Winchester
Travel 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 Shenandoah Valley Discovery Museum.
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is S$97 per night from 22 Sept to 23 Sept
S$97
22 Sept - 23 Sept
includes taxes & fees
Stay at this motel in Winchester. Enjoy free parking, a 24-hour front desk and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,071 reviews)
"Very nice stay great staff and very clean"
Reviewed on 20 Sept, 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is S$189 per night from 27 Sept to 28 Sept
S$189
27 Sept - 28 Sept
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 ...
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is S$161 per night from 23 Sept to 24 Sept
S$161
23 Sept - 24 Sept
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (2,277 reviews)
"Property was great other than I booked in advance and placed us on a floor that allows dogs. Room smelled like wet dog. Other than that it was clean. In future I will make sure to request a non pet room"
Reviewed on 20 Sept, 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.
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! (51 reviews)
"Easy access"
Reviewed on 14 Sept, 2026
Canal Cabins
143 Louie's Ln Paw Paw WV
Stay at this cabin in Paw Paw. Enjoy free Wi-Fi, free parking and daily housekeeping. Popular attractions Paw Paw Tunnel and Sideling Hill Wildlife Management ...
9.8/10 Exceptional! (17 reviews)
"Andy was so kind and welcoming. What a fantastic place for a 2 day getaway. Clean and cozy with hot showers. There’s a fire pit and plenty of wood so we roasted brats and marshmallows. Can’t wait to visit again in the fall! 12/10 stars!"
Reviewed on 10 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.
