
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
103 E Piccadilly St, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$239 per night from 1 July to 2 July
NZ$239
1 July - 2 July
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Great staff. Great location. Got nice quiet and spacious room. Easy walks to history, food and drink."
Reviewed on 14 Jun. 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 NZ$188 per night from 6 July to 7 July
NZ$188
6 July - 7 July
includes taxes & fees
9/10 Wonderful! (2,065 reviews)
"I was traveling by motorcycle. I arrived early due to a massive storm that was about to hit. They let me check in an hour early. Super cool of them!"
Reviewed on 22 Jun. 2025

Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$125 per night from 26 June to 27 June
NZ$125
26 June - 27 June
includes taxes & fees
8.2/10 Very Good! (1,104 reviews)
"Very clean and eco-friendly…. Loved the waffles for breakfast!!!! Super bonus!!!"
Reviewed on 21 Jun. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.