Winchester Travel Guide
Tourist Guide
Visit Winchester
Where to stay in Winchester
Find the best Winchester areas for the activities you enjoy most.
Old Town Winchester
Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.
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 Bright Box Theater and Stonewall Jackson's Headquarters.
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is £71 per night from 12 Aug to 13 Aug
£71
12 Aug - 13 Aug
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,015 reviews)
"no phone cord for the hotel phone so I couldn't call room to room and there were only 3 bath towels for 4 people but both were easy fixes. But my reservation said free breakfast and they wanted $10 for 2 people, so not sure what that was about"
Reviewed on 7 Aug 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is £65 per night from 30 Aug to 31 Aug
£65
30 Aug - 31 Aug
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking and a fitness centre. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,010 reviews)
"Very good for the price"
Reviewed on 8 Aug 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is £103 per night from 16 Aug to 17 Aug
£103
16 Aug - 17 Aug
includes taxes & fees
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 clean rooms ...
9.4/10 Exceptional! (1,015 reviews)
"All amenities were excellent"
Reviewed on 8 Aug 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.
Wild And Wonderful Silos
Harpers Ferry WV
Stay at this cabin in Harpers Ferry. Enjoy free Wi-Fi, 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 Jul 2026
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Edinburg VA
Stay at this holiday 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 Aug 2026
Roadhaven1830
355 Orchard Drive Mount Jackson VA
Stay at this apartment in Mount Jackson. Enjoy free Wi-Fi, 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 Aug 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.
