- 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
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703
23.3 Miles
Visitors to Casanel Vineyards are able to experience both wine and a natural setting. The main building is only a minor section of the 40-acre site, meaning there are several places to sip wine and take a walk.
23.6 Miles
94%
32 votes
3600 Old Frederick Rd., Thurmont, MD 21788
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The picturesque Loy's Station Covered Bridge in Old Frederick Road has a picnic area with a playground for kids. There is also a creek nearby, several other picnic tables scattered along the stream, horseshoe pits, and grills.
23.6 Miles
Several historical sites are held within Morven Park, including the Governor's Residence and the Civil War camp. The park also has a modern equestrian center that maintains multiple stables, an arena, and sport courses.
23.7 Miles
A family farm for generations, Pryor's Orchard prides itself on traditional and ethical farming practices. In a market located in a modified barn, they sell cherries, peaches, blueberries, apples, and a variety of other fruits.
23.8 Miles
The quickest way from Leesburg to Gaithersburg, Historical White's Ferry provides a beautiful 5 minute crossing. The ferry will have passengers yearning for more, in which case a longer route is available.
24.0 Miles
Catoctin Mountain Park, established in 1954, is a part of the Catoctin Mountain Ridge and offers scenic views of the nearby Monocacy Valley as well as a variety of outdoor activities including hiking, camping, skiing and more.
24.2 Miles
33%
6 votes
1629 Berryville Pike, Winchester, VA
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Winchester Skating & Family Fun Center includes a large roller skating rink and a snack bar that serves pizza, hot dogs, nachos and ice cream. They have many specials including dollar nights and all you can eat nights.
24.3 Miles
68%
40 votes
3322 Lockes Mill Road, Berryville, VA 22611
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Situated along the Shenandoah River, Watermelon Park Campground has been welcoming families since 1939. Activities include river tubing, sun bathing, hiking, picnicking, canoeing, and kayaking along with an ice cream stand during the summer months.
24.4 Miles
Located just outside Leesburg, Dry Mill Vineyard & Winery is situated in a repurposed barn and stables amid rolling hills. They make an array of wines, and host tastings and special events.
24.5 Miles
The Thurmont Regional Library offers a wide variety of materials and programs along with wifi and computers. The library features unique architecture that is a reflection of the nearby historical Catoctin Furnace.