Old Town Winchester Travel Guide

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 3.340.014 ₫ per night from 8 Dec to 9 Dec
3.340.014 ₫
3.784.382 ₫ total
8 Dec - 9 Dec
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! (1,003 reviews)
The breakfast was very good. The menu had a lot of options. It came to our table nice and hot! I loved the waffle with Lemon ricotta, syrup and butter. Our waitress always knew when to fill my coffee to keep it warm! Everything was very clean and neatly set up. The waitresses were also cheerful and ...

Reviewed on 20 Nov 2025

The George Washington Hotel, A Wyndham Grand Hotel
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 2.465.969 ₫ per night from 17 Dec to 18 Dec
2.465.969 ₫
2.683.027 ₫ total
17 Dec - 18 Dec
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! (2,227 reviews)
Safe parking. Pet friendly

Reviewed on 22 Nov 2025

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 1.793.432 ₫ per night from 1 Dec to 2 Dec
1.793.432 ₫
1.951.254 ₫ total
1 Dec - 2 Dec
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! (1,093 reviews)
Clean and comfortable.

Reviewed on 23 Nov 2025

Travelodge by Wyndham Winchester
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 1.898.928 ₫ per night from 15 Dec to 16 Dec
1.898.928 ₫
2.066.034 ₫ total
15 Dec - 16 Dec
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! (1,371 reviews)
Room and public areas were very clean and well taken care of.

Reviewed on 26 Nov 2025

Microtel Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
The price is 2.443.366 ₫ per night from 3 Dec to 4 Dec
2.443.366 ₫
2.658.381 ₫ total
3 Dec - 4 Dec
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! (1,057 reviews)
The staff was courteous, and the room was spotless. The location was perfect for us.

Reviewed on 23 Nov 2025

Comfort Inn & Suites Winchester
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3 out of 5
141 Kernstown Commons Blvd Winchester VA
The price is 2.227.021 ₫ per night from 15 Dec to 16 Dec
2.227.021 ₫
2.422.998 ₫ total
15 Dec - 16 Dec
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 ...
8.6/10 Excellent! (1,007 reviews)
Staff at front desk were courteous, location was good, hotel was cleanish. Our bathroom had mold on entire ceiling and general damp smell. Found stray sock (not ours) under bed.

Reviewed on 22 Nov 2025

Country Inn & Suites by Radisson, Winchester, VA
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 Travel Guide

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