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 P7,151 per night from Jul 20 to Jul 21
P7,151
P8,102 total
Jul 20 - Jul 21
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! (1,000 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 Jul 7, 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 P3,896 per night from Jul 20 to Jul 21
P3,896
P4,239 total
Jul 20 - Jul 21
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 Jul 9, 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 P5,025 per night from Jul 27 to Jul 28
P5,025
P5,637 total
Jul 27 - Jul 28
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! (1,000 reviews)
"The shower floor could be upgraded and I wish there was not carpet in room but other then that it was great! We will stay again! Breakfast was excellent and the bar/restaurant was open until 9pm and that was on July 4th holiday!"

Reviewed on Jul 6, 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 P6,544 per night from Jul 20 to Jul 21
P6,544
P7,120 total
Jul 20 - Jul 21
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 Jul 5, 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 P5,471 per night from Jul 27 to Jul 28
P5,471
P5,952 total
Jul 27 - Jul 28
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! (1,004 reviews)
"It was convenient and guest service Justin was really great and so was the other in the morning."

Reviewed on Jul 2, 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 P5,059 per night from Jul 20 to Jul 21
P5,059
P5,504 total
Jul 20 - Jul 21
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! (1,296 reviews)
Great place for not a lot of money
"This was a great place to stay for anyone looking for a clean and very comfortable room at a low cost. I did not think you could still get a decent room for $100 a night but this hotel proved me wrong. The room was very clean and comfortable. The continental breakfast was good, nothing fancy but ..."

Reviewed on Jul 10, 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