Old Town Winchester Travel Guide
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 £111 per night from 12 Oct to 13 Oct
£111
12 Oct - 13 Oct
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 ...
9.4/10 Exceptional! (1,000 reviews)
"Clean room, great shower. A block from the walking mall with lots of food, shopping, and a few breweries. Highly recommend."
Reviewed on 28 Sept 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is £59 per night from 5 Oct to 6 Oct
£59
5 Oct - 6 Oct
includes taxes & fees
Stay at this motel in Winchester. Enjoy free parking, a 24-hour front desk and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is £79 per night from 19 Oct to 20 Oct
£79
19 Oct - 20 Oct
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! (1,006 reviews)
"Great hotel. Convenient location, friendly staff, clean environment"
Reviewed on 30 Sept 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is £91 per night from 25 Oct to 26 Oct
£91
25 Oct - 26 Oct
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 ...
Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
The price is £71 per night from 27 Oct to 28 Oct
£71
27 Oct - 28 Oct
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. ...
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is £86 per night from 25 Oct to 26 Oct
£86
25 Oct - 26 Oct
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 ...
9.2/10 Wonderful! (1,461 reviews)
"This hotel is great, the only thing that could be A LOT better is the water pressure from the shower head."
Reviewed on 30 Sept 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.
Check Old Town Winchester hotel availability
Where to stay in Old Town Winchester
Find the best Old Town Winchester areas for the activities you enjoy most. Learn more about Old Town Winchester
Learn more about Old Town Winchester
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 Bright Box Theater and Shenandoah Valley Discovery Museum.
Old Town Winchester Travel Guide
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- Cabin Rentals in Winchester
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- Cheap Hotels in Winchester
- Budget Inn
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- Holiday Inn Winchester Se
- L'auberge Provencale Inn & Restaurant
- Luxury Hotels in Winchester
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- Flights to Front Royal
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