Winchester Historic District Holidays

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Our pick of the best Winchester Historic District Hotel Deals

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
Fully refundableReserve now, pay when you stay
The price is NZ$267 per night from 22 Nov to 23 Nov
NZ$267
22 Nov - 23 Nov
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"Staff was very friendly, especially Mr. Randy!"

Reviewed on 14 Nov 2026

The George Washington Hotel, A Wyndham Grand Hotel
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$140 per night from 1 Dec to 2 Dec
NZ$140
1 Dec - 2 Dec
includes taxes & fees
8.8/10 Excellent! (1,064 reviews)
"Great experience for a 1 night stay"

Reviewed on 14 Nov 2026

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
Fully refundableReserve now, pay when you stay
The price is NZ$160 per night from 22 Nov to 23 Nov
NZ$160
22 Nov - 23 Nov
includes taxes & fees
9.2/10 Wonderful! (1,442 reviews)
"The fan in the bathroom was very loud. There were very few plugs by the beds"

Reviewed on 14 Nov 2026

Microtel Inn & Suites by Wyndham Winchester
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.

Stay near popular Winchester Historic District attractions

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.