11 Of the Most Charming Small Towns to Visit in Virginia

Virginia, also known as “Old Dominion” or “the birthplace of the nation,” both derived from the fact that it is arguably the oldest of England’s colonies in America, is among the most diverse holiday destinations one can think of. Its location between the Atlantic Coast and the Appalachians gives it breathtaking natural beauty, which travelers can enjoy in multiple ways, including scenic drives.

The state, part of Southeast America, is known for its pristine stretches of coastline, lush forests, majestic mountains, and historic places. It is home to popular cities like its capital, Richmond, as well as lesser-known vacation spots where you can relax and unwind without the distraction of crowds. Discover 11 of the most charming small towns to visit in Virginia.

Kilmarnock

Kilmarnock, originally referred to as “The Crossroads” thanks to the numerous paths crossed here, is located on the Rappahannock River. It is the perfect spot to enjoy a small-town charm and offers many adorable things to do, including the Town Center Park, which comes with amazing features, such as a picnic pavilion, a dog park, and an amphitheater where vacationers can enjoy summer concerts. You can also head to Hughlett Point Natural Area Preserve for 204 acres of dunes, beaches, non-tidal and tidal pools, and wetlands.

No trip is complete without a souvenir; to get yours, no place is better than Kilmarnock Antique Gallery. Displaying the selection of 100+ dealers, you can select among some of the best oyster plates here. Lastly, you can check in the Kilmarnock Inn for your stay.

Leesburg

Leesburg, the county seat of Loudon County, is a historic town that dates back to the 1740s when the settlement in the area was located. The charming Virginia small town was one of the battlefields during the early period of the American Civil War.

So, what makes Leesburg one of the most charming small towns in Virginia? The town boasts amazing attractions, including the Oatlands Historic House and Gardens, which has been in existence for more than 200 years, and taking a self-guided tour of the grounds and gardens is delightful. Visit Ida Lee Park, a 138-acre with picnic spots, playgrounds, and fabulous walking trails, where you can enjoy year-round fun with your kids. Do not forget to stroll through downtown Leesburg to discover colorful boutiques, such as the Brick and Mortar Mercantile, where you purchase quirky gifts.

Cape Charles

Cape Charles, dubbed “America’s Third Happiest Seaside Town in 2018,” is a charming gem on Virginia’s Eastern Shore, on the southeasternmost edge of the Chesapeake Bay. Cape Charles is an incredible vacation spot if you are looking for a less-crowded Virginia beach getaway. Much of the town lies in the Cape Charles Historic District, which has 530 historic buildings, displaying several breathtaking architectural styles, from Victorian to Neo-Classical.

While enjoying the downtown’s historic atmosphere is delightful, spending time in Kiptopeke State Park, a perfect spot to enjoy some time on the beach, going swimming, boating, fishing, and crabbing, should be among your top priorities. Also, take a trip to Cape Charles Natural Area Preserve, which gives you a chance to reconnect with nature as you indulge in various outdoor activities, including hiking and bird-watching.

Chincoteague

Chincoteague’s popularity came after the release of the movie, “Misty,” which was based on Misty of Chincoteague, a children’s book Marguerite Henry wrote while staying on this very island. Today, it is among the top resort islands in Virginia and a perfect retreat for road trippers living on the mid-Atlantic seaboard.

Chincoteague is a quiet, relaxing destination and a gateway to the iconic Chincoteague National Wildlife Refuge, where you can enjoy scenic hiking trails, like the Wildlife Loop, which leads you to see the area’s amazing wildlife. Another place you have to visit on the island is Maui’s Jack Waterpark, especially if visiting the island with kids. It is a great place to cool off in summer, and your kids can spend time splashing on the water slides while you shop for some of the park’s souvenirs.

Lexington

Lexington, established and made the county seat of Rockbridge County in 1777, is probably best known for its two historic colleges, Virginia Military Institute and Lee University, but many other things make it worth visiting.

Its downtown area, which is listed on both Virginia and National Registers of Historic Places, is a brilliant walk in the American Revolution era. You will find the Lexington Carriage Company (LCC) the apt place to set out on the town’s tour. You should also spare some time at Boxerwood Nature Center & Woodland Gardens, which boasts a brilliant collection of rare and native plants in its 15 acres.

Luray

Luray, originally known as Luray Valley and later Page Valley, is located between the Massanutten Mountains on the West and the Blue Ridge Mountains on the east side. The lovely Virginia town shines for Luray Caverns, an underground cave system with unique rock formations and the largest caverns in the East. An hour-long self-guided tour of this natural wonder is going to be an unforgettable experience.

Luray is also a perfect getaway to George Washington National Forest, which offers incredible camping, wildlife spotting, and hiking opportunities. Luray also gives access to Shenandoah National Park, another paradise for outdoor enthusiasts with amazing biking trails, scenic drives, and more.

Abingdon

Abington, home to about 8,000 residents, is another of Virginia’s small towns that will take your breath away. Oozing Southern charm, the town is the perfect place to get an insight into the Appalachian Culture and enjoy outdoor adventures in the Blue Ridge Mountains.

Hidden Valley Lake, is a top spot to get a taste of Abingdon’s real adventure. It guarantees impressive hiking, fishing, rock climbing, and more. Get a taste of Abingdon’s restaurant scene at Summers Roof Cellar, a rooftop and wine cellar fine-dining spot as indicated by the name, which serves delicious meals and has spectacular sunset views. However, nothing beats spending a night or an entire weekend in the Martha Washington Inn and Spa, which was constructed as a private mansion in 1832.

Occoquan

Probably one of the most charming towns in the U.S., Occoquan is brimming with history. The town’s name, which means “at the end of the water,” was derived from an Algonquian Doeg word. The most notable attraction is the Mill House Museum, which takes you back to the town’s early days through its displays of impressive artifacts, including photographs and documents.

Another must-visit spot is River Mill Park, where you can enjoy picnicking and attend concerts and multiple family-friendly events. The park has amazing amenities, including a paved walking trail, a pavilion, open space, and a public restroom. Lastly, spend time exploring the Local Colour Gallery & Boutique, where you can purchase impressive artwork, including jewelry, pottery, photography, and more.

Warsaw

Warsaw serves as the Northern Neck Region’s epicenter with plenty of things to experience, including Warsaw Town Park and Dog Park, where you will find a playground, a dog park, and a gazebo.

Head to the Richmond County Museum if you are interested in learning the town's history from its initial days to today. The town’s location also means multiple paddling and kayaking opportunities on the Rappahannock River. Later, you can spare some time at the Relish Restaurant and Wine Bar to try deliciously made oysters in a warm, pleasant atmosphere.

Fredericksburg

Another breathtaking Virginia town on the Rappahannock River, Fredericksburg, is famous for being one of the largest and deadliest Civil War battlefields in America and had over 100,000 combatants killed and injured during the battles.

There are plenty of reasons to explore this beautiful small town in Virginia, but much of its charm comes from its Historic District, whose oldest building dates back to 1737. A trolley tour with Trolley Tours of Fredericksburg will give you an insight into the area’s rich history. Most of these tours pass through some of the most iconic landmarks, including the Fredericksburg Civil War Battlefield, where the Battle of Fredericksburg took place.

Tazewell

One of the oldest towns in Southwestern Virginia, Tazewell, sits within the Back of Dragon’s route and is a paradise for nature enthusiasts. Its location near the Clinch River means plenty of kayaking, boating, and fishing opportunities. However, you should not miss a tour of the Back of the Dragon, a motorcycle route that offers an unforgettable Tazewell adventure. You can also spend some time at Burke’s Garden, the highest valley in Virginia, featuring picturesque scenery, plenty of wildlife viewing opportunities, and scenic hikes. Oh and when exhausted with all the adventure, kick back and order some drinks at Back of the Dragon Brewery.

From the historic streets of Fredericksburg to the picturesque beach scenery at Cape Charles, Lexington's town tour, and Warsaw's water fun, there is something for every traveler seeking a delightful escape in Virginia. Be it exploring historic sites, indulging in local cuisine, shopping for unique crafts, or simply soaking in scenic beauty, visitors are sure to find a fulfilling experience in these charming destinations. Whether seeking a weekend escape or a longer journey, you can always count on the magic of Virginia's small towns to fulfill your desire.