Winchester Historic District Holidays
Photo by Tina McClelland
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Top hotels in Winchester Historic District
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is S$187 per night from 16 Nov to 17 Nov
S$187
16 Nov - 17 Nov
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
I was very pleased with the accommodations at this hotel. I can't stress enough how incredible the pool is. The hot tub is great too, but I was impressed with the pool and would visit again just for that. Make sure to check that out!
Reviewed on 31 Oct, 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is S$96 per night from 1 Dec to 2 Dec
S$96
1 Dec - 2 Dec
includes taxes & fees
8.4/10 Very Good! (1,122 reviews)
Every thing wAs good
Reviewed on 3 Nov, 2025
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is S$149 per night from 10 Dec to 11 Dec
S$149
10 Dec - 11 Dec
includes taxes & fees
9.2/10 Wonderful! (2,202 reviews)
Great in all ways. Fresh, modern hotel. Big rooms.
Reviewed on 5 Nov, 2025
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.
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