Shepherdstown holiday rentals
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Find the best place to stay - Shepherdstown
❤️ Secluded 1940s Romantic Tiny House on the River
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Head to the historical city of Shepherdstown
The area's history and opera are just some of the reasons to come on holiday to Shepherdstown. Travellers to this scenic city praise the university setting, riverfront and hiking. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.
Activities and attractions in Shepherdstown
Are you searching for top things to see and do while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Shepherdstown a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:
- Big Cork Vineyards (7.6 mi / 12.2 km)
- Sleepy Hollow Country Club (8.3 mi / 13.4 km)
- Hollywood Casino at Charles Town Races (9.5 mi / 15.2 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 an outdoor enthusiast or just want to appreciate the scenery, Shepherdstown is a great place to spend some time outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:
- 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)
- Crystal Grottoes Caverns (8.2 mi / 13.3 km)
- Blue Ridge Center for Environmental Stewardship (10.4 mi / 16.8 km)
Travelling 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 centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Hagerstown, MD (HGR-Hagerstown Regional), which is 19.4 mi (31.2 km) away.