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


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 RM513 per night from 21 Jan to 22 Jan
RM513
RM581 total
21 Jan - 22 Jan
includes taxes & fees
Stay at this spa hotel in Winchester. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
9.2/10 Wonderful! (1,001 reviews)
Staff was amazing! Benjamin and Carla are two of the kindest people ever!

Reviewed on 4 Jan 2026

The George Washington Hotel, A Wyndham Grand Hotel
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 RM331 per night from 26 Jan to 27 Jan
RM331
RM360 total
26 Jan - 27 Jan
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 and the clean rooms ...
9/10 Wonderful! (1,430 reviews)
This is our number one spot to stay in in Winchester. The location is perfect. Rooms are clean and modern.

Reviewed on 14 Jan 2026

Microtel Inn & Suites by Wyndham Winchester
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 RM372 per night from 19 Jan to 20 Jan
RM372
RM405 total
19 Jan - 20 Jan
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! (2,241 reviews)
Clean room; really comfortable bed. Great staff

Reviewed on 8 Jan 2026

La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
The price is RM275 per night from 18 Jan to 19 Jan
RM275
RM300 total
18 Jan - 19 Jan
includes taxes & fees
Stay at this motel in Winchester. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.4/10 Very Good! (1,085 reviews)
Basic accomodations but OK for the price. Everything worked fine andd hotel easy to get to from I-81.

Reviewed on 8 Jan 2026

Travelodge by Wyndham Winchester
Quality Inn Winchester

Quality Inn Winchester

2.5 out of 5
1601 Martinsburg Pike Winchester VA
The price is RM341 per night from 21 Jan to 22 Jan
RM341
RM371 total
21 Jan - 22 Jan
includes taxes & fees
Stay at this hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,001 reviews)
Clean room, front dest service.

Reviewed on 5 Jan 2026

Quality Inn Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
The price is RM397 per night from 19 Jan to 20 Jan
RM397
RM432 total
19 Jan - 20 Jan
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 ...
9.4/10 Exceptional! (1,093 reviews)
Clean room

Reviewed on 9 Jan 2026

Comfort Inn & Suites 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

Default Image

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Handley Regional Library.

Winchester Historic District


Old Town Winchester