Search Resorts in Shepherdstown

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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 2 Resorts in Shepherdstown with updated reviews, rates, and availability.

GolfView Chalet at the Woods Resort, Central Air and Heat
Living area

GolfView Chalet at the Woods Resort, Central Air and Heat

9.8 out of 10, Exceptional, (7)
"In general a very nice place. Needs some small touches. The fire place was not cleaned. Need instructions on how to open windows. Kitchen not fully equipped: One wine glass No dish towels or drainage rake or cloth for drying dishes or even for air drying No measuring cup No salad bowl No apron Window in kitchen table area fell one two times Toilet tissue holder in second bathroom kept falling "
GolfView Chalet at the Woods Resort, Central Air and Heat
The Lake Escape Townhouse @ The Woods Resort
Outdoor dining

The Lake Escape Townhouse @ The Woods Resort

The Lake Escape Townhouse @ The Woods Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River
Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (51)
"It was a cozy little tiny house located right on the river. I came in January and it was about 15 degrees outside so I did not get to use the outdoor shower or grill. I was able to enjoy the view of the river from the tiny house and walk outside on the road (not too many cars). If it was any warmer I would have built a fire and sat outside closer to the river. I would love to come back and stay when it was warmer to enjoy the outdoor more. Perfect retreat to reset. Very close to a nearby college...
The price is AED 162
AED 403 total
includes taxes & fees
10 Feb - 11 Feb
❤️ Secluded 1940s Romantic Tiny House on the River
Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (16)
"No central heating, bathroom fan couldn't be turned off, dinning room table light didn't work and front steps were not safe."
Charming Cabin in the Woods with River Access
Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub
Welcome To Graycliff Hall. Your beautiful riverside estate.

Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub

8.0 out of 10, Very Good, (1)
"Our family had an unforgettable New Year's holiday at this incredible rental property! From the moment we arrived, we were amazed by the beautiful house, its spaciousness, and the plethora of facilities available to accommodate everyone in our group. The property was clean, well-organized, and tastefully decorated, making it a warm and inviting space for our celebration.The true gem of our stay was the exceptional hospitality provided by the property's management, especially the remarkable Miss...
Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What can I expect from a resort vacation in Shepherdstown?
You deserve some time off, and a resort is the ideal place to indulge in all the services and amenities you need for a relaxing trip to Shepherdstown. One of the comfortable resorts in the surrounding area could be just what you’re searching for, whether you’re hoping for a luxurious suite, shopping possibilities, or activities for the kids.
What's the best resort for my stay in Shepherdstown?
Our highest-rated resorts around Shepherdstown: GolfView Chalet at the Woods Resort, Central Air and Heat - Family-friendly resort. 18.1 mi (29.2 km) from Shepherdstown. Features a spa tub. The Lake Escape Townhouse @ The Woods Resort - Family-friendly resort. 17.6 mi (28.3 km) from Shepherdstown. Has a water park, a sauna, and a fitness center.
What can I do in Shepherdstown?
Learn about the local history at monuments like Rumsey Monument, or discover the shopping possibilities at Maddex Square. Additional attractions in the area include Shepherdstown Visitors Center and Shepherdstown Opera House.
What's the weather like in Shepherdstown?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Shepherdstown is 47 inches.
What's the best way to get to and around Shepherdstown?
Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 10.1 mi (16.3 km) from the city center. You can also search for flights into Hagerstown, MD (HGR-Hagerstown Regional), which is 19.4 mi (31.2 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.