Aerial view of the Long Bridge to Chincoteague Island in Virginia.

9 Darling Small Towns In Virginia

Unwind in the cozy corners of the Old Dominion in these darling Virginia towns and learn the true meaning of Southern hospitality! From majestic mountains casting shadows on downtown districts to the sandy shores along the Chesapeake Bay, there is something here for everyone to enjoy. Whether you love pursuing local farmer’s markets or curling up with a good book as the waves crash on the shore, these towns are like a slice of heaven on earth. So, pack your bags and get ready to discover why Virginia is for lovers!

Abingdon

 The Virginia Creeper National Recreation Trail, Abingdon
The Virginia Creeper National Recreation Trail in Abingdon, Virginia.

Tucked away in the scenic Blue Ridge Highlands is the idyllic town of Abingdon. The downtown district hosts a variety of charming shops and historical landmarks like Martha Washington Inn, dating back to 1832. Other sites worth exploring in Abingdon include the Barter Theater, which is one of the oldest professional theaters in the United States.

What makes Abingdon such an amazing Virginia town is its scenic location. Situated along the Virginia Creeper Trail, visitors can walk the rolling hillside with a view of the mountains on Virginia’s most scenic trails. Unlike rugged mountain trails, the Creeper Trail is mostly flat, making it perfect for the whole family. And to learn a little more about Abingdon’s Appalachian roots, make a quick stop at the Heartwood Artisan Center.

Staunton

Buildings along Beverley St in Downtown Historic Staunton Virginia
Buildings along Beverley St in downtown Staunton, Virginia. Editorial credit: Kyle J Little / Shutterstock.com.

The area of Staunton offers visitors a vibrant downtown district and breathtaking views everywhere you look. Spend the day strolling down the pristine brick sidewalks with colorful storefronts, locally owned shops, and adorable coffee shops like the By and By. Check out historical landmarks like the Woodrow Wilson Presidential Library. Fun fact for history buffs: Staunton is the birthplace of President Woodrow Wilson, and the museum lies within the childhood home of the former president.

While there’s so much to see and do in Staunton, visitors can admire its stunning beauty at one of its many public spaces, like Gypsy Hill Park. Roam the over 200 acres of manicured trails or set up for a picnic in one of its open spaces. The park really comes alive in the summer when it hosts its annual concert series with the Stonewall Brigade Band.

Cape Charles

Aerial View of Mason Ave in Cape Charles, Virginia.
Aerial view of Mason Avenue in Cape Charles, Virginia. Editorial credit: Kyle J Little / Shutterstock.com.

Looking for a beachy getaway without the massive crowds of more popular spots like Virginia Beach? Cape Charles is a sleepy waterside hamlet along the Chesapeake Bay with friendly locals and even better seafood! Spend the day soaking up the sun on Cape Charles Beach, and then grab dinner in the historic downtown district at the Oyster Farm Seafood Eatery with views of the water.

If you love fishing, there’s no better spot than the Cape Charles Harbor and Marina. Or, spend some time in nature by exploring the Kiptopeke State Park or the Eastern Shore of Virginia National Wildlife Refuge. These parks offer visitors excellent hiking trails along the water and opportunities for wildlife photography. To learn more about the town, the Cape Charles Museum and Welcome Center provides visitors with a deep dive into the early days of Cape Charles.

Chincoteague

Wild ponies in Chincoteague, Virginia
Wild ponies in Chincoteague, Virginia. Editorial credit: The Old Major / Shutterstock.com.

With so many beach retreats overrun by traffic, high rises, and crowded shorelines, Chincoteague is a breath of fresh air! It’s a charming little village known for its serene sandy shores, wild horses, and famous Chincoteague oysters. If you love seafood, the locals will attest that Bill's Prime Seafood & Steaks is the best spot in town for the famous Chincoteague oysters.

While spending the day relaxing on the water is certainly an option, there’s so much to discover in Chincoteague! Nearby on Assateague Island are the famous Chincoteague Ponies that roam freely along the shore. Assateague Island is not only great for watching the wild ponies, but it’s also an excellent spot for swimming and beachcombing. And before you go, make sure to stop by to admire the Assateague Lighthouse!

Lexington

Historic downtown of Lexington, Virginia.
Historic downtown of Lexington, Virginia. Editorial credit: Kristi Blokhin / Shutterstock.com.

Gather round, history buffs! The darling town of Lexington was very influential during the Civil War and is home to some fantastic relics of the past. In fact, Lexington is the final resting place of General Robert E. Lee and Stonewall Jackson. Their memorials are on display at the Lee Chapel and Museum, as well as the Stonewall Jackson Memorial Cemetery.

But Lexington has so much more to offer than just historical sites! Spend the day leisurely strolling through scenic farms like the Virginia Gold Orchard, and make sure to take home some of their famous pear marmalade! Or, spend the weekend at the Lexington Farmers Market in the heart of downtown for fresh produce and local goods. One of the most popular nature scenes in Lexington is the Chessie Nature Trail, which provides 7 miles of rolling hills and farmsteads.

Wytheville

Bolling Wilson boutique hotel in Wytheville, Virginia.
Bolling Wilson boutique hotel in Wytheville, Virginia. Editorial credit: Kristi Blokhin / Shutterstock.com.

Wytheville puts southern hospitality on full display! From its picturesque downtown district dotted with quirky and charming shops (like The Farmers Daughter Boutique) to historical landmarks, it’s easy to lose yourself in the warming charm of Wytheville. It’s the childhood home of Edith Bolling (wife of Woodrow Wilson), and visitors can learn all about her humble beginning at the Edith Bolling Wilson Birthplace Museum.

Nestled in the Blue Ridge Mountains, there is no shortage of trails to explore and scenic vantage points. One of the biggest attractions in Wytheville is Big Walker Mountain. Hiking to the top of the mountain is a bit of a challenge (it takes about 6 hours!) but the view from the top is well worth it for the 360-degree view of the Appalachian Mountains. But if you don’t have time for a 6-hour hike, you can take a shortcut to the Monster Rock Trail for the same view.

Onancock

Market Street in Onancock, Virginia.
Market Street in Onancock, Virginia. Editorial credit: John Blottman / Shutterstock.com.

In the 1600s, Captain John Smith referred to Onancock as the “Gem of the Eastern Shore”. Tucked along the Onancock Creek (which leads to the Chesapeake Bay), Onancock has a modern artsy vibe while holding on to its historic roots. Walk the charming street of 18th and 19th-century commercial buildings and dine on fresh seafood at the lovely Mallards at the Wharf. Wander the halls of the spectacular Ker Place to learn more about Onancock's role in the American Revolution and Civil War.

For a real treat, book a ferry to travel out to Tangier Island, which is like stepping inside a humble fishing village locked in time. While there isn’t a lot to see on the island, the ferry ride out offers breathtaking views of the Chesapeake Bay. Visit the Tangier Island Museum to learn more about this very unique and quirky Island or the lovely Holy Trinity Church.

Middleburg

Central Street in Middleburg, Virginia.
Central Street in Middleburg, Virginia. Editorial credit: Kosoff / Shutterstock.com.

Did you know that Middleburg has over 160 buildings listed on the National Register of Historic Places? Steeped in rich traditions and old-fashioned southern charm, Middleburg is a must-see on your next Virginia road trip! Stroll down the perfectly manicured streets of the downtown district with the majestic Blue Ridge and Bull Run Mountains in the background. Relax and unwind at one of their many wineries in the area, such as the Greenhill Winery and Vineyards.

Explore the magnificent countryside of Middleburg at one of their popular public parks like the Great Falls Park, offering visitors over 800 acres of untapped wilderness. Hike along the crystal clear waters of the Potomac River, or travel one of the overlook paths to earn unique views of the Great Falls.

Marion

The Main Street in Marion, Virginia.
The Main Street in Marion, Virginia. Editorial credit: Nolichuckyjake / Shutterstock.com.

The moment you step foot in Marion, you’ll immediately feel like a local! Its warming, friendly atmosphere and postcard-worthy views make it hard to go back home. Located in the heart of Marion is the Lincoln Theatre, where visitors can catch a film screening or community play. If you plan you stay at the right time, you can catch one of their family-friendly festivals like the Marion Downtown Farmer’s Market, drawing patrons from across the area.

Located 7 miles outside of Marion is the stunning Mount Rogers National Recreation Area. With over 500 miles of trails (that range from accessible to challenging), it’s the perfect spot to spend some time in nature. Spend the afternoon hiking the many trails, or set up camp to spend the night under the stars. Marion is also a 10-minute drive from the iconic Hungry Mother State Park, offering more opportunities to admire Virginia's amazing scenery.

Feel At Home In These Darling Virginia Towns

Be aware: once you visit one of these towns, you may find it difficult to go back home! From the wild horse beaches in Chincoteague to the amazing views atop Big Walker Mountain in Wytheville, Virginia proves one of the most beautiful states in the country. Each town has its own story, history, and wilderness to discover! Whether you love the rolling hills of the Virginia Creeper Trail, the rare seclusion of Tangier Island near Onancock, or the sandy shores of Cape Charles, Virginia has all the bases covered.

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