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.
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is €78 per night from 17 Sept to 18 Sept
€78
17 Sept - 18 Sept
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 ...
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is €91 per night from 30 Aug to 31 Aug
€91
30 Aug - 31 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! (1,025 reviews)
"Very clean property. Extremely helpful staff. Clean rooms. Great value."
Reviewed on 24 Aug 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is €119 per night from 30 Aug to 31 Aug
€119
30 Aug - 31 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 ...
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 ...
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! (417 reviews)
"We really enjoyed our stay. The house was very spacious and we found everything we needed for our stay with ease. Everything was as-described and the views from the deck were awesome! We had an issue with a downed tree (from a storm) on the access road to the house and the host quickly had the issue ..."
Reviewed on 15 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! (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
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.
