Winchester
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 Bright Box Theater and Winchester Little Theater.
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is P5,595 per night from Jul 19 to Jul 20
P5,595
P6,227 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,013 reviews)
"I have stayed here with my kids several times. Hotel is reliably clean and comfortable, and the staff is friendly and helpful."
Reviewed on Jul 6, 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is P4,887 per night from Aug 2 to Aug 3
P4,887
P5,537 total
Aug 2 - Aug 3
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 ...
9/10 Wonderful! (1,005 reviews)
"Great staff, clean rooms and delightful breakfast. I'll be back!"
Reviewed on Jul 5, 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is P7,505 per night from Aug 6 to Aug 7
P7,505
P8,503 total
Aug 6 - Aug 7
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! (1,007 reviews)
"Very charming historic hotel. Close to very nice restaurants and tourist District."
Reviewed on Jul 4, 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 parking and a garden. Popular attractions Mt Jackson Thrift & Gift and Meems Bottom Covered Bridge are located ...
9.6/10 Exceptional! (43 reviews)
"Wonderful stay; Olivia, the host is top-notch. Thanks!"
Reviewed on Jun 30, 2026
Canal Cabins
143 Louie's Ln Paw Paw WV
Stay at this cabin in Paw Paw. Enjoy free WiFi, free parking, and daily housekeeping. Popular attraction Paw Paw Tunnel is located nearby.
9.8/10 Exceptional! (16 reviews)
"A great place for a nice getaway. The place is well tailored for the cyclists."
Reviewed on Jul 5, 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.
