9 Darling Small Towns In Virginia

Unwind in the cozy corners of Virginia, where Southern hospitality stretches from the shores of the Chesapeake Bay to the foothills of the Appalachian Mountains. Lexington draws visitors with Civil War landmarks like Lee Chapel and Museum and the Stonewall Jackson Memorial Cemetery. Chincoteague offers a completely different kind of getaway, with famous wild ponies on nearby Assateague Island and local oysters that make the town a standout coastal escape. Whether your preference is to explore brick-lined streets or the coastlines of the Atlantic Ocean, these nine towns are well worth a closer look.

Staunton

Staunton boasts a lively downtown area and stunning scenery at every turn. Visitors can enjoy leisurely walks along the immaculate brick sidewalks lined with vibrant storefronts, unique local shops, and charming coffee spots like By and By. Don't miss historical sites such as the Woodrow Wilson Presidential Library; interestingly, Staunton is the birthplace of President Woodrow Wilson, and the museum is housed in his childhood home.

While there’s an abundance of activities to explore in Staunton, the area's beauty is best admired in its public parks, like Gypsy Hill Park. With over 200 acres of beautifully maintained trails, it’s a great place for a stroll or a picnic in the open spaces. The park truly comes alive in the summer, hosting its annual concert series featuring the Stonewall Brigade Band.

Lexington

Attention history enthusiasts. The charming town of Lexington played a significant role during the Civil War and boasts some incredible historical artifacts. It is the final resting place of General Robert E. Lee and Stonewall Jackson, whose memorials can be found at the Lee Chapel and Museum, as well as the Stonewall Jackson Memorial Cemetery.

However, Lexington offers much more than just its historical landmarks. Take a leisurely stroll through picturesque farms like the Virginia Gold Orchard, and don’t forget to bring home some of their renowned pear marmalade. Alternatively, spend your weekend exploring the Lexington Farmers Market in downtown, where you can find fresh produce and local goods. For nature lovers, the Chessie Nature Trail is a must-visit, featuring 7 miles of gently rolling hills and beautiful farm landscapes.

Cape Charles

If you're searching for a coastal escape that avoids the bustling crowds of well-known destinations like Virginia Beach, Cape Charles might be the perfect choice for you. This quaint waterside village along the Chesapeake Bay is home to welcoming residents and delicious seafood. Spend a day relaxing on Cape Charles Beach, and later enjoy dinner at the Oyster Farm Seafood Eatery in the charming historic downtown, where you can admire scenic water views.

For fishing enthusiasts, the Cape Charles Harbor and Marina is an ideal location. Alternatively, immerse yourself in nature by visiting Kiptopeke State Park or the Eastern Shore of Virginia National Wildlife Refuge. Both parks feature stunning hiking trails along the shoreline and are excellent for wildlife photography. To discover more about the town's history, stop by the Cape Charles Museum and Welcome Center for an insightful look into the town's beginnings.

Chincoteague

Amidst the hustle and bustle of many beach destinations filled with traffic and towering buildings, Chincoteague offers a refreshing escape. This quaint village is celebrated for its tranquil sandy beaches, wild ponies, and the renowned Chincoteague oysters. Seafood enthusiasts will agree that Bill's Prime Seafood & Steaks is the top choice in town for savoring these famous oysters.

While unwinding by the water is certainly appealing, there’s much more to explore in Chincoteague. Just a short distance away on Assateague Island, you can find the iconic Chincoteague Ponies roaming freely along the coast. Assateague Island is not only perfect for observing these wild ponies but also a fantastic destination for swimming and beachcombing. Don’t forget to visit the Assateague Lighthouse before you leave and take in its beauty.

Wytheville

Wytheville showcases the essence of southern hospitality. With its charming downtown filled with unique shops, such as The Farmers Daughter Boutique, and historical sites, it's easy to be captivated by the warm allure of Wytheville. This town is the birthplace of First Lady Edith Bolling, who was married to Woodrow Wilson, and visitors can delve into her modest beginnings at the Edith Bolling Wilson Birthplace Museum.

Set in the picturesque Blue Ridge Mountains, Wytheville offers an abundance of trails and breathtaking viewpoints. One of the town's main attractions is Big Walker Mountain. The hike to the summit is quite demanding, taking around 6 hours, but the stunning 360-degree panoramic view of the Appalachian Mountains makes it worthwhile. If you're short on time, a quicker route is available via the Monster Rock Trail, which offers the same spectacular view.

Onancock

In the 1600s, Captain John Smith dubbed Onancock the “Gem of the Eastern Shore.” Nestled along Onancock Creek, which flows into the Chesapeake Bay, this charming town boasts a modern artistic vibe while still embracing its historical heritage. Stroll along the picturesque streets lined with 18th and 19th-century commercial buildings, and enjoy fresh seafood at the delightful Mallards at the Wharf. Explore the impressive Ker Place to discover more about Onancock's involvement in the American Revolution and the Civil War.

For a special experience, consider taking a ferry to Tangier Island, where you'll feel like you've stepped into a quaint fishing village that's been preserved in time. While there's not much to see on the island itself, the ferry ride offers stunning views of the Chesapeake Bay. Be sure to check out the Tangier Island Museum to learn about the island's unique character or visit the charming Holy Trinity Church.

Middleburg

Middleburg boasts more than 160 buildings that are recognized on the National Register of Historic Places. Rich in tradition and southern charm, it’s an essential stop on your next Virginia road trip. Take a leisurely stroll through the beautifully maintained streets of the downtown area, set against the stunning backdrop of the Blue Ridge and Bull Run Mountains.

Unwind at one of the region’s many wineries, such as Greenhill Winery and Vineyards. Discover the breathtaking countryside of Middleburg at popular public parks like Great Falls Park, which features over 800 acres of pristine wilderness. Enjoy hiking along the clear waters of the Potomac River or venture along the overlook trails for spectacular views of the Great Falls.

Marion

As soon as you arrive in Marion, you'll instantly feel a sense of belonging. The warm, welcoming vibe and stunning scenery make it difficult to think about leaving. At the heart of Marion is the Lincoln Theatre, where you can enjoy a film or catch a local theater production. If you time your visit right, be sure to check out one of the family-friendly events like the Marion Downtown Farmer’s Market, which attracts visitors from all around.

Just 7 miles from Marion lies the beautiful Mount Rogers National Recreation Area, featuring over 500 miles of trails suitable for all skill levels. It's a great place to immerse yourself in nature, whether you spend the day hiking or camping out under the stars. Additionally, Marion is just a short 10-minute drive from the famous Hungry Mother State Park, offering even more chances to take in Virginia’s breathtaking landscapes.

Abingdon

In the heart of the Blue Ridge Highlands is the charming town of Abingdon. The downtown area features a delightful assortment of shops and historical sites, including the Martha Washington Inn & Spa, which dates back to 1832. Another notable attraction in Abingdon is the Barter Theater, recognized as one of the oldest professional theaters in the United States.

What sets Abingdon apart as a remarkable town in Virginia is its stunning setting. Located along the Virginia Creeper Trail, visitors can enjoy leisurely walks along the gently rolling hills with breathtaking views of the mountains on one of Virginia’s most beautiful trails. Unlike more challenging mountain paths, the Creeper Trail is primarily flat, making it ideal for families. To delve deeper into Abingdon's Appalachian heritage, don't miss the Southwest Virginia Cultural Center and Marketplace.

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 to be 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.