Winchester Historic District Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Tina McClelland
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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$247 per night from 8 Jan to 9 Jan
NZ$247
8 Jan - 9 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (1,009 reviews)
I love this hotel. I have stayed here once or twice a year over the past few years for the affordability, cleanliness, pool, hot tub, and location on my way up north. This past stay I noticed they are doing their best to keep up with increasing maintenance demands and decreasing profits.
Reviewed on 29 Dec 2025
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$148 per night from 4 Jan to 5 Jan
NZ$148
4 Jan - 5 Jan 2026
includes taxes & fees
9/10 Wonderful! (1,402 reviews)
Great staff. Clean room. Excellent location
Reviewed on 26 Dec 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$128 per night from 1 Jan to 2 Jan
NZ$128
1 Jan - 2 Jan 2026
includes taxes & fees
8.4/10 Very Good! (1,080 reviews)
All of the above mentioned and a great, nutritious and varied breakfast. Also, both regular and decaf coffee were available in the breakfast area whenever I wanted it. Lastly, plentiful parking.
Reviewed on 27 Dec 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.