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 AU$220 per night from 20 July to 21 July
AU$220
20 July - 21 July
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Great location! Short walk to Loudon St where all the restaurants and shops are located along with historic sites. Rooms are very nice and upscale."
Reviewed on 7 Jul. 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$115 per night from 14 July to 15 July
AU$115
14 July - 15 July
includes taxes & fees
8.4/10 Very Good! (1,095 reviews)
Great stay!
"Very surprised! This is by far the best Travelodge I've ever stayed at. Clean, quick check in, friendly staff, quiet, safe. Cant say about breakfast."
Reviewed on 8 Jul. 2025
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is AU$160 per night from 13 July to 14 July
AU$160
13 July - 14 July
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"The shower floor could be upgraded and I wish there was not carpet in room but other then that it was great! We will stay again! Breakfast was excellent and the bar/restaurant was open until 9pm and that was on July 4th holiday!"
Reviewed on 6 Jul. 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.
Discover the most popular places to visit in Winchester Historic District
George Washington's Office
You can find out about the history of Winchester with a visit to George Washington's Office. While in this walkable area, you can savour the top-notch restaurants.
Activities
Shenandoah Tour: Self-Guided Drive
AU$22
per traveller
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.