11 Serene Towns in Virginia for a Weekend Retreat
Virginia, often hailed as the "Old Dominion," encapsulates a blend of traditional Southern hospitality, scenic beauty, and vibrant cultural experiences. When people think of Virginia, they often envision historic sites like Colonial Williamsburg or the majestic Blue Ridge Mountains. For those seeking a waterfront retreat, towns like Cape Charles along the Eastern Shore offer pristine beaches, charming shops, and fresh seafood delights. Similarly, in towns like Abingdon, history comes alive through well-preserved architecture and cultural landmarks like the Barter Theater. Check out the 11 towns below that promise a weekend getaway full of adventures, relaxation, and exploration in the state of Virginia.
Cape Charles
Established in 1884 as a railroad terminus, Cape Charles still has the Victorian charm permeating the streets, with colorful gingerbread houses lining tree-canopied avenues. It is most evident at Mason Avenue, the town's heart, where you can browse unique shops, including Like A Sailor and Table and Tonic Cape Charles, selling locally-made crafts, coastal décor, and gourmet treats.
Craving outdoor adventure? The nearby Kiptopeke State Park provides hiking, birdwatching, and fishing opportunities amidst 562 acres. You can also spot elusive Bald Eagles if you are lucky. When it comes to accommodations, travelers can opt for the Bay Haven Inn of Cape Charles, promising cozy rooms and a warm hospitality experience.
Charlottesville
Charlottesville is a haven for history lovers and oenophiles. The town's spotlight is Monticello, the captivating mountaintop early Classical Revival style estate of Thomas Jefferson, the third U.S. president. Tour the mansion, designed by Jefferson himself, and explore its fascinating architectural details and exhibits showcasing his life and philosophies. When downtown, you can catch a live performance at The Ting Pavilion, a 3,500-capacity outdoor amphitheater, or spend an afternoon browsing the McGuffey Art Center, featuring contemporary art exhibitions.
Wine enthusiasts can embark on a tasting journey along the Monticello Wine Trail, stopping at renowned vineyards like Jefferson Vineyards. Finally, consider booking a room at The Clifton, a historic luxury hotel with elegant accommodations and sweeping views of the Virginia countryside.
Middleburg
Middleburg is a quintessential equestrian town and a paradise for polo enthusiasts. Make sure to visit the Upperville Colt and Horse Show, the oldest continuously held horse show in the United States, held every June. For a touch of art and culture, visit the National Sporting Library & Museum, dedicated to the preservation of equestrian and field sports history. The museum houses a vast collection of sporting art, books, and artifacts, giving a glimpse into the world of foxhunting, steeplechase racing, and polo. The Salamander Resort & Spa is your place for lavish accommodations, a full-service spa, and access to horseback riding and outdoor activities in the scenic countryside.
Orange
Orange is a historic town with roots dating back to the early 18th century. Founded in 1749, it was named after William IV, Prince of Orange. Among the town's notable attractions is the James Madison Museum, devoted to the life and legacy of the fourth U.S. President. Visitors can explore exhibits showcasing Madison's contributions to American history, including his role in drafting the Constitution.
Outdoor enthusiasts will find solace at the 124-acre Lake Orange, where fishing, boating, and picnicking opportunities abound amidst a lovely lakeside setting. Lastly, the boutique 40-acre estate of Inn at Willow Grove is an ideal retreat for the night with a saltwater pool and spa massage services.
Williamsburg
Williamsburg, known for its colonial history of serving as the capital of the Virginia Colony during the 18th century and preserved heritage sites, is a captivating destination in Virginia. One of the town's iconic attractions is Colonial Williamsburg, a living history museum where visitors can step back in time to experience colonial life, interact with costumed interpreters, and check out historic buildings such as the Governor's Palace and Capitol.
You would want to take a ride to Busch Gardens Williamsburg, a renowned amusement park guaranteeing 13 thrilling rides and European-themed villages. Confirm your stay at the Williamsburg Inn for its impeccable accommodations and fine dining.
Meadows Of Dan
Meadows of Dan is a tranquil retreat known for its natural beauty and outdoor activities. The area is also home to Mabry Mill, a historic gristmill and sawmill dating back to the early 20th century, giving demonstrations and exhibits on traditional mountain crafts.
Nature lovers will find plenty to explore at nearby attractions like Rocky Knob Recreation Area, presenting hiking trails, picnic areas, and panoramic views of the Blue Ridge Mountains. If you are into feasting your eyes on the changing of seasons, you can also plan a trip to the area to cherish its vibrant fall foliage. You can choose to stay at Lodge And Cottages At Primland, boasting upscale accommodations.
Sperryville
With a population hovering around 400, Sperryville is a hidden delight. History buffs will appreciate visiting the Copper Fox Distillery, where tours offer insights into traditional whiskey-making techniques. Unwind at Thornton River, where you can rent a kayak or paddleboard, cast a line for some brook trout fishing, or relax on the peaceful shores.
For more outdoor adventures, take a short drive to Shenandoah National Park, which offers over 500 miles of hiking paths, nearly 36 breathtaking waterfalls, and panoramic views of the Shenandoah Valley. After a long day, rest your head at the cozy The Inn at Mount Vernon Farm, a charming B&B property with comfortable accommodations and a welcoming atmosphere.
Bristol
Bristol, a city straddling the border of Virginia and Tennessee, has played a significant role in the development of country music. Music enthusiasts can make their way to the Birthplace of Country Music Museum, highlighting Bristol's influence on the genre and featuring interactive exhibits, artifacts, and live performances. You can also plan your trip to enjoy a performance at the Bristol Rhythm & Roots Reunion, an annual music festival held in September. The atmosphere is electrifying as renowned and up-and-coming country, bluegrass, and Americana artists take the stage. The Bristol Hotel, a stylish boutique hotel, can be your place to stay in town.
Rocky Mount
Rocky Mount, the county seat of Franklin County, extends a taste of small-town Virginia life. The town's Harvester Performance Center hosts live music performances and events like rock, country, folk, and comedy, adding to its cultural appeal.
There is also an option to try your hands at canoeing and fishing at Pigg River Blueway, accessible through the Waid Recreation Area. Additionally, you will find 5+ miles of hiking routes, equestrian trails, picnic platforms, and two golf courses in the recreation area. The Claiborne House Bed and Breakfast, a cute inn providing comfortable accommodations, homemade breakfasts, and a peaceful garden setting, is an excellent choice for your stay.
Abingdon
One of the main attractions in Abingdon is the Barter Theater, founded during the Great Depression and known for launching the careers of many renowned actors like Ernest Borgnine, Gary Collins, and John Glover. Visitors can catch live performances ranging from classic plays to contemporary productions. Furthermore, the William King Museum of Art houses a diverse collection of contemporary and regional art, including works by local artists.
History buffs would not want to miss the Abingdon Muster Grounds, Virginia's oldest military muster ground, where troops assembled before heading off to the Revolutionary War. After a day of exploration, relax at The Martha Washington Inn & Spa, a charming historic hotel dating back to 1832, offering elegant Southern hospitality.
Damascus
Damascus is not your average town. Nicknamed "Trail Town USA," this vibrant community sits at the confluence of two iconic trails: the Appalachian Trail, the world's longest continuously maintained hiking trail, and the Virginia Creeper Trail, a scenic 34-mile rails-to-trails conversion perfect for cycling and hiking. Lace up your boots and conquer a portion of the Appalachian Trail, or rent a bike and cruise along the Virginia Creeper Trail, soaking in the breathtaking views of the surrounding mountains. The Damascus Old Mill Inn, a historic inn converted from a former gristmill, is a good option to check out for lodging.
What people expect from Virginia often aligns with its reputation for historical significance, scenic landscapes, and Southern hospitality. Whether it is the artistic flair of Abingdon, the outdoor allure of Damascus, or the historical charm of other towns like Williamsburg or Sperryville, each place in Virginia offers a unique blend of attractions that cater to diverse interests. Ultimately, a visit to these towns offers a glimpse into the essence of Virginia—vibrant cultural experiences, outdoor adventures, and a sense of tranquility, making it an ideal destination for a rejuvenating weekend getaway.
