Winchester, VA
Travel Guide
Visit Winchester
Where to stay in Winchester
Find the best Winchester areas and neighborhoods for the activities you enjoy most.
Old Town Winchester
Old Town Winchester is known for its ample dining options, and you can make a stop by Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.
Photo by Fernando Begay
Open Photo by Fernando Begay
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Winchester Little Theater and Stonewall Jackson's Headquarters.
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is AED 342 per night from Aug 9 to Aug 10
AED 342
AED 391 total
9 Aug - 10 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,013 reviews)
"Good location and clean hotel"
Reviewed on 4 August 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is AED 283 per night from Aug 30 to Aug 31
AED 283
AED 321 total
30 Aug - 31 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
9.2/10 Wonderful! (1,001 reviews)
"We were very happy with the quiet, clean room, friendly staff, morning buffet, and experience. Would stay there again!"
Reviewed on 4 August 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is AED 449 per night from Aug 13 to Aug 14
AED 449
AED 508 total
13 Aug - 14 Aug
includes taxes & fees
Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,010 reviews)
"Well, first evening our suites A/C didnt work (80 degrees) and we had to change to a double full size bedroom from our King Suite. The following day we had moved into a new suite but it also wouldn't get any cooler than 74 degrees. That said we had been locked out of our room 3 times due to the card ..."
Reviewed on 4 August 2026
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.
Silo Tiny House Cabin
Harpers Ferry WV
Stay at this cabin in Harpers Ferry. Enjoy free WiFi, a sauna, and patios. Popular attractions Harpers Ferry National Historical Park and Hollywood Casino at ...
8.2/10 Very Good! (26 reviews)
"Pros- close to activities, cute home, large outdoor area, supplied coffee & variety of shower soaps. Great water pressure in shower. Fire pit was nice, need to take kindling. Bathrobes provided. Cons- stairs are treacherous. Railing is not attached properly. Weeds are taking over property. Walkway ..."
Reviewed on 11 July 2026
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Edinburg VA
Stay at this vacation home in Woodstock. Enjoy a garden, laundry facilities, and patios. Popular attractions Shenandoah Vineyards and Edinburg Mill Museum are ...
10/10 Exceptional! (415 reviews)
"Outstanding Property in Every Possible Way!My husband and I were lucky enough to celebrate our minimoon at Deer Haven and it was exceptional in every way! The pictures don't even do the place justice. The house was spacious, spotless clean, and both decks were incredible. The front deck offered those ..."
Reviewed on 2 August 2026
Roadhaven1830
355 Orchard Drive Mount Jackson VA
Stay at this apartment in Mount Jackson. Enjoy free WiFi, free parking, and a garden. Popular attractions Mt Jackson Thrift & Gift and Meems Bottom Covered Bridge ...
9.6/10 Exceptional! (46 reviews)
"Everything was well decorated and clean. The place was quiet except that it is right by Rt. 81. The property is maintained well but if you want to enjoy their lovely and spacious yard bring mosquito repellent as I was bitten several times. My husband in the other hand had a great time on the swing ..."
Reviewed on 1 August 2026
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.
