Destination guide

Travel to historic Shepherdstown

The area's history and opera are just a few of the reasons to vacation in Shepherdstown. Well known for its university setting, riverfront and hiking, this scenic city won't disappoint. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities

Activities and attractions in and around Shepherdstown

Are you hoping to discover attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Shepherdstown a fun spot to vacation. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Cress Creek Golf Club (0.5 mi / 0.8 km)
  • Sleepy Hollow Country Club (8.8 mi / 14.2 km)
  • Locust Hill Golf Course (11.4 mi / 18.4 km)
  • Notaviva Vineyards (13.2 mi / 21.2 km)
  • Musket Ridge Golf Course (14.6 mi / 23.4 km)
  • Breaux Vineyards (15 mi / 24.1 km)
How to get there

Transportation options to and around Shepherdstown

Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), the closest airport, located 9.9 mi (15.9 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 18.9 mi (30.4 km) away.

Where to stay around Shepherdstown?

Our 2019 property listings offer a large selection of 237 vacation rentals near Shepherdstown. From 84 Cabins to 84 Cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Shepherdstown for a holiday or a weekend are on HomeAway.

What are the popular points of interest near where I can stay when traveling to Shepherdstown?

HomeAway offers a large selection of vacation rentals near lovely places in Shepherdstown. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Morgan's Grove Park: 118 vacation rentals
  • Cress Creek Golf Club: 119 vacation rentals
  • Shepherdstown Museum: 118 vacation rentals
  • Shepherd University: 120 vacation rentals
  • Shepherdstown Visitors Center: 119 vacation rentals

But there are many other points of interest around Shepherdstown listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Cabins in Shepherdstown?

Yes, of course. HomeAway has 84 Cabins in Shepherdstown. Our other popular types of vacation rentals in Shepherdstown include:

  • Cottages: 84 rentals available
  • Houses: 79 rentals available
  • Bungalows: 84 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Chalets and more.

Can I find a vacation rental with pool in Shepherdstown?

Yes, you can select your preferred vacation rental with pool among our 74 vacation rentals with pool available in Shepherdstown. Please use our search bar to access the selection of vacation rentals available.