Old Town Winchester

Winchester

Old Town Winchester
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby

Popular places to visit

Things to do


Top hotels in Old Town Winchester

The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand Hotel
3.5 out of 5
103 E Piccadilly St, Winchester, VA
The price is RM538 per night from 20 Jul to 21 Jul
RM538
RM609 total
20 Jul - 21 Jul
includes taxes & fees
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (1,002 reviews)
"Great location! Short walk to Loudon St where all the restaurants and shops are located along with historic sites. Rooms are very nice and upscale."

Reviewed on 7 Jul 2025

The George Washington Hotel, A Wyndham Grand Hotel
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
The price is RM293 per night from 21 Jul to 22 Jul
RM293
RM319 total
21 Jul - 22 Jul
includes taxes & fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,099 reviews)
"Staff friendly and helpful.. room was clean and bed very comfortable."

Reviewed on 9 Jul 2025

Travelodge by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3 out of 5
333 Front Royal Pike, Winchester, VA
The price is RM378 per night from 27 Jul to 28 Jul
RM378
RM424 total
27 Jul - 28 Jul
includes taxes & fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,001 reviews)
"Staff was courteous and helpful."

Reviewed on 9 Jul 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is RM492 per night from 21 Jul to 22 Jul
RM492
RM535 total
21 Jul - 22 Jul
includes taxes & fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,071 reviews)
"Every thing was great . Definitely will come again"

Reviewed on 5 Jul 2025

La Quinta Inn & Suites by Wyndham Winchester
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
The price is RM411 per night from 27 Jul to 28 Jul
RM411
RM448 total
27 Jul - 28 Jul
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 breakfast and the helpful ...
9.4/10 Exceptional! (1,005 reviews)
"Lobby temp TOO COLD!"

Reviewed on 10 Jul 2025

Comfort Inn & Suites
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 out of 5
150 Faraday Plaza, Winchester, VA
The price is RM380 per night from 20 Jul to 21 Jul
RM380
RM414 total
20 Jul - 21 Jul
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 and the clean ...
9/10 Wonderful! (1,294 reviews)
"Hotel is pretty new so that was nice. Wall were a little thin but overall worth the price."

Reviewed on 8 Jul 2025

Microtel Inn & Suites by Wyndham Winchester
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.

Other neighbourhoods around Old Town Winchester

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Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.

Winchester Historic District

Old Town Winchester