Shepherdstown vacation rentals
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❤️ Secluded 1940s Romantic Tiny House on the River
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Head to the historic city of Shepherdstown
The area's history and opera are just a few of the reasons to vacation in Shepherdstown. Travelers to this scenic city praise the university setting, riverfront and hiking. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.
Activities and attractions in Shepherdstown
Are you hoping to find top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Shepherdstown has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:
- Big Cork Vineyards (7.6 mi / 12.2 km)
- Hollywood Casino at Charles Town Races (9.5 mi / 15.2 km)
- 868 Estate Vineyards (14.2 mi / 22.8 km)
- Breaux Vineyards (14.4 mi / 23.1 km)
- Hagerstown Speedway (15.9 mi / 25.5 km)
- Summit Point Motorsports Park (15.9 mi / 25.7 km)
Exploring the natural landscape of Shepherdstown
Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Shepherdstown. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city center:
- Crystal Grottoes Caverns (8.2 mi / 13.3 km)
- Greenbrier State Park (12.2 mi / 19.6 km)
- Shenandoah Lake Beach (15.2 mi / 24.5 km)
- Chesapeake and Ohio Canal National Historic Park (4.2 mi / 6.8 km)
- Chesapeake and Ohio Canal (6.3 mi / 10.2 km)
- Blue Ridge Center for Environmental Stewardship (10.4 mi / 16.8 km)
Traveling to and around Shepherdstown
Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), the closest airport, located 10.1 mi (16.3 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Hagerstown, MD (HGR-Hagerstown Regional), which is 19.4 mi (31.2 km) away.