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 Shenandoah Valley Discovery Museum or Bright Box Theater.
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 Winchester Little Theater.
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is RM398 per night from 27 Sept to 28 Sept
RM398
RM456 total
27 Sept - 28 Sept
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 ...
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is RM493 per night from 7 Sept to 8 Sept
RM493
RM558 total
7 Sept - 8 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 ...
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is RM278 per night from 31 Aug to 1 Sept
RM278
RM306 total
31 Aug - 1 Sept
includes taxes & fees
Stay at this motel in Winchester. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.6/10 Excellent! (1,061 reviews)
"The room was spacious and clean. Parking easy. Staff was pleasant and accommodating."
Reviewed on 28 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.
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! (49 reviews)
"5 night stay. Comphy bed and well stocked with pillows, towels and essentials. Quiet lovely surrounding grounds. Easy check in and departure. Close to route 11 for the yard crawl and things to do!"
Reviewed on 17 Aug 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.
