
Winchester Historic District Holidays
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top hotels in Winchester Historic District

The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
The price is €123 per night from 28 Aug to 29 Aug
€123
28 Aug - 29 Aug
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"The hotel is beautiful and the staff is very accommodating."
Reviewed on 15 Aug 2025

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is €95 per night from 2 Sept to 3 Sept
€95
2 Sept - 3 Sept
includes taxes & fees
9.2/10 Wonderful! (2,128 reviews)
"Loved this hotel Clean, friendlt staff, great breakfast and dog friendly"
Reviewed on 14 Aug 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is €79 per night from 31 Aug to 1 Sept
€79
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Bed comfort"
Reviewed on 12 Aug 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.