Search Resorts in Winchester

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Compare 5 Resorts in Winchester with updated reviews, rates, and availability.

Other property types in Winchester

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Property grounds
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
9.8 out of 10, Exceptional, (190)
"Overall we enjoyed our stay. A couple things of note: Bringing black out shades is super helpful! The closet in the bedroom is big enough for a portable crib. Be sure to bring toilet paper. We only had one full and one partial roll between the two bathrooms(and they were paper thin). Because there isn’t anywhere super close, it’s nice to know to pack some ahead of time :) The road is so peaceful and we went on the trail quite a few times. It was a bit wet, so we didn’t make it all the way...
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Dreamtime - Modern A-frame Cabin w/ Hot tub
Exterior
Dreamtime - Modern A-frame Cabin w/ Hot tub
10.0 out of 10, Exceptional, (26)
"Cabin was amazing. Definitely would go back!"
The price is SAR 1,497
SAR 1,895 total
includes taxes & fees
6 Jul - 7 Jul
6 Raj. - 7 Raj.
Dreamtime - Modern A-frame Cabin w/ Hot tub
Hidden Gem in the woods with hot tub
Exterior
Hidden Gem in the woods with hot tub
9.6 out of 10, Exceptional, (51)
"We had a great time. Cabin was clean, spacious and well maintained. The fire pit and hot tub were what we looked forward to the most... We were not disappointed."
Hidden Gem in the woods with 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 is Winchester like for a resort vacation?
Longing for a relaxing escape? Indulge in all the comforts and luxuries of a resort, where you can find everything you want for your vacation from tasty dining options to entertainment and shopping. Browse the resorts in the area and discover the right one for you, whether you picture yourself sipping drinks by a sprawling pool or heading to the spa for a deep-tissue massage.
What can I do in Winchester?
Travelers come to Winchester to visit its historic sites and other landmarks, and love its popular activities such as shopping. Check out the interesting exhibits at Museum of the Shenandoah Valley and Old Court House Civil War Museum, or catch the latest production at Bright Box Theater or Winchester Little Theater. Additional attractions in the area include Shenandoah Valley Discovery Museum and Jim Barnett Park.
What's the weather like in Winchester?
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 Winchester is 46 inches.
What's the best way to get to and around Winchester?
Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) away from the heart of the city. Otherwise, you can search for flights to Washington Dulles Intl. Airport (IAD), which is 41.7 mi (67.1 km) away. If you’d like to explore around the area, you may want a rental car for your journey.

Recent reviews of Winchester hotels
Expedia verified reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

5/5 Excellent
"I have stayed here many times but not recently. Still a wonderful place. Although it seems to me one elevator was out a couple years ago too!"
A verified traveler stayed at The George Washington Hotel, A Wyndham Grand Hotel
Posted 7 hours ago
The George Washington Hotel, A Wyndham Grand Hotel