Winchester Historic District Holidays from £981
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The Jefferson, Washington, DC
Downtown Washington D.C.
£2,274
per person
10 Oct - 17 Oct
found 10 hours ago
Return direct flight included
Edinburgh (EDI) to Baltimore (BWI)
9.8/10 Exceptional! (1,002 reviews)
The staff and the service is really the standout feature of this hotel. Room is elegant and classic. You’ll have to cross the road to use the gym but it the UC is the fanciest gym in the city.
Reviewed on 2 Aug 2026
Top hotels in Winchester Historic District
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
£103
16 Aug - 17 Aug
includes taxes & fees
9.4/10 Exceptional! (1,018 reviews)
"Great walking location to everything. Fancy historic building."
Reviewed on 9 Aug 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
£79
13 Aug - 14 Aug
includes taxes & fees
9/10 Wonderful! (1,019 reviews)
"They were up grading the cabel nut it wasnt finished so didnt have much to watch when just trying to relax before thr next leg of our trip. Also it was a bit confusing when booked thought had free breakfast but then was told didnt have the upgrade never saw anything when booked with Expedia"
Reviewed on 9 Aug 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
£65
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
"Very good for the price"
Reviewed on 8 Aug 2026
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
Bright Box Theater
7.8/10 (18 reviews)
Enjoy a performance at Bright Box Theater, a popular theatre in Winchester. While in this walkable area, you can savour the top-notch restaurants.
Stonewall Jackson's Headquarters
10.0/10 (1 review)
Find out about the history of Winchester when you take a trip to Stonewall Jackson's Headquarters. Visit the cosy cafes or top-notch restaurants in this walkable area.
Winchester Little Theater
7.6/10 (37 reviews)
Enjoy a show at Winchester Little Theater, a popular theatre in Winchester. While in this walkable area, you can savour the top-notch restaurants.
Shenandoah Valley Discovery Museum
8.6/10 (78 reviews)
You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savour the top-notch restaurants.
Handley Regional Library
9.6/10 (4 reviews)
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.
George Washington's Office
8.0/10 (1 review)
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.
Old Court House Civil War Museum
8.0/10 (1 review)
You can study the exhibits at Old Court House Civil War Museum, a museum with a story of its own, during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.