Old Town Winchester
Winchester
Visit Old Town Winchester
Stay near popular Old Town Winchester attractions
Top hotels in Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is RM493 per night from 30 Aug to 31 Aug
RM493
RM559 total
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 ...
9.4/10 Exceptional! (1,015 reviews)
"Beautiful hotel. Several shops and restaurants close to the hotel."
Reviewed on 22 Aug 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is RM318 per night from 14 Sept to 15 Sept
RM318
RM360 total
14 Sept - 15 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 RM376 per night from 30 Aug to 31 Aug
RM376
RM430 total
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! (1,022 reviews)
"We were warmly greeted by Ellie. She really made us feel welcome. A very welcome experience. Our room is fantastic. The bed is comfortable. room spacious and well furnished. The amenities are numerous. The room was clean, spacious and comfortable. The only "complaint" is the towels were thin and ..."
Reviewed on 22 Aug 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is RM414 per night from 23 Aug to 24 Aug
RM414
RM461 total
23 Aug - 24 Aug
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! (2,276 reviews)
"Total renovation since our last stay. Very nice. Bathroom fan would be helpful. Very nice though."
Reviewed on 22 Aug 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is RM352 per night from 30 Aug to 31 Aug
RM352
RM392 total
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 ...
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is RM394 per night from 29 Aug to 30 Aug
RM394
RM439 total
29 Aug - 30 Aug
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,012 reviews)
"Clean room, nice staff and convenient location"
Reviewed on 22 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.
Where to stay in Old Town Winchester
Find the best Old Town Winchester areas for the activities you enjoy most.
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 Shenandoah Valley Discovery Museum and Stonewall Jackson's Headquarters.
