Search Resorts in Shepherdstown

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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, (48)
"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."
The price is SAR 165
SAR 412 total
includes taxes & fees
30 Dec - 31 Dec
❤️ Secluded 1940s Romantic Tiny House on the River
Welcome to this patch of serenity on the river's edge, to this hideaway.
Complete relaxation as you watch the powerful Potomac roll past the window.

Welcome to this patch of serenity on the river's edge, to this hideaway.

9.8 out of 10, Exceptional, (60)
"Loved everything. Quiet, peaceful….loved the small deck off the upstairs bedroom."
Welcome to this patch of serenity on the river's edge, to this hideaway.
Plum Lazy on the Potomac
Property grounds

Plum Lazy on the Potomac

9.2 out of 10, Wonderful, (24)
"Everything was as advertised! We really enjoyed our stay and can't wait to return!"
Plum Lazy on the Potomac
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 bring the kids to Hagerstown Roundhouse Museum for some family fun. 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.