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
10.0 out of 10, Exceptional, (6)
"Spend a wonderful long 4th of July weekend here with our son and friends. The house was spacious for the three kids, four adults, and dogs. It and very clean with necessities provided. We have stayed at the Woods several times and really loved this property's location-- walking distance to the pool and the great deck with a nice view (perfect for the fireworks). Especially appreciated the responsiveness from the host and the easy check in and out process. Would recommend and would return!"
GolfView Chalet at the Woods Resort, Central Air and Heat
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
10.0 out of 10, Exceptional, (45)
"Loved the vibe and being so close to town. Beautiful home and wonderful experience!"
The price is SAR 165
SAR 412 total
includes taxes & fees
12 Nov - 13 Nov
❤️ Secluded 1940s Romantic Tiny House on the River
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
9.2 out of 10, Wonderful, (23)
"Quiet and relaxing. Had hoped to get the kayaks out but one girl was just post surgery on her wrist so we had to bypass them this trip. Our favorite part of the weekend was sitting on the porch and looking at the Potomac. So relaxing. The house was cute and clean, just like the pictures. Shopped in Shepersdstown and ate at the Blur Moon. It was fun!! Could not find parking in Harper’s Ferry. We were bummed about that but it didn’t ruin our weekend. We will be back to kayak and swim. "
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. 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.