- Our list of the best things to do in Shepherdstown, West Virginia, features the top 185 nearby activities — including 68 great attractions with user approval ratings of 90% or more!
- Shepherdstown, WV has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Entertainment & Shows, Museums & Galleries, and Sights & Landmarks.
- The results below include the top 7 things to do within the city of Shepherdstown, WV , followed by 179 popular activities in nearby cities, including Hagerstown, Frederick, Purcellville, Martinsburg, Harpers Ferry, Berryville, Leesburg, Charles Town, Sharpsburg, Thurmont, Winchester, Berkeley Springs, Middletown, Boonsboro, Knoxville and Lovettsville
Showing 101-110 of
703
15.9 Miles
The Speedway on National Pike is an old-fashioned speedway with grand stand seating and clean restrooms. They have a food selection of burgers hot dogs, pizza, fries and more. Visitors can camp for free on the premises.
15.9 Miles
Visitors can enjoy a diverse collection white, red, and dessert wines at Doukenie Winery. The winery hosts tastings, tours, and other special events and has won numerous awards for their wines.
16.1 Miles
60%
154 votes
36716 Charles Town Pike, Purcellville, VA 20132
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The French countryside is brought to life at the Hillsborough Vineyards with lush rolling hills and stone barns providing the backdrop for their tasting room. Visitors can have casual tastings daily April through December.
16.8 Miles
Local organic foods are grown at the Patowmack Farm. In addition to the produce itself, they feature a gourmet restaurant that cooks the seasonal foods that are grown on the farm for visitors.
17.1 Miles
Many people visit Pennsylvania Dutch Market at Potomac Avenue for a wide selection of fresh meats, salads, produce, bakery items, and deli foods at high quality. They also have furniture, crafts, and live plants.
17.2 Miles
Featuring LCD monitors on every lane, Seven Ten offers a technologically advanced bowling alley experience. The alley has an arcade with Dance Dance Revolution, racing, and coin games that can be accessed with game cards.
17.6 Miles
A great deal of farm fun is offered at the Summers Farm Adventure with emphasis on fall related activities like a cornfield maze, petting zoo, pig races, hay slides, and pumpkin picking. The site also has a country market with a sweet shop and barnyard grill.
17.6 Miles
With traditional family fun and excitement, Summer's Farm is a wholesome experience to enjoy with the little ones. Attractions include a pumpkin patch, a rope maze, a petting zoo, hay rides, and corn mazes.
17.8 Miles
85%
55 votes
37938 Charles Town Pike, Purcellville, VA 20132
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Part of the Waterford Cluster of wineries, Crushed Cellars Winery offers Chardonnay, Vidal Blanc and Meritage wines. The winery offers wine tastings as well as snacks including local cheeses, fresh baked breads and dips.
18.0 Miles
The tasting room at the North Gate Vineyards is open Thursday through Monday, but group reservations can be made for other times. Light local foods are available to accompany the tastings.