Winchester Historic District Holidays
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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
The price is 3.434.861 ₫ per night from 18 May to 19 May
3.434.861 ₫
3.891.698 ₫ total
18 May - 19 May
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
Lovely historic hotel with wonderful views of the city and the country!
Reviewed on 28 Apr 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is 2.286.467 ₫ per night from 26 May to 27 May
2.286.467 ₫
2.590.568 ₫ total
26 May - 27 May
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
I stayed at the same place last week, and found it to be a great place, and stayed there again while passing through. The place is very clean, good neighborhood, I like the indoor pool, and friendly staff.
Reviewed on 29 Apr 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
The price is 2.450.085 ₫ per night from 24 May to 25 May
2.450.085 ₫
2.744.886 ₫ total
24 May - 25 May
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Very helpful at reception and checkin. Location was nice.
Reviewed on 28 Apr 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.
Popular places to visit
Museum of the Shenandoah Valley
You can spend time browsing the exhibits at Museum of the Shenandoah Valley during your trip to Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.
Jim Barnett Park
Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.
Old Court House Civil War Museum
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.