Search Resorts in Shepherdstown

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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

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

GolfView Chalet at the Woods Resort, Central Air and Heat
Smart TV, fireplace

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
Miscellaneous

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

Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (19)
"Enjoyed the privacy and convenience of Mossy Rock. "
The price is AED 569
AED 1,063 total
includes taxes & fees
17 Apr - 18 Apr
Charming Cabin in the Woods with River Access
❤️ Secluded 1940s Romantic Tiny House on the River
Beach

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (53)
"The cabin was perfect for a few days of writing and reflecting! Everything was very clean and it was easy communicating with the owner. The house is not "secluded" as there are neighboring houses on two sides and if I hadn't brought an ax/saw to cut my own dry wood enjoying a fire wouldn't have been possible. But overall a lovely stay and I look forward to going again!"
The price is AED 264
AED 518 total
includes taxes & fees
27 Apr - 28 Apr
❤️ Secluded 1940s Romantic Tiny House on the River
Welcome to this patch of serenity on the river's edge, to this hideaway.
Dining

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.
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 hot 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.