
Winchester Historic District Holidays
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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 3.427.690 ₫ per night from 18 Aug to 19 Aug
3.427.690 ₫
3.883.574 ₫ total
18 Aug - 19 Aug
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"Excellent quality hotel , large comfortable room and upgraded bathroom . Throughout the hotel there are a few oddities to remind of how historic the property( like the mail shoot outside the elevators) is and how it’s been brought up to date to meet the modern needs. A great place to stay in Winchester ..."
Reviewed on 18 Jul 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
The price is 2.183.647 ₫ per night from 2 Aug to 3 Aug
2.183.647 ₫
2.509.269 ₫ total
2 Aug - 3 Aug
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"The bed was very comfortable. The bathroom was very roomy and the shower was big! A very nice stay. We would stay there again"
Reviewed on 18 Jul 2026

TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is 2.394.493 ₫ per night from 26 Jul to 27 Jul
2.394.493 ₫
2.665.017 ₫ total
26 Jul - 27 Jul
includes taxes & fees
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.