have no experience, it's Class 1 and 2 rapids only and you can't get lost on a one-way river!

For a late lunch, I have to recommend eating at Bluegrass BBQ for a delicious, affordable, and very western-Virginia meal of… deep-fried frog legs.

Now listen: I am a full-time avid traveler and have eaten odd eats from cow tongue, to horse sashimi, to alligator. But something about frog legs had me shaking in my boots . But, do it for the gram, right?

…When I tell you those frog legs were absolutely, undeniably delicious, part of me wishes I was lying. It tasted like a cross between fried shrimp and fried chicken, and the honey pepper sauce they serve it with sent me into the outer limits of the galaxy.

If you're brave enough to try it, you won't regret it!

Before you leave the Giles County area, consider stopping by the Town of Narrows and hiking Mill Creek Falls . This hike is a safer, more accessible alternative to Virginia's famous Devil's Bathtub.

Just a 25 minute Moderat walk can get you to the beautiful, babbling Brook, and have you immersed in Virginia's beautiful wilderness.

A young person's everything idea guide to an extraordinary 2-week Virginia road trip itinerary through all the far corners of Virginia

Road trip to St. Paul, VA (2 days) – Mudding time!

The drive out to this corner of VA is especially beautiful in the early morning when the morning fog still sits in the valley, I highly recommend it.

Walking into The Western Front Hotel was a shock in the best way! I never would have imagined one of the most rural-meets-modern, beautiful, intentionally-designed hotels I'd ever stay out would be in this reformed coal-town in Western VA.

What makes this town even more special is how the town is so integrated—a must-do experience is ATV mudding through the backwoods and getting absolutely soaked.

But how to clean off when you're done? The Western Front Hotel's showers were designed with mud in mind, and your filthy rinse won't clog their pipes!

St Paul ATV Mudding

We'd originally planned to hike to Devil's Bathtub, but the summer rains can make it such a treacherous hike, for no reason. Little Stony Falls was a lot easier to navigate to, with a stunning waterfall and cooling mountain pool.

Things to do in Roanoke (2 days): Glamping, outdoor adventure, and stardom await

Start your day by getting some Black-owned morning juice at RND Coffee  and head up to the  Roanoke Star —the largest, free-standing, man-made, illuminated star in the world. It's a great photo op and view of the city and view of the Blue Ridge Mountains.

Roanoke VA Road Trip

After then you can spend the day looking for Roanoke’s hidden street art , hiking the nearby Dragon's Tooth , eating at delicious restaurants downtown, or recreating the summer camp memories of your youth at Explore Park !

Through their targeted demographic for activities is kids, it's designed for fun for all ages and we ziplined, hiked, and tubed, and even camped overnight at Explore Park in their canvas glamping tents!

Roanoke VA Road Trip

Next up, Farmville : what is there to do? Bridges and Black history!

Farmville is an aptly named, quiet, simple town most famous for being home to Longwood University and Greenfront Furniture store . But there are some interesting and adventurous activities to find here too!

Start by taking a 2,400-foot stroll down High Bridge Trail State Park ‘s High Bridge—there are some spectacular views and the surrounding trails are great to explore on foot or bike. 

Then check-in and drop your things at your hotel—we stayed at the  Hotel Weyanoke  which was convenient, adorable, and closeby to the university and great restaurants nearby.

Like their hotel restaurant Effingham's (seen below) or a block away at  North Street Press Club  where we had a delicious dinner of poke and fish tacos. They also have a great tequila Tuesday deal.

High Bridge State Park Farmville

The one can't-miss stop in Farmville has to be the  Moton Museum , Gen Z and Black-history lovers, especially for you.

There is so much Black and  American  history that has yet to be known by the mainstream, and this museum highlights one of them—the stories of Barbara Johns and the 16-year-old activists in Farmville whose fight for a better education led to the Civil Rights Movement as we know it.

Moton High School Virginia Black History

Road trip to Richmond (2 days) – Black-owned beer, street art, and lost art

Sigh… Richmond, VA. The city where I went to college for 3.5 years and that made me fall in love with Virginia more than ever before. This city is diverse, rich in history (both good and bad), has a fantastic food scene, and so much to do.

If you're looking for a breakfast or brunch spot try Perly's , a Jewish-owned bagel eatery downtown.

Wednesdays and Friday evenings at the  Virginia Museum of Fine Arts   are usually the most lively, and if you go in the near future I highly recommend the Treasures of Ancient Egypt: Sunken Cities  exhibit they currently are hosting.

VMFA Sunken Cities

Of course, in a city that was once the capital of the Confederacy, it is touched by a history of injustice and slavery as well. I recommend 3 activities to get a holistic view of the Black history in Richmond:

A visit to the Black History Museum and Cultural Center of Virginia is non-negotiable, and new since even I left the city after college in 2017. The information that is presented and the way that is done will send shivers down your spine but make you eat up every second of it.

Richmond was a center point for the height of Black Lives Matter protests in Richmond, VA in 2020. The new Mending Walls RVA is a project that uses this city's iconic medium of choice — street murals — bring encourage dialogue, community, and meaningful insight into Black Lives Matter.

A visit to the Elegba Folklore Society and chat with the owner Ms. Janine Bell will give you a view of Black Richmond through a lens of original African ancestry and how that translates into modern-day.

To get your fix of the outdoors reserve some climbing lessons with RVA Paddlesports / RVA Climbs .

Dinner at 3 Monkeys is a Richmond must-do, hit up Eric of Uncap Everything (small, Black-owned business) to learn more about the brewery scene in the city.

Canal Street Street Art Richmond VA

Finally, crash at The Graduate Hotel . I used to live in the section of townhome directly behind this beautiful hotel and I will tell you this is the perfect location for access to downtown, the university, restaurants, uptown, and walking distance to 7-11 for midnight snacks!

Virginia's Eastern Shore: What to do in Cape Charles ?

The end to an adventurous, jam-packed vacation should be at the beach—so welcome to the Eastern Shore!

There's not much in the way of busy downtown areas or hiking trails here, but you will find relaxing beaches where you can SUP, crab hunt, or just sunbathe.

In the nearby town of Fort Monroe you'll find the woman-owned and brewed Oozlefinch Brewery , so stop by and support women in the beer industry after you have a great seafood lunch at The Shanty .

As for accommodations, why not try camping at KOA's campground and staying in one of their trailers? Sleep under the stars!

Traveling as two young women of color (biracial Black and Asian) we had a few hesitancies about our comfort going to rural areas. However, I have to say I was pleasantly surprised by this trip. Perhaps it's because small business owners and locals are focusing on good business more than ever because of the pandemic, but we didn't have any issues even in the furthest corner of the state. Every person we came across was welcoming and happy to hear that we were exploring the state. If you're considering a road trip around Virginia in the coming seasons— do it! And doing it in Virginia means a variety of activities to choose from, adventure, and supporting our local tourism economy when it sure does need it most.

Which spots are you going to hit in your Virginia adventure? Tell me in the comments which stood out to you!

A young person's everything idea guide to an extraordinary 2-week Virginia road trip itinerary through all the far corners of Virginia

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Hi! I love that you gave Virginia a chance. I live in Southwestern Virginia. Next time you come back (as you definitely should) be sure to check out Damascus, Virginia! The second highest point in Virginia (Whitetop Mountain) is located near there and it is the most beautiful view you can find of the Appalachian Mountains! I love my home and we would love to have you sometime.

Hi Gabby, Excellent piece! I enjoyed it and will use a lot of the info myself. I’d be remiss if I didn’t mention that (for Staunton) you omitted the only actual outdoor family attraction in Staunton, the Frontier Culture Museum. We’ve been one of the few places families can visit (and feel safe because they’re outdoors and socially distanced) and we’re open 7 days/week. All the best – Stay Safe Joe Herget Director of Marketing

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Gabby Beckford

Gabby is a multi-awardwinning creator. She is a full-time travel influencer, Gen Z travel marketing expert, and public speaker. You'll find her featured in the likes of Good Morning America, National Geographic, CNNTravel, Forbes, Travel+Leisure, and even the TEDx stage.

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Virginia road trip stops

Virginia road trip stops

Discover the best places to add to your trip through Virginia.

Get inspired by Roadtrippers Magazine

Read about Virginia’s most incredible places and experiences worth the detour.

10 stops in wacky and wonderful Wytheville, Virginia

10 stops in wacky and wonderful Wytheville, Virginia

Creating a legacy: How Alexandria's Black history has helped shape the city

Creating a legacy: How Alexandria's Black history has helped shape the city

The most popular road trip stops in virginia.

Not sure where to get started? Here’s a list of the most popular road trip stops in Virginia.

Luray Caverns

Luray Caverns

Shenandoah National Park

Shenandoah National Park

Colonial Williamsburg

Colonial Williamsburg

Skyline Drive

Skyline Drive

Natural Bridge State Park

Natural Bridge State Park

Thomas Jefferson's Monticello

Thomas Jefferson's Monticello

Shenandoah Caverns

Shenandoah Caverns

Chesapeake Bay Bridge-Tunnel

Chesapeake Bay Bridge-Tunnel

Dinosaur Land

Dinosaur Land

Hit the road.

Here are some of Virginia’s most extraordinary stops, handpicked by the Roadtrippers team.

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road trip ideas virginia

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Colonial Williamsburg

6 Days. 9 Iconic Sites.

Immerse yourself in our nation’s history as you travel across Virginia.

Road Trip Map

On this Virginia road trip, experience the sites that witnessed our nation’s founding. See what life was like for early settlers and visit the estates that our founding fathers called home.

Historic Destinations

Colonial Williamsburg

Colonial Williamsburg

Colonial Williamsburg brings to life the years leading up to the American Revolution.

Jamestown Settlement

Jamestown Settlement

Explore the world of Jamestown, America’s first permanent English colony, at this living history museum.

Historic Jamestowne

Jamestown Rediscovery at Historic Jamestowne

Walk in the footsteps of Captain John Smith and Pocahontas at the original site of Jamestown.

American Revolution Museum

American Revolution Museum at Yorktown

Step into a re-created Continental Army encampment and a Revolution-era farm.

James Monroe's Higland

James Monroe’s Highland

Highland, the home of James Monroe, is adjacent to Thomas Jefferson’s Monticello in Charlottesville, Virginia. 

Thomas Jefferson's Monticello

Thomas Jefferson’s Monticello

Visit Monticello, the mountaintop plantation of our third president, Thomas Jefferson, in Charlottesville.

James Madison's Montpelier

James Madison’s Montpelier

Located in the foothills of Central Virginia, Montpelier is the home of President James Madison and his wife Dolley, America's first "First Lady."

George Washington's Mount Vernon

George Washington’s Mount Vernon

The estate of our first president, George Washington, is open daily and is just outside of Washington, D.C. 

George Washington's Mount Vernon

George Mason’s Gunston Hall

Sometimes referred to as the Forgotten Founder, George Mason was an architect of the American Revolution and a leading proponent of both limiting government tyranny and protecting citizens’ rights.

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Adventures with our little explorer

road trip ideas virginia

Summer road trip ideas in Virginia with kids

Planning a summer visit to Virginia? On the blog, I will share a few summer road trip ideas in Virginia with kids that you can add to your East coast family road trip.

Most people don’t really think of Virginia as a family travel destination, but the state is rich in history, and there are so many hidden gems to explore.

You can easily spend a day visiting some of these Virginia family attractions on your East Coast family vacation, or better yet, spend the summer exploring all the fun things to do in Virginia with kids.

Virginia’s motto is “Virginia is for lovers” and you’ll definitely find something to love on your visit. 

READ NEXT: Guide to Washington DC with kids

* This post may contain affiliate links. Affiliate links are no extra charge to you, but I may earn a small commission if you choose to make a purchase.

road trip ideas in Virginia with kids

George Washington’s Mount Vernon

Virginia is home to some of the Nation’s first Presidents, and you can visit some of their homes in the area. One in particular is George Washington’s Mount Vernon Estate .

A visit to Mount Vernon is one of the most family friendly destinations with kids in Virginia.

They’ll love learning more about our first President through all the fun learning exhibits at the museum, and on a tour of his mansion. 

road trip ideas in Virginia with kids

The mansion tour can go anywhere from 20-45 minutes, depending on how busy it is for the day.

The tour takes you through the many rooms, with guides along the way who will answer any question you may have.

There are other activities you can purchase on your visit, such as the National Treasure tour, a boat cruise along the Potomac and many more.

The kids will also love exploring the grounds of Mount Vernon, visiting the farm animals, his gardens, and getting to visit George Washington’s tomb. 

*You can also visit Thomas Jefferson’s Monticello, James Madison’s Montpelier, and James Monroe’s Highland, which we have yet to explore.

READ MORE: Guide to Mount Vernon with kids  

road trip ideas in Virginia with kids

Old Town Alexandria

You definitely have to add a visit to Old Town Alexandria on your road trip through Virginia.

This is one of the most charming towns, and it was once George Washington’s old stomping grounds. 

Known as “One of the best small cities in America”, One of the top things to do in Old Town Alexandria is a walking tour along the historic streets.

There are so many beautiful homes to admire on your visit. It’s especially beautiful in the spring when the Cherry blossoms are in bloom.

READ NEXT: Guide to the Cherry Blossoms Festival

road trip ideas in Virginia with kids

The kids can even go on an Old Town Scavenger hunt discovering clues and facts about some of the historic places. Visit the Christmas Attic at 125 S. Union St. for Map and clues.

Take a stroll along Kings street and go shopping in one of the charming boutique stores.

If you’re a foodie there are so many yummy restaurants to try, and decadent sweets to indulge in. We love Dolci Gelati, and Pop’s Old fashioned Ice cream.

Make sure to stop by the Waterfront and take a break from your sightseeing tour of Old Town Alexandria. There’s a fun waterfront park for the kiddos, and a rotating outdoor art installation as well.

READ MORE: Top things to do in Old Town Alexandria

road trip ideas in Virginia with kids

Visit the National Parks in Virginia 

You don’t really think of National Parks when visiting Virginia. We were surprised to find out that there are so many smaller National Parks in the state, and we decided to visit a few during a recent summer road trip through Virginia. 

 I list some of the more popular National Parks in Virginia, but there are so many more to explore, along with some of Virginia’s State Parks. 

READ NEXT: Kid friendly hiking trail and parks in the Washington DC area

road trip ideas in Virginia with kids

 Shenandoah National Park

One of the most well known National Parks in Virginia is Shenandoah National Park.

You definitely need to add Shenandoah to your summer road trip through Virginia with kids. 

Shenandoah National Park is a great place to spend some time out in nature with kids. There are so many kid friendly trails, some with the most amazing vistas and waterfalls. 

If you only have a day to explore Shenandoah National Park, one of the best things to do is a drive along Skyline drive.

There are over 70 lookout points, some with the most amazing views of the Blue Ridge Mountains. 

If you can do an overnight visit to Shenandoah National Park, make sure to reserve rooms at one of the resorts ahead of time, or find a hotel in near Shenandoah here .

You can also reserve a camping spot at Shenandoah NP, just make sure to do this ahead of time as well. 

READ MORE: Guide to Shenandoah National Park with kids  

road trip ideas in Virginia with kids

Great Falls Park

Virginia is home to so many smaller National Parks, one in particular is Great Falls Park .

Great Falls Park is known for it’s waterfalls, and for one of the Nations first canals, which was headed by George Washington himself. 

You can actually still see remnants of this historic canal on a self guided walking tour.

ou can download and print a Junior Ranger book online here , or pick one up at the Visitors center. The kids will receive a Junior Ranger badge upon completion. 

There are also a few kid friendly trails at Great Falls Park. One of our favorites is the River trail that meanders along the Potomac River, with lots of fun boulders for the kids to climb.

There is also the Patowmack Canal trail , which takes you along the historic canal, and is one of the easiest trail in the park.

READ MORE: Guide to Great Falls Park with kids  

road trip ideas in Virginia with kids

Visit the Assateague Island National Seashore

One of our favorite National Parks in Virginia is Assateague Island National Seashore on Chincoteague Island.

You’ve probably heard of the book “Misty of Chincoteague”, this island is the inspiration, which is home to the famed Wild Chincoteague Ponies. 

There are many opportunities for some outdoor recreations for the whole family.

You can go on kayaking adventure, camping on the beach, admire the wild ponies on a boat cruise, crabbing, hiking, biking, bird watching, or simply spend the day at the beach. 

There is so much to do on this barrier island in Virginia. Make sure to stay overnight in one of the hotels on Chincoteague island , camp in the KOA facility, or on the beach!

READ MORE: Guide to visiting Chincoteague Island 

road trip ideas in Virginia with kids

Historic Jamestowne National Park

Visit one of the earliest English Colonies in North America, and walk in the footsteps of John Smith and Pocahontas.

Historic Jamestowne is the actual spot where the English settlers first landed, whereas, Jamestowne settlement is the interpretation of the colony.

There is an admission fee to get into Historic Jamestowne, since it is run by the National Park service, but is worth the visit.

There are free guided tours and fun kids activities, where they can witness ongoing excavations, and ask the archaeologists some questions as they work.

Don’t forget to join in on the Junior Ranger Programs and complete the activities to get your very own badge. 

You can pick up a booklet at the Visitors Center, and get the Kids Junior Ranger Passports stamped at the same time.

road trip ideas in Virginia with kids

Take a scenic drive along the George Washington Memorial Parkway 

George Washington Memorial Parkway   is a 25 mile long recreational drive that runs along the Potomac from Mount Vernon to McLean, Virginia, and is maintained by the National Park Service. 

The George Washington memorial parkway meanders along the Potomac with stops at George Washington’s estate at Mount Vernon, Arlington National Cemetery, and Great Falls Park. 

There are so many historic spots and wildlife preserves to visit along the way as well.

One in particular is the historic Jones point lighthouse in Alexandria, which is one of the last riverine lighthouses in the country and the only one still standing in the Chesapeake Bay Area. 

road trip ideas in Virginia with kids

Watch planes takeoff at Gravelly Point Park

Gravelly Point is a National Park Service sight located along the George Washington Memorial Parkway, right next to the Ronald Reagan Washington National Airport.

Since the park is just a few hundred feet away from the runway, it’s the perfect spot for airplane spotting.

Pack a picnic and spend an afternoon watching planes takeoff! You can also go on a bike ride along the Mount Vernon trail which passes through the park, or launch a boat and cruise the Potomac River. 

road trip ideas in Virginia with kids

Visit Mason Neck State Park

Just a short drive from Washington D.C. is Mason Neck State Park. Virginia is home to so many beautiful State Parks, and Mason Neck is one of our favorites in Northern Virginia.

The park offers many opportunities for outdoor adventures. Enjoy a day of hiking with miles of trails, including 3 miles of paved multi-use trails. Theres even a picnic area, and a playground for the kiddos!

You can also spend the day lounging on the beach at Belmont Bay, or rent canoes and kayaks and enjoy some adventures on the water.

The Parks wetlands and forests make it ideal for wildlife observations. Bird watching is one of the best things to do in Mason Neck, and is the perfect places to spot American bald Eagles.

Nearby attractions include the Elizabeth Hartwell National Wildlife Refuge, Gunston Hall and Pohick Bay Regional Park.

road trip ideas in Virginia with kids

Other Virginia National Parks to visit:

  • The Appomattox National Court House
  • The Yorktown Battlefield
  • The Appalachian Trail
  • Arlington House 
  • Blue Ridge Parkway

Spend the day at a Theme Park in Virginia  

Busch gardens williamsburg  .

One of the most popular theme park for kids in Virginia is Busch Gardens. The kids will love the Sesame Street forest of fun, while the older kids and parents of course will love getting their thrill on with the larger than life coasters and fun rides. 

Sesame Street forest of fun features family-friendly rides and playgrounds. Kids can meet their favorite Sesame Street character and have their pictures taken with them as well. It’s a fun day out for the whole family!

 The main attraction at Busch Gardens in the summer is a visit to Water Country USA . Cool down at this fun water park with all the fun family water attractions and thrilling water slides. It’s the best way to beat the summer heat in Virginia. 

road trip ideas in Virginia with kids

Kings Dominion  

Kings Dominion is another fun theme park you can add to your summer road trip through Virginia with kids. 

The main theme for kids here is Charlie Brown, and they also feature lots of family friendly rides, including a little coaster that’s a hit with my little one. Planet Snoopy is a fun day out with kids, and you can also visit with the characters and take photos with them as well. 

Kings Dominion also offers a fun water park called Soak City, which is the perfect place to spend the day during the hot summers in Virginia.

road trip ideas in Virginia with kids

Explore Historic Virginia with kids  

Explore the historic triangle.

One of the best things to do on a summer road trip through Virginia is a visit to the Historic Triangle.

Explore the three historic colonial communities in Virginia, which includes Colonial Williamsburg , Jamestowne Settlement, and the American Revolutionary museum at Yorktown. 

Make sure to purchase the America’s historic triangle ticket for admission to all the historic spots including Historic Jamestown.

road trip ideas in Virginia with kids

American Revolutionary Museum Yorktown

Our little ones favorite museum is the American Revolutionary Museum at Yorktown , She loved discovering what life was like during the Revolutionary War at the Revolution Place, with all the fun digital interactives, and hands-on activities.

You can even discover the museum on a Virtual field trip , color the Museum’s collection , and make-at-home crafts . There are lots of learning resources online to prepare your kiddos for their visit!

road trip ideas in Virginia with kids

Jamestown Settlement

Our little one also loved the outdoor living history museums at Jamestown Settlement. You can watch and learn how to fire a musket, carve a canoe out of oyster shells, and make jewelry out of shells with the Powhatan tribe.

The kids can also board the replica ships Susan Constant, Godspeed and Discovery, and take part in periodic demonstrations of 17th-century piloting and navigation. 

The kids will love that they can actually climb into a sailors bunk, learn to tie a sailors knot, and more. This was one of our little ones favorite exhibit at Jamestown settlement. 

You can even explore the museum online with all the educational resources available, or print out some fun colonial coloring pages for the kids here.

road trip ideas in Virginia with kids

Colonial Williamsburg

Colonial Williamsburg is fun for the whole family. Learn about colonial life in the largest outdoor living history museum in the country. The kids will enjoy all the interactive exhibits, some they can even take part in!

Don’t miss the hedge maze at the Governors Palace, which the kids will love, and explore the grounds on a horse carriage ride.

Make sure to watch the Fife and drum parade, and take part in a courthouse session. There’s lots to do on a visit to Colonial Williamsburg with kids.

READ MORE: Top things to do in Williamsburg Virginia with kids

road trip ideas in Virginia with kids

Visit the Virginia Civil War Battlefields

Visiting Civil war battlefields are probably not something you think of on a family vacation. But if you have any history buffs in the family, this is the perfect destination for them!

When planning your summer road trip through Virginia, make a stop at the Fredericksburg and Spotsylvania Civil war battlefields and learn more about the battles fought in the area.

Don’t forget to bring the kids Junior Ranger passport to the National Parks to get them stamped. The Civil War battlefields are also National Parks.

road trip ideas in Virginia with kids

Start your visit at the Fredericksburg Visitors center. The kids will appreciate some of the interactive learning exhibits, and the self guided tours of the battlefield. 

Make sure to visit Chatham Manor, which is a short drive away from the visitors center.

Chatham Manor is a Georgia style mansion that was once a thriving plantation, and was used as a hospital during the civil war. We loved the self guided tour of the Mansion and the beautiful gardens. 

READ MORE: A Visit to the historic battlefields in Virginia

road trip ideas in Virginia with kids

Visit Arlington National Cemetery 

Another historic place to add to your road trip through Virginia is the Arlington National cemetery . Arlington National Cemetery is the final resting place for many of our nation’s heroes beginning with the Civil War. 

It’s located on the grounds of Arlington House which was owned by George Custis, and later by confederate general Robert E. Lee and his wife. Arlington house is usually open for visits, but unfortunately it is undergoing some restorations. 

Pay your respects to our Nations hero’s as you stroll along the cemetery. You can even visit John F. Kennedy’s tomb along with his wife Jackie O.

One of our favorite things to do at Arlington is watching the changing of the guards at the Tomb of the Unknown soldier, it’s definitely something the kids will enjoy.

road trip ideas in Virginia with kids

Spend a day at the beach 

Virginia beach.

One of the best things to do on a summer road trip with kids in Virginia is a relaxing day at the beach . One of our favorite beaches here is Virginia Beach.

Virginia Beach is one of the most family friendly beaches in the state, with so many fun family attractions.

The kids can enjoy a Surrey bike ride, along the three mile long boardwalk while they admire the fun sculptures along the way, especially the giant King Neptune statue.

There are so many kid friendly restaurants, and many other fun family attractions as well. Virginia Beach is one of our favorite summer destinations, there’s always something going on here for the whole family!

READ NEXT: Best Family Beaches near DC

road trip ideas in Virginia with kids

Assateague Beach

Assateague Beach is one of the most beautiful beaches in Virginia. This barrier island on the Eastern shores of Virginia is a hidden gem in the state, and one place I highly recommend you visit. Where else can you lounge on the beach and see wild ponies! 

The beach is located on Assateague Island , which boasts pristine beaches on a 37 mile long island along the coasts of Maryland and Virginia. 

Entrance is free on foot or on a bicycle, or if coming in by car, there is a fee to enter this National Park. Once you arrive there is metered parking by the beach. 

READ MORE: Top things to do on Chincoteague Island

road trip ideas in Virginia with kids

Visit Yorktown Beach  

One of the best beaches for little kids is Yorktown Beach. We love the little lagoons which are perfect for the littlest swimmers. 

You can also rent kayaks, paddleboards, and bikes to explore the area, and book tickets on the Schooner Alliance and set sail on the York River.

You will also find some shops and restaurants nearby to grab a bite. It’s the perfect way to end your visit to the Historic Triangle of Virginia. 

road trip ideas in Virginia with kids

Where to stay in Virginia 

One of the best places to use as your base while exploring Virginia is Williamsburg, VA. There are so many  family friendly things to do in Williamsburg Virginia with kids , and it’s’ located close to most of the top things to do in Virginia.

  • The  Hotels at Colonial Williamsburg is one of our favorite places to stay. One of our favorite hotels there is The Griffin Hotel . We love the big and open rooms, perfect for families. 
  • The  Hotels in Washington DC  are another perfect place to stay, especially when exploring the family activities in northern Virginia. 
  • We love staying at one of the  hotels at the DC Wharf . Most of the DC main attractions are just a walk away, and it’s close to most of the Northern Virginia attractions I share on the blog. 
  • The Hyatt House Wharf DC  is our favorite, with the family size rooms, with kitchens and free breakfast. 

Find a hotel in Virginia here:

Read more of our virginia blogs here:.

  • A visit to Burnside Farms in the spring
  • Guide to the Cox Farms Fall Festival in Virginia
  • A Colonial Williamsburg Halloween: Haunting on DOG street
  • Guide to the Holidays in Old Town Alexandria
  • Christmas on the Potomac: ICE at Gaylord National Harbor

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road trip ideas virginia

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Privacy overview.

Take These 19 Country Roads In Virginia For An Unforgettable Scenic Drive

road trip ideas virginia

Anna Strock

Virginia staff writer for Only in Your State, freelance writer and journalist. Even though Anna has lived other places, somehow Virginia is where she always seems to land.

More by this Author

You’re reading this article because you want to know about the best driving roads in Virginia, or perhaps you’ve searched for “ scenic drives near me ,” right? Well, let me tell you…there are more than 2,500 miles of road designated as “scenic byway” in Virginia. And even if you have all the time in the world, covering every mile is no small task. That being said, no single byway represents every scenic road in the state! So, we have put together some snapshots of a few of the roads you can take to experience the beauty of Virginia from the comfort of your car. From major routes to a few roads less traveled, these 19 scenic drives in Virginia will give you an unforgettable experience.

road trip ideas virginia

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scenic drives in Virginia

Wanna see some of the best back roads in Virginia? If so, check out this YouTube video by Daniel Szwerc showcasing some of the best drives in our state. 

Like I said in the beginning, with so many miles of beauty to discover along highways, byways, and back roads in Virginia, there’s no way to cover them all in one article. So, take a minute to tell us about some of your favorite scenic drives in Virginia. We would love to hear where you drive when you just want to enjoy the view. Let us know in the comments below!

If you plan on cruising the highways this year, be sure to check out our previous article featuring the essential items needed for your road trips . 

OnlyInYourState may earn compensation through affiliate links in this article. As an Amazon Associate, we earn from qualifying purchases.

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Scenic drives in virginia.

What are the best road trips in Virginia?

As you may have gathered from the above article outlining the most scenic drives in Virginia, this state is best experienced from the road. Fortunately, there are countless road trips designed to give you an unforgettable adventure in Virginia. If you're a nature enthusiast, then you'll want to try our ultimate Virginia waterfall road trip , which will take you to some of the most incredible gorges throughout the state. Curious to check out the culinary scene? Then give this mouthwatering taco trail through Virginia a try. Just don't forget your appetite! Other bucket list worthy road trip ideas in Virginia include:

  • Haunted Places Road Trip
  • Lighthouses Road Trip 
  • Small Town Virginia Road Trip
  • Most Abandoned Places Road Trip
  • Natural Wonders Road Trip
  • Virginia’s Heritage Music Trail Road Trip
  • Fall Foliage Road Trip
  • Beach And Ocean Lovers Road Trip
  • Wine And Waterfalls Road Trip
  • Shenandoah Valley Road Trip

Discover more by reading our previous article highlighting these bucket list worthy road trip ideas in Virginia .

What is the most scenic drive in Virginia?

Without a doubt, one of the most scenic drives you can possibly take in Virginia is the Blue Ridge Parkway. This beautiful route, which has existed for nearly 90 years, winds through Virginia's Blue Ridge Mountains, offering countless overlooks where visitors can get out of their cars and take in the scenery. The total parkway is 469 miles and it runs through 29 Virginia and North Carolina counties, linking Shenandoah National Park with the Great Smoky Mountain National Park. If you were to drive the entire Blue Ridge Parkway, it would take about 10.4 hours! Curious to learn more? Check out these fascinating photos of the construction of the Blue Ridge Parkway .

Where can I go in Virginia on one tank of gas?

Virginia is a relatively big state. In fact, it requires several hours of driving to get from the mountains of Virginia to the coast. Fortunately, there are plenty of places to explore in Virginia without having to fill up the tank more than once. Assuming you live in a relatively central part of the state, such as Richmond, you can easily get to the following places on just one tank of gas: the historic Old Town of Alexandria, Fredericksburg, Charlottesville, Virginia Beach, Shenandoah National Park, Petersburg, Natural Bridge, and more. In fact, we've put together a road trip that shows you all the places you can go in Virginia on just one tank of gas .

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Wander With Alex

Wander With Alex

From Coast to Mountains: Virginia Road Trip Highlights

Posted: June 8, 2023 | Last updated: June 8, 2023

Buckle up and get ready to experience the charm, culture, and flavors that make Virginia road trips the ultimate playground for adventure seekers!

Hop in your car and cruise through the vibrant capital city of Virginia , renowned for its thriving arts scene, captivating architecture, and museums. With a whopping 900 restaurants at your disposal, you’ll never go hungry in Richmond. Plus, the city offers an array of kid-friendly activities, including the Children’s Museum of Richmond and the Science Museum of Virginia , ensuring the whole family has a blast. 

As an added bonus, Richmond’s strategic location means it’s within a day’s drive from half of the U.S. population, making it a convenient and exciting getaway. Oh, and did we mention that Richmond is a key stop on Virginia’s Craft Beer Roadtrip ? Embark on a 500-mile beer crawl and sample the finest brews the state has to offer. Cheers to a Virginia road trip full of flavor and fun!

<p>Embark on a scenic drive southeast and find yourself transported back in time as you arrive at <a href="https://wanderwithalex.com/colonial-williamsburg-virginia/">Colonial Williamsburg</a>. This meticulously restored 18th-century town is a mesmerizing living history museum that immerses visitors in the early days of America. Stroll through its charming streets, interact with costumed interpreters, and witness captivating reenactments that bring history to life. </p> <p>Just a stone’s throw away, you’ll discover the fascinating <a href="https://www.jyfmuseums.org/home" rel="noreferrer noopener nofollow">Jamestown Settlement</a>, where you can delve deeper into the story of the nation’s earliest English settlers. But if you’re seeking an outdoor adventure, fear not! Virginia has you covered. Lace up your hiking boots and explore the breathtaking wonders of <a href="https://www.virginia.org/listing/great-falls-national-park/7861/" rel="noreferrer noopener nofollow">Great Falls</a> or <a href="https://www.virginia.org/things-to-do/outdoors/national-parks/shenandoah-national-park/" rel="noreferrer noopener nofollow">Shenandoah National Park</a>, where gorgeous landscapes and unforgettable trails await. </p> <p>Speaking of trails! Don’t forget to check out the new <a href="https://wanderwithalex.com/virginia-peninsula-wine-trail/">Virginia Peninsula Wine Trail</a>, including a stop at the Williamsburg Winery!</p>

Williamsburg

Embark on a scenic drive southeast and find yourself transported back in time as you arrive at Colonial Williamsburg . This meticulously restored 18th-century town is a mesmerizing living history museum that immerses visitors in the early days of America. Stroll through its charming streets, interact with costumed interpreters, and witness captivating reenactments that bring history to life. 

Just a stone’s throw away, you’ll discover the fascinating Jamestown Settlement , where you can delve deeper into the story of the nation’s earliest English settlers. But if you’re seeking an outdoor adventure, fear not! Virginia has you covered. Lace up your hiking boots and explore the breathtaking wonders of Great Falls or Shenandoah National Park , where gorgeous landscapes and unforgettable trails await.

Speaking of trails! Don’t forget to check out the new Virginia Peninsula Wine Trail , including a stop at the Williamsburg Winery!

<p><a href="https://wanderwithalex.com/things-to-do-in-virginia-beach/">Virginia Beach</a> is one of the most family-friendly beaches in the South! The main beach, the Oceanfront, has 35 miles of beachfront for your family to enjoy. </p> <p>The best time to visit Virginia Beach is between May and September, when the water is warm enough for swimming. From adventure and water parks to seafood and beautiful beachfront, <a href="https://wanderwithalex.com/virginia-beach-a-creative-coastal-community/">Virginia Beach</a> is a wonderful place for a family vacation. </p> <p>Start your day by heading down to the beach to sunbathe and swim with the kids. If you’re interested in surfing, surf lessons, parasailing, or standup paddleboarding, you’ll also find those options. </p> <p>On the main strip, at the Oceanfront, you’ll have the Atlantic Fun Park. The park has a Ferris Wheel, go-karts, and a number of other thrill rides. If you’re looking for adventure, head to The Adventure Park five minutes down the road and go ziplining!  </p> <p>If you’re a seafood lover, then you’re in luck! The Oceanfront has a number of great seafood restaurants to satisfy your taste buds. An orange crush cocktail at Waterman’s Surfside Grille is a must! </p>

Virginia Beach

Point your wheels east towards the sun-drenched shores of Virginia Beach , then continue south to the captivating Outer Banks of North Carolina. Virginia’s coastal gem, Virginia Beach, beckons with its sandy beaches, vibrant boardwalk , and an impressive lineup of award-winning craft breweries. Dive into the energetic beach scene, catch some waves, or indulge in thrilling water sports activities that will get your adrenaline pumping. 

Along the way, make sure to take a pit stop at the ViBe Creative Distric t, where you can immerse yourself in the local arts and culture scene. For nature lovers, a hike through the picturesque First Landing State Park is a must, boasting over 200 beachfront campsites for those seeking an overnight adventure. So grab your sunscreen and let the coastal breeze guide you on a road trip to remember.

<p>Nestled perfectly along the path of Interstate 81 and the picturesque <a href="https://blog.virginia.org/2020/08/wanderlove-blue-ridge-parkway/?_ga=2.141073202.1035921692.1684945077-943893237.1679426137" rel="noreferrer noopener nofollow">Blue Ridge Parkway</a>, Roanoke beckons road trippers to embark on an unforgettable journey through the enchanting <a href="https://www.virginia.org/plan-your-trip/trip-ideas/over-and-under-the-blue-ridge-mountains/" rel="noreferrer noopener">Blue Ridge Mountains</a>. This scenic route, spanning an impressive 469 miles, serves as a stunning connection between Virginia’s <a href="https://www.virginia.org/things-to-do/outdoors/national-parks/shenandoah-national-park/" rel="noreferrer noopener nofollow">Shenandoah National Park</a> and North Carolina’s <a href="https://wanderwithalex.com/exploring-the-great-smoky-mountains/">Great Smoky Mountains National Park</a>. As you traverse this awe-inspiring road, make sure to pause and cast a line in one of the state’s exclusive trout fisheries, where the thrill of reeling in a catch awaits. </p> <p>For those seeking an adrenaline rush, consider renting mountain bikes and exploring the captivating trails that wind through The <a href="https://www.fs.usda.gov/gwj/" rel="noreferrer noopener">George Washington National Forest</a>. And if you’re up for a unique underground adventure, don’t miss the opportunity to go caving at the remarkable <a href="https://www.grandcaverns.com/" rel="noreferrer noopener nofollow">Grand Caverns</a>. Roanoke and its surrounding areas offer an abundance of natural wonders and thrilling activities for every road trip enthusiast.</p>

Nestled perfectly along the path of Interstate 81 and the picturesque Blue Ridge Parkway , Roanoke beckons road trippers to embark on an unforgettable journey through the enchanting Blue Ridge Mountains . This scenic route, spanning an impressive 469 miles, serves as a stunning connection between Virginia’s Shenandoah National Park and North Carolina’s Great Smoky Mountains National Park . As you traverse this awe-inspiring road, make sure to pause and cast a line in one of the state’s exclusive trout fisheries, where the thrill of reeling in a catch awaits. 

For those seeking an adrenaline rush, consider renting mountain bikes and exploring the captivating trails that wind through The George Washington National Forest . And if you’re up for a unique underground adventure, don’t miss the opportunity to go caving at the remarkable Grand Caverns . Roanoke and its surrounding areas offer an abundance of natural wonders and thrilling activities for every road trip enthusiast.

<p>Driving through Northern Virginia is like diving into a treasure trove of captivating destinations and diverse experiences. Start your adventure by exploring the historic streets of <a href="https://visitalexandria.com/" rel="noreferrer noopener">Alexandria</a>, where colonial charm meets modern sophistication. Then, venture into the bustling metropolis of <a href="https://www.stayarlington.com/" rel="noreferrer noopener nofollow">Arlington</a>, home to iconic landmarks like the Pentagon and <a href="https://www.arlingtoncemetery.mil/#/" rel="noreferrer noopener nofollow">Arlington National Cemetery</a>. As you continue north, immerse yourself in the scenic beauty of the Shenandoah Valley, with its rolling hills and picturesque vineyards. </p> <p>Don’t miss the opportunity to visit charming towns like <a href="https://visitmiddleburgva.com/" rel="noreferrer noopener nofollow">Middleburg</a> and <a href="https://www.visitloudoun.org/towns-and-places/leesburg/" rel="noreferrer noopener nofollow">Leesburg</a>, where you can indulge in wine tasting and boutique shopping. Finally, reach the stunning Shenandoah National Park, offering breathtaking vistas and hiking trails that lead to unforgettable adventures. Northern Virginia has it all, promising a road trip filled with history, natural beauty, and a touch of urban excitement.</p>

Northern Virginia

Driving through Northern Virginia is like diving into a treasure trove of captivating destinations and diverse experiences. Start your adventure by exploring the historic streets of Alexandria , where colonial charm meets modern sophistication. Then, venture into the bustling metropolis of Arlington , home to iconic landmarks like the Pentagon and Arlington National Cemetery . As you continue north, immerse yourself in the scenic beauty of the Shenandoah Valley, with its rolling hills and picturesque vineyards. 

Don’t miss the opportunity to visit charming towns like Middleburg and Leesburg , where you can indulge in wine tasting and boutique shopping. Finally, reach the stunning Shenandoah National Park, offering breathtaking vistas and hiking trails that lead to unforgettable adventures. Northern Virginia has it all, promising a road trip filled with history, natural beauty, and a touch of urban excitement.

<p>Virginia’s road trip highlights provide us with unforgettable memories and a deep appreciation for the state’s captivating charm. Whether you’re a history enthusiast, a nature lover, or a <a href="https://wanderwithalex.com/why-culinary-tourism-is-an-essential-part-of-travel/">culinary explorer</a>, Virginia is a road trip paradise that promises to satisfy every traveler’s wanderlust. So pack your bags, hit the road, and let Virginia’s coast-to-mountains journey unfold before you.</p> <p><em>This article <a href="https://wanderwithalex.com/virginia-road-trips/">From Coast to Mountains: Virginia Road Trips</a> originally appeared on <a href="https://wanderwithalex.com">Wander With Alex</a>. Photo Credit: [@Wavebreakmedia/DepositPhotos]</em></p> <h2 class="simplefeed_msnslideshows_more_article">More Articles From Wander With Alex</h2> <ul>   <li><a href="https://wanderwithalex.com/travel/united-states/virginia/">15 Enjoyable Things to Do in Norfolk, Virginia</a></li>   <li><a href="https://wanderwithalex.com/virginia-beach-a-creative-coastal-community/">Virginia Beach: A Coastal Community with Creative ViBes</a></li>   <li><a href="https://wanderwithalex.com/small-towns-in-virginia/">10 Must-Visit Small Towns in Virginia</a></li>  </ul>

Virginia Road Trip Adventures

Virginia’s road trip highlights provide us with unforgettable memories and a deep appreciation for the state’s captivating charm. Whether you’re a history enthusiast, a nature lover, or a culinary explorer , Virginia is a road trip paradise that promises to satisfy every traveler’s wanderlust. So pack your bags, hit the road, and let Virginia’s coast-to-mountains journey unfold before you.

This article From Coast to Mountains: Virginia Road Trips originally appeared on Wander With Alex . Photo Credit: [@Wavebreakmedia/DepositPhotos]

More Articles From Wander With Alex

  • 15 Enjoyable Things to Do in Norfolk, Virginia
  • Virginia Beach: A Coastal Community with Creative ViBes
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17 Spectacular Southern USA Road Trip Itinerary Ideas

From the peaks of the Great Smoky Mountains to the sandy beaches of the Lowcountry, and from the music of Nashville to the food scene of New Orleans, there is no shortage of wonderful options when looking for the best southern USA road trip itineraries.

I’ve been taking road trips in the south for my entire life, crisscrossing across the southeast USA visiting cities, towns, national parks, beaches, marshes, and beyond.

And yet, even after all that time, there are still plenty of southern road trip routes on my wish list.

In order to give perspectives beyond my own, I asked several other travel bloggers to share their favorite road trips in the south, and the result is a road trip bucket list that would take even the most dedicated road-tripper years to complete!

From weeks-long deep south road trip itineraries to quick weekend getaways, these southeast US road trip ideas cover an enormous variety of landscapes and interests.

No matter what kind of adventure you’re looking for, we have a southern USA road trip itinerary here for you!

Table of Contents

Quick Tips for Your Southeast USA Road Trip

Deep south usa road trip itinerary ideas, other multi-state southern usa road trip routes, more single-state southeast road trip itineraries.

Jones Street in Savannh GA with a green house in the left foreground and an oak tree on the right. Jones Street is one of the best Savannah photo spots

Some links in this post may be affiliate links. If you make a purchase through one of these links, we may earn a small commission at no extra cost to you. Please see our disclosure policy for more detail.

Ideally, take your southern road trip in the spring or fall.

While you can technically take all of these southern USA road trips year-round, the south’s notoriously brutal summer means that it’s best to avoid the months of June, July, and August if you can (unless you plan to spend most of your time on the beach, of course).

Winter, depending on the location, can be gray and rainy, but can also be a joyous time to visit cities, towns, and mountains that see far less tourism in the winter (but don’t underestimate the possibility of snow in the mountains, either: it may be the south, but the Smokies still get snow!).

kate storm jeremy storm and ranger storm at craggy pinnacle on blue ridge parkway during 3 days in asheville nc

If you’re renting a car, shop around.

The best company to rent a car from for your US south road trip will likely vary dramatically depending on where and when you’re traveling.

Sometimes large international carriers offer the best prices, sometimes local outfits. Sometimes one company has an excellent base price, but terrible rental requirements.

The best way to find your rental car is to search through  Discover Cars , which will sift through dozens of companies to find the best combination of low prices and reasonable rental terms for your USA road trip.

Browse rental cars  for your southern USA road trip today!

We have offered suggestions for the best hotels in each place but if you are doing this as a true road trip it is really cool to do it in an RV. You can rent incredible RVs and camper vans from Outdoorsy, book here for your next road trip!

Kate in a pink dress next to a blue Vespa on Ocean Avenue.

Read the rental requirements carefully.

Especially make sure you know how many miles you’ve been allotted (or ideally, if they’re unlimited), if you need to return the car empty or full of fuel, what to do if the car breaks down, and what damages you’re liable for in the event of an accident.

two lane road shaded by spanish moss on jekyll island georgia

Don’t underestimate the south’s national parks!

The wide-open spaces and epic landscapes of the American West are often the typical images conjured up when imagining the USA’s national parks–but the south has plenty to offer, as well!

In fact, Great Smoky Mountains National Park in North Carolina and Tennessee is the most-visited national park in the country, and its gorgeous vistas and jaw-dropping waterfalls are well worth exploring.

Other southern national parks to consider adding to your road trip through the south include Shenandoah National Park in Virginia, Everglades National Park in South Florida, and Congaree National Park in South Carolina–just to name a few!

rainbow falls smoky mountains, surrounded by green foliage

Make sure you pack the right gear.

From safety gear to snacks, a deep south road trip requires bringing the right tools along, whether you’re taking a short vacation, trying out van life, or something in between.

We recommend taking a look at the suggestions on  our road trip packing list  before you go!

Don’t overextend yourself.

Exploring every nook and cranny of the US south is a project for a lifetime, not one trip!

As tempting as it is to add on additional driving to stop at just one more beach or small town, make sure that you leave enough time to thoroughly explore each destination rather than spending the entirety of your road trip driving from one spot to the next.

Kate Storm in a purple dress standing at the top of Cape Lookout lighthouse with the barrier island visible behind her

Mississippi Gulf Coast Scenic Byway

From Charles of US Gulf Coast Travel

One of the best scenic coastal drives in the United States is the Gulf Coast Scenic Byway (US Highway 90 / Beach Boulevard) in  Coastal Mississippi , where for 11 glorious miles there is nothing between you and the soft sugar sand and Gulf of Mexico water.

The most awe-inspiring section of the Gulf Coast Scenic Byway is from Henderson Point Beach to the Port of Gulfport Mississippi.

Drive this portion, or this entire road trip, in either direction, but we suggest west to east because you are closer to the water.

Start this road trip after an overnight in Bay St Louis or New Orleans (55 miles away).

In Bay St Louis, fuel up at Mockingbird Cafe (try their pulled pork and grits) or Serious Bakery (superb chicken salad).

Drive across the iconic St. Louis Bay Bridge and your senses will activate and heighten with your first Gulf and sand view.

Stop as often as you want because parking is free!

The coastal drive continues through Gulfport and into Biloxi.

road lined with trees in mississippi on a deep south road trip itinerary

Visit the new Mississippi Aquarium, stroll the Biloxi Beach Boardwalk, and eat at White Pillars or The Blind Tiger.

After crossing the Biloxi Bay Bridge, make time to explore the wonderful small town of Ocean Springs.

Stroll the gorgeous oak-lined Washington Avenue, stop at Walter Anderson Museum of Art, and eat at Vestige.

Highway 90 continues through Pascagoula (Jimmy Buffett’s birthplace) and into Mobile, Alabama, where you can turn around and complete this classic deep south road trip again.

Driving Distance

Bay St Louis to Pascagoula is 50 miles. New Orleans to Pascagoula is 107 miles and it is another 35 miles to Mobile, Alabama.

Recommended Road Trip Length

You can drive this coastal scenic drive in a couple of hours but we suggest allowing three or more days to fully experience the spectacular sugar sand, seafood, sunsets, and small beach towns of Coastal Mississippi.

beach at sunset in mississippi as seen on southeast usa road trip route

Alabama Black Belt Road Trip

From Lori of Southerner Says

A road trip through the Black Belt region of Alabama is one of the best southern USA road trips around.

Named for the dark fertile soil of the region, the Alabama Black Belt is made up of twenty-three states across central and south Alabama.

This part of Alabama is the place where significant law-changing history was made, where literary giants were born, and is home to some of the best food that can be found in the United States.

For first-time visitors or someone flying in, there’s no better way to start an Alabama southern road trip than by including the capital –  Montgomery.

Plan on visiting important civil rights sites and the renowned Legacy Museum and the National Memorial for Peace and Justice.

Next, drive west approximately fifty miles to Selma, Alabama on Highway 80.

This route is the same route as the important Selma to Montgomery march for voters’ rights that took place in 1965.

See the places that put this small town on the map and made it crucial in the civil rights movement.

Walk the Edmund Pettus Bridge, eat locally caught catfish, and sleep in a hotel that was built in 1837 . 

edmund pettus bridge in selma alabama, important civil rights destination

After saying a farewell to Selma, drive county backroads approximately seventy miles to the literary capital of the south.

As unbelievable as it may seem, Harper Lee – To Kill a Mockingbird and Truman Capote – Breakfast at Tiffany’s were childhood friends in the south.

They both grew up in Monroeville, Alabama – the next stop on this southern road trip. Take a walk around the charming downtown square to spot murals that pay tribute to these well-known books and authors.

From Monroeville, it’s easy to hop on Interstate-65 north to return to Montgomery or take the scenic route for a few more towns and sites on your southern road trip.

Driving Distance 

Recommended road trip length  .

This itinerary would be good for a weekend or long weekend.

Since the Alabama Black Belt is a rather large region there is an abundance of small towns and sites that can be added to a southern road trip.

Visitors could easily spend a week or two in the area.

historic route street signs in montgomery alabama on deep south road trip itinerary

Mississippi’s Highway 61 (Blues Trail)

From Hannah of HH Lifestyle Travel

A road trip from Memphis to New Orleans down Mississippi’s Highway 61 is rich in music history; and the inevitable river lore that pervades a road trip running parallel to the Mighty Mississippi.

In true road trip style, the road itself is part of the fun of the journey.  

Highway 61 is long and flat and often sits higher than the fields and levees below it.  It is punctuated by quaint southern churches, glimpses of the Mississippi River, and cities rich in blues history. 

Enjoy visiting one of the legendary ‘juke joints’ in  Clarksdale, Mississippi .  

If there is one stop on the road trip to learn about the history of blues music in the area, it’s Clarksdale.  

Visit the Devil’s Crossroads, the Delta Blues Museum, and many more Blues Trail plaques.

Your next stop is Vicksburg.  Brimming with Civil War history, Vicksburg mixes reverence with rejuvenation.  

Pay your respects to meaningful Civil War history, but then enjoy a day spa and quality craft brewpub experience.

bridges crossing the mississippi river at vicksburg, an interesting stop on a deep south road trip itineraries

Natchez sits on an important bluff on a bend in the Mississippi River with a long history.  

The historic district of Natchez Under-the-Hill has a prime position along the river and was once famous for gambling and river pirates.  

Nowadays it’s a cute place to see the Mighty Mississippi and have lunch in one of the historic buildings.

End your road trip in the vibrant and magnetic city of New Orleans .

Driving Distance  

It takes around 9 hours of non-stop driving time from Memphis to New Orleans, but with time spent in the stops above it would suit a 5–7-day road trip.  

Plan a bit longer if you want to spend time in both Memphis and New Orleans before and after this deep south road trip experience.

Street in NOLA French Quarter at night with neon lights from the bars lighting it up--don't miss a chance to experience the legendary New Orleans nightlife during your 3 days in NOLA itinerary!

Coastal Georgia and South Carolina Road Trip

From Noel of Travel Photo Discovery

One of the fabulous road trips in the southeastern USA travels along the historic coastal corridors of Georgia to South Carolina, finishing in Charleston.

From the Georgia border to Florida, the major artery is Hwy 95, you’ll pass through so many historic and recreational sites along the way to make this a few days or even a longer visit depending on how many places you want to see and experience.

Some of the cool and historic places to visit in Georgia include St. Marys and Cumberland Island, Brunswich and St. Simons Island, Jekyll Island , Tybee Island , and Savannah .

Places to explore around South Carolina’s southern coastline from Savannah include Hilton Head, Beaufort, Edisto Island, and Charleston.

Each of these areas caters to historic sites or recreation getaways that are fun to explore when you have more time to visit each area on this road trip.

woman riding a bike through a path lined with spanish moss on jekyll island, one of the best day trips from savannah georgia

Even though you can go directly on Hwy 95 from the Georgia border all the way to South Carolina, it’s the small detour expressways and backcountry roads that will give you a better insight into visiting some of these gems in the region.  

If you only have a few days or longer then the major cities of Savannah and Charleston are memorable cities to prioritize to experience the local lifestyles foods that you’ll enjoy on this southern road trip experience.

Savannah, with its historic squares, fabulous architecture, and historic district that remains intact includes so much to see, do and experience around the historic center of the city.

Charleston on the other hand is more compact and walkable with a tighter historic district to enjoy and explore on your own or with some tour operator sharing the main attractions to see in town.

It’s 107 miles to drive straight from Savannah to Charleston.

If you’re focusing on Savannah and Charleston, 5 days is a comfortable length for this USA southern road trip itinerary.

Add additional days for each city, small town, or island that you’d like to visit.

kate storm in a floral dress at rainbow row in charleston sc

The Classic Blue Ridge Parkway Road Trip Route

From Bret Love & Mary Gabbett of Blue Ridge Mountains Travel Guide

The Blue Ridge Parkway, which stretches 469 miles from Great Smoky Mountains National Park in North Carolina to Shenandoah National Park in Virginia, is such an unimaginably epic USA road trip, that veterans almost envy people who are experiencing it for the first time.

There are a lot of reasons it’s the #1 most visited unit in the US National Park system (with more than 15 million annual visitors), including 200 jaw-dropping BRP overlooks that offer stunning Blue Ridge Mountain vistas and provide access to the region’s most incredible hiking trails, landmarks, mountain towns, and waterfalls.

Designed as part of FDR’s New Deal to protect American wilderness and provide jobs in the wake of the Great Depression, construction of the Blue Ridge Parkway began back in 1935.

Most of the scenic route was completed by 1966, but the popular 8-mile stretch around the iconic Grandfather Mountain in North Carolina (including the engineering marvel known as the Linn Cove Viaduct) wasn’t finished until 1987.

The BRP is the longest linear park in the country, taking travelers through the Jefferson, George Washington, Nantahala, and Pisgah National Forests.

road trip ideas virginia

So naturally, there are a lot of exciting things to do along the way. 

At 6,684 feet, Mount Mitchell is the tallest mountain east of the Mississippi River, with lots of challenging hiking trails and a relatively easy paved path to the observation platform at the summit.

Grandfather Mountain State Park is also home to epic hiking trails (including several with ladders to climb massive boulders), and the neighboring Grandfather Mountain attraction is home to the Mile-High Swinging Bridge, a small zoo featuring native North Carolina animals, and myriad picnic areas. 

Virginia’s Mabry Mill is the most photographed spot on the Blue Ridge Parkway, and one of the region’s many historical attractions.

mabry mill on blue ridge parkway, one of the top us south road trip itinerary ideas

There’s very little commercial development along the Parkway, with only a few hotels and resorts (including the historic Switzerland Inn in  Little Switzerland NC ,  and the Peaks of Otter Lodge in Bedford VA).

But part of the fun is exploring some of the charming little mountain towns along the way, including Cherokee, Blowing Rock, and Boone in NC, and Bedford, Lexington, and Waynesboro in VA.

You could drive the entire Blue Ridge Parkway in as little as 15-16 hours if you wanted, but that would totally defeat the purpose.

Some people like to break it up into weekend getaways, basing themselves in a local town.

But you could also spend a week or two driving the entire route, spending nights in lots of little towns along the way.

road trip ideas virginia

Chattanooga, Tennessee to Cherokee, North Carolina

From Kim of Traveling Swansons

A Chattanooga, Tennessee to Cherokee, North Carolina southeast road trip takes you on a tour of some of the most breathtaking scenery in the region.

Chattanooga is a beautiful city surrounded by mountains and located along the Tennessee River.

There are many fun things to do here including the Tennessee Aquarium, Lookout Mountain, Rock City, Ruby Falls, and the Incline Railway.

After leaving Chattanooga, your next stop will be Knoxville, Tennessee.

Check out the Sunsphere Tower, which was built for the 1982 World’s Fair.  Walk around Market Square and grab a bite to eat and shop.

After leaving Knoxville, your next stop will be Pigeon Forge. 

historic gristmill in pigeon forge tennessee at night, one of the best places to stay down south

Here you find no shortage of attractions including the popular Dollywood. 

Right next to Pigeon Forge, you’ll find the town of Gatlinburg. 

In Gatlinburg, you will also find plenty of attractions including Anakeesta and the Gatlinburg Skybridge. 

Gatlinburg is one of the busiest and most popular gateway towns to Great Smoky Mountains National Park.

Great Smoky Mountains National Park  has many amazing hiking trails, waterfalls, and views. 

Drive the breathtaking scenic Newfound Gap Road to Cherokee, North Carolina. Jump out along the many turnouts along the way and enjoy the scenery. 

Once you reach Cherokee, explore the Oconaluftee Indian Village and the Museum of the Cherokee Indian.  Shop for some authentic Cherokee arts and crafts.

The drive from Chattanooga, Tennessee to Cherokee, North Carolina is 191 miles and takes 3 hrs 51 minutes if driving straight through. 

Since there is so much to do on this southern USA road trip, you will want to spend at least 5 days here in order to take in as much as you can along the way.

view of great smoky mountains sunset from newfound gap road trip south usa

NOLA to Nashville Southern Road Trip Itinerary

From Agnes of The Van Escape

The southern USA road trip from New Orleans to Nashville is extraordinary.

Why? Nashville and New Orleans are music cities.

New Orleans – the world capital of jazz and Nashville – the capital of American country music – anyone who likes live concerts will appreciate this combination.

And indeed, in both cities, you can listen to music at every turn!

Concerts, music events, live music in almost every restaurant, bar, and even on the streets – Nashville and New Orleans are alive with sounds.

Moreover, there are many great  things to do in Nashville and in New Orleans.

In Nashville visit Jonny Cash Museum, Country Music Hall of Fame & Museum, Grand Ole Opry, reproduction of the Parthenon, and Downtown with famous Broadway Street.

Skyline of Nashville Tennessee at sunset overlooking the river, one of the most romantic getaways in the United States

In New Orleans, visit the French Quarter, the Jazz Museum, the Woodoo Museum, the National WWII Museum, explore one of the famous cemeteries, sign up for a swamp tour. Enjoy the best cocktails at the famous Bourbon Street.

Both cities are also known for their excellent cuisine. In New Orleans, you’ll melt at the tastes and smells of Louisiana Creole cuisine, and in Nashville, you’ll delight at the famous juicy BBQ ribs and more.

That’s not all. Both cities are famous for the finest spirits.

New Orleans offers great alcoholic cocktails and in Nashville, you can try classic Tennessee Jack Daniels whiskey , whose distillery is nearby.

The driving time from NOLA to Nashville is about 8 hours, and 4-5 days is perfect for this road trip.

You can cover the distance in one day or split it into two days and spend one night in Birmingham, the largest city in Alabama.

To feel the atmosphere of each city and immerse yourself in its music world, we recommend two nights in New Orleans and two in Nashville.

3 Days in New Orleans Itinerary: St Louis Cathedral

Virginia Beach, Virginia to Hilton Head, South Carolina

From Alex of Wander With Alex

If you’re planning a road trip from Virginia Beach, VA to Hilton Head, SC, and need a few stops along the way, we’ve got you covered!

While Virginia Beach and Hilton Head are both popular southern beach towns, the experience is very different!

They are both, however, family-friendly vacation destinations with lots of unique things to do and see.

While in Virginia Beach, VA you’ll want to check out the main beach at the Oceanfront.

fishing pier in virginia beach va at sunrise

There are 35 miles of beachfront, an amusement park on Atlantic Ave, and tons of souvenir shops for you to choose from.

If you’re looking for something free to do, check out the Creative ViBE District for murals, sidewalk art, and other creative artwork!

Now that’ll you’ve explored Virginia Beach, it’s time to hit the road!

After being on the road for seven and a half hours, you’ll be nearing Savannah, GA! If you’ve never been to Savannah, consider staying overnight.

You can take a riverboat dinner cruise on the Savannah River or enjoy a low country dinner at one of the best restaurants in Savannah .

Kate Storm and Ranger Storm on Jones Street, one of the best places to take pictures in savannah ga

And since Hilton Head is only 45-minutes from Savannah, you can stick around for a few hours in the morning and to Tybee Island before heading over to Hilton Head!

Hilton Head Island in South Carolina is a laid-back resort town offering beautiful beaches and tons of golf courses.

Additionally, Hilton Head is incredibly bike-friendly.

Head over to Hilton Head Outfitters, rent bicycles for the whole family, and go exploring!

And if you are a seafood lover, you’ll have tons of waterfront restaurant options!

A road trip from Virginia Beach, VA to  Hilton Head, SC  via Interstate-95 is approximately 589 miles.

If you do not want to stay overnight in Savannah, you can make the trip in seven and a half hours.

However, if you prefer slow travel and wish to explore Savannah, you should consider making this a two-day drive.

red and white lighthouse and small harbor in hilton head sc, one of the best stops on a deep south usa road trip route

Gulf Coast Beach Road Trip from Alabama to Florida

From Ashlee of The Happiness Function

One of the best-kept secrets in the South are the sugar-white sand beaches along the Gulf of Mexico from Alabama to the Florida panhandle.

If you have never heard of Dauphin Island, Alabama, it is a must-visit southern destination.

Take the ultimate beach road trip from Dauphin Island, Alabama, to Pensacola, Florida!

Dauphin Island, Alabama, is a beautiful place to visit. The island is home to many different wildlife species, including sea turtles, and the scenery is simply stunning.

If you’re looking for a place to relax and enjoy nature, Dauphin Island is the perfect spot. Plan to stay at least two days.

beach at dauphin island alabama southern beach road trip

From Dauphin Island, take the ferry across Mobile Bay to Fort Morgan, where visitors can continue the road trip to Gulf Shores.

Be sure to visit Gulf State Park and enjoy the incredible beaches from Gulf Shores to Orange Beach! Plan at least two days in Gulf Shores.

Gulf Islands National Seashore in Fort Pickens is a popular tourist destination offering a variety of activities such as catching some sun on beaches, kayaking, fishing, hiking, and exploring the historic fort.

Camp at the  Fort Pickens Campground  for a few days to enjoy all the island offers.

From Gulf Shores, continue east into the Florida panhandle towards Pensacola.

A road trip along the southern coast of Alabama into the Florida panhandle makes for an incredible beach road trip any time of year.

We recommend taking about a week to enjoy this road trip in the US south.

This way, road trippers can enjoy each destination for two days.

pensacola beach water tower with beach visible in the background

Savannah, Georgia to Clearwater, Florida Road Trip

From Terri of FemaleSoloTrek.com

If you’re looking for beautiful beaches and fun in the sun, plan a short southern road trip route from Savannah to Clearwater.

Plan to start at dawn from Savannah on a Saturday so you can arrive by noon in  Clearwater, Florida .

Google Maps or Waze will offer you the choice of traveling down I-95 toward Orlando and then across to Tampa/St. Pete outposts.

Alternatively, you can drive through Jacksonville and then cut across the state via US-301 S and I-75 S.

The estimated time is 6 hours if you don’t hit bad traffic on I-95.

aerial view of clearwater beach florida, a fun stop on a usa south road trips

You will also have time to eat fried grouper at Clearwater Beach for lunch, then hit the Clearwater Aquarium for an afternoon adventure.

Dedicate the evening to drinking margaritas and watching the sunset.

You might want to watch the sunset (while sipping a cocktail) at Pier 60 on Saturday night or delay until Sunday because you will be exhausted from your early morning drive.

Clearwater is also a great place to settle while you plan day trips to Tampa, St. Pete, and Sarasota.

While you can easily make the drive in a day, it’s best to set aside a week for this US south road trip as you will lose two days to travel.

Florida’s Gulf Coast deserves a minimum five-day stay so you can experience different beaches.

promenade along the sand in clearwater beach florida

Southeast USA Road Trip from Washington DC to Florida

From Keri of Bon Voyage With Kids

One of the best road trips in the southeast US is from Washington, DC to  Anna Maria Island, Florida . 

If you want to break it up with overnights and stops, I recommend going from Washington DC to Raleigh, NC on Day 1.  On Day 2, drive from Raleigh, NC to Savannah, GA.  Then on Day 3, drive from Savannah, GA to Anna Maria Island, FL.

Starting in Washington, DC, where there is much to see from the Capitol to the Washington Monument to the Smithsonian Museums, you can begin heading on the road toward Virginia and the Carolinas. 

In Virginia, the historic college town of Williamsburg is well worth a visit. 

In addition to being a beautiful town, home to William and Mary College, it is also where you can step back in time at Colonial Williamsburg and learn a bit about American history. 

Horse and carriage in colonial Williamsburg that is moving away from the camera on a paved road

From here, head into North Carolina and stop in Raleigh if you plan to spend the night.

Then head into South Carolina, where a drive-through or stop in Charleston is a great thing to do. 

The historic and lavish architecture is well worth a look, and the southern hospitality and walk on the waterfront are worth it even just for a short visit. 

From here, continue into Georgia, where a stop in Savannah is a must. 

If you have a bit of time to spend in this southern city, the hop on hop off trolley, walking tours, and a 90-minute riverboat sightseeing cruise would be worth doing. 

This beautiful and historic city really is a gem on this road trip, so be sure to build in a bit of time, and even book a bed and breakfast for the night.  

Kate Storm in a black dress in front of a brick home on Jones Street during a long weekend in Savannah GA

Continue on from Georgia into northern Florida, where if you can stop in Jacksonville for a visit to the University of Florida or in St. Augustine for lunch or a walking tour of this beautiful and historic city. 

There is an old town part of St. Augustine well worth visiting, and depending on the time of day, is a great stop for a lunch. Continue on from St. Augustine to Anna Maria Island, Florida.

You may pass through Orlando and Tampa, which if you have time, may want to stop in one of these cities. 

While Orlando is home to many theme parks and activities, you won’t have time on this drive to do many of those unless you build in another day or two to your drive.

Instead, I suggest stopping in Tampa, where you will get to view this fantastic seaside city, where you can enjoy a cruise, walk around Ybor City, or grab a meal at the famous (and delicious) Columbia Restaurant. 

view of downtown tampa fl looking up with skyscrapers and palm trees

While you are also right at Clearwater Beach, you may want to save that beach visit for Anna Maria Island, just about an hours drive from Tampa, on the Gulf Coast, and renowned for its teal Caribbean-like water, white soft sand, quieter beaches, and home rentals perfect for a beach getaway. 

It’s the perfect destination to such a cultural and historic road trip, and one of the best road trips in the south USA.

Approximately 945 miles (about 14 hours total) one way.

Approximately 945 miles (about 14 hours total) one way, this road trip is at least a two to three-day drive, depending on how much you would like to stop along the way. 

aerial view of anna maria island, one of the best unknown vacation spots in us hidden gems

The Outer Banks of North Carolina Road Trip

From Candice of CS Ginger

One of the best Southern USA road trips is driving through the Outer Banks. There are so many fun things to do in the Outer Banks  and its sweeping coastal scenery is gorgeous.

The Outer Banks is a chain of barrier islands off the North Carolina coast filled with beautiful beaches, lighthouses, and fun beach towns.

A great historic stop in the Outer Banks is at the Wright Brothers National Memorial.

This is where the Wright brothers completed the first controlled flight in December of 1903.

There are a fun visitor’s center, some historical markers, and a replica of the first plane.

The Outer Banks is also home to the tallest brick lighthouse in the world. You can climb to the top of the Cape Hatteras Lighthouse. There are 257 steps to the top.

The lighthouse and Cape Hatteras National Seashore is a great place to spend the afternoon. The beaches are beautiful and not crowded.

view of black and white cape hatteras lighthouse north carolina

After spending time at Cape Hatteras, you can take the ferry over to Ocracoke Island.

There is another lighthouse on this smaller island, but it is not open to visitors.

There are, however, beautiful beaches making this island a fun spot to explore.

The distance from the northern town of Corolla through Hatteras, the southern point, is about 95 miles.

If you continue to the ferry to Ocracoke, the mileage is longer.

You can easily fill 4-5 days with fun activities during your Outer Banks road trip, and spend even more time in the area if you want to relax on the beach.

couple walking along the beach at sunset in the outer banks, one of the most romantic getaways in north carolina for couples

Skyline Drive in Shenandoah National Park

From Anna of Stuck On The Go

One of the best road trips in the southern US winds through Shenandoah National Park offering stunning views of the Blue Ridge Mountains.

If you drive Skyline Drive straight through it only takes a little under 3 hours but there are so many hikes, overlooks, and small towns to stop and explore. This is the perfect road trip for outdoorsy people.

You can start at the Front Royal Entrance Station and on your first day hike to Compton Peak where you’ll find a gorgeous view as well as unique geological formations that resemble the Giant’s Causeway in Ireland .

In the afternoon, head out to the town of Luray where you can shop in the boutiques along Main Street and visit the famous Luray Caverns.

If you like to camp then stay the night in Mathews Arm Campground, otherwise rent a room at the Skyland Resort inside the park.

For day two you can fit in two hikes – Stony Man and Hawksbill – which both offer stunning mountain views and are 2 of the best hikes in Shenandoah .

stony man cliffs in shenandoah national park virginia

Have lunch at Big Meadows and make sure you get the blackberry ice cream pie for dessert!

In the afternoon you can hike Dark Hollow Falls or just head into Elkton or Sperryville.

Visit Sperryville for wineries and Elkton for breweries. Tonight stay at the Lewis Mountain Cabins & Campground.

On the last day of the road trip, hike Doyles River Falls and Blackrock Summit.

Stop for lunch at Blue Mountain Brewery and check out some of the other Waynesboro breweries. Main Street in Waynesboro is also very quaint.

For many people, 3 days is enough to spend in Shenandoah National Park.

However, if you are very outdoorsy and love to hike and explore small towns then you can spend a week in the Shenandoah Valley.

road through shenandoah national park from above in early fall, one of the best road trips in south usa

Northwest Arkansas Road Trip Loop

From Lydia of Lost With Lydia

Arkansas is an underrated state with a lot to offer for outdoor adventurers!

The state has beautiful state parks, incredible mountain biking trails, a uniquely historic national park, and much more.

The northwest portion of Arkansas is where you’ll find the most beautiful natural areas along with some fantastic cities. 

This road trip begins in Bentonville, a city known for mountain biking, modern art, and as the Walmart headquarters.

There are miles of mountain biking trails in parks around the city and trails range from beginner to advanced. 

Continue on from Bentonville to Buffalo National River, a beautiful river with epic canyon walls towering above it.

After the National River, enjoy hiking in the Ozark National Forest (the most famous hike is Whitaker Point) and take in the views at Mount Magazine and Mount Nebo. Mount Magazine is the highest point in the state. 

Be sure to not miss the most iconic state park in Arkansas: Petit Jean. This state park is a favorite of many and is home to a 95-foot waterfall, caves, and several unique rock formations. 

Spend some time in Little Rock for great food and interesting history. 

hiker standing on hawksbill crag in northwest arkansas ozark mountains

Things to do in Little Rock include visiting the Little Rock Central High School Museum, exploring the vibrant SOMA neighborhood, and hiking at Pinnacle Mountain. 

Finally, end your road trip with a visit to Arkansas’ only national park: Hot Springs.

Hot Springs National Park was a resort destination in the early 1900s and there are a couple of bathhouses still in operation today.

In addition to the spas, you can visit a brewery inside of a bathhouse and enjoy the views from the observation tower. 

A week is the minimum amount of time you’ll want to fully explore the cities and hiking destinations along the way.

Ideally, take 10 days or more to take your time and enjoy this underrated southern USA road trip itinerary.

small waterfall in hot springs national park arkansas

Florida’s Southwest Gulf Coast Road Trip

From Lori of Travlinmad

If you’re looking for an ideal year-round  road trip destination, Florida’s Gulf Coast  offers dreamy beaches, fantastic food, and some of America’s most (in)famous history!

Begin your road trip in Tampa, where you can spend 2 days exploring the city’s Cuban history in Ybor City and enjoy the amazing cuisine before heading south to Sarasota and Siesta Key.

Spend the next day in Sarasota admiring the mid-century architecture and visiting the Ringling Museum.

Shoppers will no doubt stay longer on St. Armand’s Circle, then head to Siesta Key later in the day to take in the new age vibes of the nightly drumming circle on the beach at sunset.

The next day, drive south to Casperson Beach in Venice and rent a “Florida snow shovel” for a few dollars to dig in the sand for prehistoric megalodon shark teeth.

Millions of them wash ashore every day and you just might find a big one to treasure!

Spend the night at Boca Grande on Gasparilla Island, one of Southwest Florida’s most historic towns before heading out the next morning for Fort Myers.

port boca grande lighthouse in florida at sunset, a fun stop on a usa south road trip

Situated where the Caloosahatchee River meets the Gulf of Mexico, the city of Fort Myers is worth a few days to explore the history and the beautiful beaches on Sanibel and Captiva.

Visit the summer homes of neighbors Thomas Edison and Henry Ford, whose mansions are popular tourist attractions today.

The last stop on your road trip is Naples and Marco Island on the southwestern coast. This stunning region is known as the Paradise Coast and it’s easy to see why.

Spend your days on the soft white sand beaches, shopping at the luxury stores and dining downtown, or get out into the Everglades for some adventure.

It is 180 miles from Tampa to Marco Island.

Plan on 7-10 days for this southern road trip route.

There is plenty to see in the major cities of Tampa, Sarasota, Fort Myers, Naples, and Marco Island, but you’ll find the real gems in between!

dome houses on marco island florida

Virginia’s Eastern Shore Drive: Chincoteague to Cape Charles

Recommended by Erin Gifford of Go Hike Virginia

There’s so much to love about  Virginia’s Eastern Shore .

Roll down the windows and breathe in the salt-infused air as you make the 70-mile drive north to south from Chincoteague to Cape Charles.

Get ready to make stops for sandy beaches, ice cream shops, and verdant wetlands just right for a scenic paddle.

Start at Chincoteague National Wildlife Refuge, which is home to miles of stroller-friendly hiking and biking trails.

The Chincoteague Lighthouse Trail is a must-visit to ogle the red-and-white striped Assateague Lighthouse.

Take a guided kayak tour or nature cruise across pristine coastal waterways with Assateague Explorer.

Keep your eyes open for wild ponies, as well as native wildlife, like sandhill cranes and eastern mud turtles, that call the wildlife refuge home.

wild horses on the beach of Chincoteague virginia, one of the best usa small towns to visit

Order up a scoop of Mint Chip or Pony Tracks at Island Creamery.

Spend the night at the Refuge Inn, a mainstay in Chincoteague since 1973. Chincoteague is also home to several camping resorts, including KOA and Jellystone Park.

Continue on to Onancock, a historic waterfront town.

Start your day with a delicious breakfast sandwich at Janet’s Café before strolling the hamlet’s tree-lined streets that wow with Victorian-style homes.

Take a tour of Ker Place, a historic Federal-style home.

On the south end of Virginia’s Eastern Shore is Cape Charles, which is home to gentle beaches and vibrantly-colored sunsets.

sunrise in the harbor with boats in virginia

Spend the day on the beach at Kiptopeke State Park, then order hush puppies at The Shanty.

Cap off the day with a scoop at Brown Dog Ice Cream and settle in at the Sunset Beach Hotel on the Chesapeake Bay.

70  miles.

This trip is best enjoyed over at least 3 days, including one day in Chincoteague, one day in Onancock, and one day in Cape Charles.

2 photos of southern road trips, charleston and anna maria island. black and red text reads "17 epic road trips in the south"

About Kate Storm

Image of the author, Kate Storm

In May 2016, I left my suburban life in the USA and became a full-time traveler. Since then, I have visited 50+ countries on 5 continents and lived in Portugal, developing a special love of traveling in Europe (especially Italy) along the way. Today, along with my husband Jeremy and dog Ranger, I’m working toward my eventual goal of splitting my life between Europe and the USA.

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Autumn at skyland, autumn splendor in the cabin capital of virginia, find your passion along the blue ridge mountains, follow the apple trail this fall in winchester, leaf peeping on skyline drive in shenandoah national park, mountains 2 main streets fall escape, a getaway from the bridge to the ridge, fall in love with luray, shenandoah valley: your base camp for outdoor adventure, southwest & virginia mountains, getaway to the star city in virginia's blue ridge mountains, autumn on the crooked road, mountain majesty getaway to the blue ridge parkway, the best of heart of appalachia, central & northern virginia, getaway to richmond history: always in season, fall in fairfax county, escape to loudoun's wine country this fall, coastal & southern virginia, getaway to mathews and the chesapeake bay, getaway to the northern neck and chesapeake bay, getaway to southern style romance in lake country.

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  3. 15 Fun Virginia Road Trips For Your Bucket List

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  4. The Perfect Weekend Road Trip Through Virginia

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  1. ROAD TRIP TO WEST VIRGINIA COUNTRY SIDE!!

  2. Road trip to Virginia Beach and Baltimore

COMMENTS

  1. 15 Fun Virginia Road Trips For Your Bucket List

    Alexandria. There are so many cute, small towns in Virginia. It would be easy to make a fun road trip itinerary incorporating these places if you love small-town vibes. Start your trip in the mountain town of Roanoke. Hike to the famous Mill Mountain Star for amazing views of this town nestled in the mountains.

  2. 10 Best Road Trips in Virginia

    Celebrating and preserving the heritage of authentic mountain music, The Crooked Road is Virginia's Music Heritage Trail. Meander along the winding roads through 10 counties in southwestern Virginia's Appalachian region while exploring the roots and traditions of old-time mountain music. Enjoy country music jams on the porches of local shops ...

  3. 11 Incredible Virginia Road Trip Ideas

    Route: False Cape State Park > First Landing State Park > Belle Isle State Park > Westmoreland State Park Distance: 168 miles Trip Time: 3.5 hours driving time Virginia's coast is a magical place filled with history, stunning scenery, and fascinating attractions. This 1-day road trip in Virginia will take you to four of Virginia's coastal state parks for a healthy dose of fresh air, marshes ...

  4. 9 Of The Best Virginia Road Trips To Take Before You Die

    8. The natural wonders road trip. soozums/flickr. Google Maps. Virginia is a state full of natural wonders, and this road trip will take you to the most intriguing of them. From Natural Bridge to towering waterfalls, this trip is a must-do activity for the whole family.

  5. Here Are 8 Of The Best Road Trips In Virginia

    Learn more about the plantations and this trip here. 3. Beach Bums and Ocean Lovers Road Trip: Virginia Beach, Chesapeake and The Eastern Shore. Beadmobile/Flickr. Zach Frailey/The Uprooted Photographer/Facebook. Few things in the world are better than a beach and Virginia Beach is one of the best.

  6. The best road trips in Virginia

    Mount Vernon to Great Falls; 37 miles. One of the most popular road trips from DC and Northern Virginia, the Georgetown Pike and George Washington Memorial Parkway are two scenic roads just outside of the nation's capital. The Georgetown Pike, which begins in the town of Great Falls, was in fact Virginia's first scenic byway.

  7. 7 Days in Virginia: Road Trip Itinerary with Packing Suggestions

    Abingdon is a small arts town in southwest Virginia and is a jumping off point for many outdoor recreational adventures, including the multi-use Virginia Creeper Trail. The town claims to have more restaurants per capita than New York City and offers multiple music venues, being a prime stop along the 300-mile Crooked Road Heritage Music Trail.

  8. The Ultimate 7 Day Virginia Road Trip Guide

    Day Three: Visit Luray in the morning and drive to Natural Bridge in the afternoon. Day Four: Visit Monticello in the morning and enjoy an evening in Charlottesville. Days Five: & Six: Drive to Williamsburg and spend the rest of the day at Busch Gardens. Spend the next day exploring Colonial Williamsburg. Day Seven: Finish up with a short drive ...

  9. 11 Most Scenic Road Trips To Take In Virginia

    Final Notes . Virginia's scenic road trips offer an escape into a world of natural wonders, historic sites, and captivating landscapes. From the awe-inspiring views along Skyline Drive and the Blue Ridge Parkway to the serene beauty of Virginia's coastal regions, each road trip presents a unique opportunity to discover the hidden gems of the Old Dominion.

  10. The Ultimate American Road Trip in Virginia, USA

    Explore a three-day itinerary of parks and trails in Capital Region, USA. 7-day road trip through the best of Virginia, Maryland and Washington, DC. Discover the food scene in Capital Region USA. Connect with a tour operator to help plan your American holiday. Experience Shenandoah National Park scenery, Alexandria shopping and Virginia Beach ...

  11. 10 Best Road Trips Everyone Should Take in Virginia

    Take a look at these road trip ideas to inspire your next adventure in Virginia. 1. Skyline Drive. For the best views of the mountains of Virginia, take a journey along Skyline Drive. Running through Shenandoah National Park, this 106-mile road offers 75 overlooks perfect for savoring the beautiful Shenandoah Valley.

  12. Virginia Road Trip Itinerary: from Wise, to Richmond, to the Eastern Shore

    Road trip to Staunton, VA (2 days) - Arrive in Staunton, VA, and check in to the Blackburn Inn for reasons you will soon see. Staunton, VA is an adorable smaller town that reminds me of downtown Fredericksburg—walkable, with many little shops, and restaurants.

  13. Trip Ideas

    Plan your Virginia getaway with ease by exploring dozens of trip ideas and itineraries across Virginia's ten distinct regions, or review our trip ideas for family fun, fall weekend getaways, and road trip routes to find some of the 300+ love signs across the state - perfect for photo ops - with our LOVEwork road trip ideas below. Whether it's ...

  14. Virginia road trip stops

    Connect with us and hit up #roadtrippers. Tall tales, trip guides, and the weird and wonderful. Find the best road trip stops in Virginia and use interactive maps to start planning your next unforgettable road trip.

  15. A Virginia Road Trip

    6 Days. 9 Iconic Sites. Immerse yourself in our nation's history as you travel across Virginia. On this Virginia road trip, experience the sites that witnessed our nation's founding. See what life was like for early settlers and visit the estates that our founding fathers called home. View Itinerary.

  16. Regional Virginia Road Trips

    Answer the call by experiencing one of these road trips through Virginia. WanderLove: A Road Trip Through Southwest Virginia Head to Southwest Virginia's Heart of Appalachia region, where we've put together a six-day itinerary filled with outdoor fun, delicious restaurants, and picturesque driving routes for an unforgettable vacation in ...

  17. 6 Road Trip Ideas for a Waterfront WanderLove Vacation

    The Road Trip Idea: Norfolk to the Eastern Shore. For a coastal getaway that spans the Chesapeake Bay, begin your vacation in Norfolk, where you can trace the city's scenic waterfront with a bike ride along the Elizabeth River Trail. Hop in the car and take Route 13 over the iconic Chesapeake Bay Bridge Tunnel to Virginia's Eastern Shore.

  18. Summer road trip ideas in Virginia with kids

    One of the best things to do on a summer road trip with kids in Virginia is a relaxing day at the beach. One of our favorite beaches here is Virginia Beach. Virginia Beach is one of the most family friendly beaches in the state, with so many fun family attractions. The kids can enjoy a Surrey bike ride, along the three mile long boardwalk while ...

  19. 19 Scenic Drives In Virginia That Belong On Your Bucket List

    From major routes to a few roads less traveled, these 19 scenic drives in Virginia will give you an unforgettable experience. 1. Take a drive along Blackwells Hollow Road (Route 810) in Albemarle County. Blackwells Hollow Road, Blackwells Hollow Rd, Virginia, USA. Bob Mical / flickr. 2.

  20. How to Plan a Virginia Road Trip with Kids (7-14 Day Itinerary)

    A sample itinerary for a one to two-week Virginia road trip with kids including stops at Hampton, Williamsburg, Charlottesville, and Shenandoah. We3Travel Story by We3Travel • 1mo

  21. From Coast to Mountains: Virginia Road Trip Highlights

    Story by Chelsea DeAngio. • 9mo. 1 / 7. From Coast to Mountains: Virginia Road Trip Highlights ©Provided by Wander With Alex. Buckle up and get ready to experience the charm, culture, and ...

  22. 17 Spectacular Southern USA Road Trip Itinerary Ideas

    From Keri of Bon Voyage With Kids. One of the best road trips in the southeast US is from Washington, DC to Anna Maria Island, Florida . If you want to break it up with overnights and stops, I recommend going from Washington DC to Raleigh, NC on Day 1. On Day 2, drive from Raleigh, NC to Savannah, GA.

  23. Scenic Fall Drives

    The Crooked Road: Virginia's Heritage Music Trail, winding through the rugged, beautiful Appalachian Mountains, leads you to the major hotspots of bluegrass, old time and traditional American mountain music. This getaway will create memories you'll treasure for a…

  24. The American Road Trip Planner

    USA Trip Ideas. We're discovering the USA from the freedom of the open road, and you're in the driver's seat. There's no better way to experience extraordinary vistas, charming small towns, and hidden gems. Explore these curated trips across the USA, then customize your own trip using the USA Trip Planner.