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 £112 per night from 28 Oct to 29 Oct
£112
28 Oct - 29 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! (1,001 reviews)
"The staff was just not welcoming or helpful."
Reviewed on 7 Oct 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is £73 per night from 8 Nov to 9 Nov
£73
8 Nov - 9 Nov
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 ...
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is £72 per night from 1 Nov to 2 Nov
£72
1 Nov - 2 Nov
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! (1,002 reviews)
"Rim was clean, staff was professional and courteous"
Reviewed on 10 Oct 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is £61 per night from 25 Oct to 26 Oct
£61
25 Oct - 26 Oct
includes taxes & fees
Stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.2/10 Very good! (1,023 reviews)
"Womderdul breakfast on both mornings. Respectful staff. Though there are laundry machines to wash clothes, there is no seriousness to assist guests by hotel's inability to provide coin change to operate machines. Appreciated male employee's offer to go to neighboring laundromat (1+ mile away) to ..."
Reviewed on 11 Oct 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is £91 per night from 18 Oct to 19 Oct
£91
18 Oct - 19 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 ...
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
The price is £84 per night from 18 Oct to 19 Oct
£84
18 Oct - 19 Oct
includes taxes & fees
Stay at this golf hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.4/10 Exceptional! (1,133 reviews)
"It’s in a very nice shopping plaza next to a grocery store restaurant in movie theater, so it was perfect for me. It’s been relatively recently renovated, but besides that it was very very clean and the staff was excellent from front desk to the night audit and even the woman who did breakfast was ..."
Reviewed on 10 Oct 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.
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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- Budget Inn
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- L'auberge Provencale Inn & Restaurant
- Luxury Hotels in Winchester
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- Flights to Front Royal
- Flights to Middleburg
- Flights to Paris
- Flights to Syria
- Flights to Washington Dulles Intl.
- Flights to Winchester
- Flights to Woodstock
- Flights from Washington Dulles Intl.
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- British Airways London (LHR) to Washington (IAD) flights
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