Winchester Historic District
Winchester
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Winchester Historic District Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is CA $178 per night from Sep 16 to Sep 17
CA $178
CA $202 total
Sep 16 - Sep 17
includes taxes & fees
Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,003 reviews)
"We chose Old Town Winchester and stayed at The George Washington Hotel as our gathering spot for High school girl friends The Hotel was beautiful ,our rooms big enough plus having a sm scale table with 2 chairs ,the bathroom very roomy,beds were very comfortable and the staff very accommodating and ..."
Reviewed on Sep 4, 2026
Nostalgia Lane in the heart of the city
Winchester VA
The price is CA $256 per night from Sep 9 to Sep 10
CA $256
CA $465 total
Sep 9 - Sep 10
includes taxes & fees
Stay at this apartment in Winchester. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Bright Box Theater and Old ...
9.2/10 Wonderful! (18 reviews)
"Perfect location for exploring Winchester. Beautiful rooms. Clean and comfortable."
Reviewed on Jul 27, 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is CA $106 per night from Sep 27 to Sep 28
CA $106
CA $121 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is CA $145 per night from Sep 13 to Sep 14
CA $145
CA $166 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is CA $135 per night from Sep 15 to Sep 16
CA $135
CA $150 total
Sep 15 - Sep 16
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,007 reviews)
"The staff was great. The hotel was clean, comfortable, and I would recommend it."
Reviewed on Sep 7, 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is CA $156 per night from Sep 10 to Sep 11
CA $156
CA $174 total
Sep 10 - Sep 11
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,289 reviews)
"This is a beautiful modern hotel. Both the room itself and bathroom were extremely clean. The bed was super comfy"
Reviewed on Sep 8, 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.
Check Winchester Historic District hotel availability
Where to stay in Winchester Historic District
Find the best Winchester Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Winchester Historic District
Learn more about Winchester Historic District
Old Town Winchester
Old Town Winchester is known for its ample dining options, and you can make a stop by Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.
Winchester Historic District
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