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 $171 per night from Aug 2 to Aug 3
CA $171
CA $194 total
Aug 2 - Aug 3
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! (1,007 reviews)
"Lovely stop on our way to Virginia, beautiful facilities and lots of walkable places to eat nearby really enjoyed it."
Reviewed on Jul 20, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is CA $116 per night from Aug 2 to Aug 3
CA $116
CA $134 total
Aug 2 - Aug 3
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 ...
9/10 Wonderful! (1,010 reviews)
"I really like the Holiday inn, but I do have to say this one was not my favorite most offer free breakfast and water this one didn't"
Reviewed on Jul 19, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is CA $128 per night from Jul 26 to Jul 27
CA $128
CA $142 total
Jul 26 - Jul 27
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. ...
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is CA $91 per night from Aug 2 to Aug 3
CA $91
CA $103 total
Aug 2 - Aug 3
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 ...
9/10 Wonderful! (1,008 reviews)
"Close walk to restaurants. Great place to crash for the night and hit the road in the morning."
Reviewed on Jul 19, 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is CA $136 per night from Aug 2 to Aug 3
CA $136
CA $151 total
Aug 2 - Aug 3
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 and the clean ...
9.2/10 Wonderful! (1,437 reviews)
"Rooms and outside of property was clean. Staff was nice. Loved the window seat in the rooms. Nice area around the hotel. Place was quiet. Definitely worth the price."
Reviewed on Jul 19, 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is CA $113 per night from Jul 28 to Jul 29
CA $113
CA $126 total
Jul 28 - Jul 29
includes taxes & fees
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very good! (1,004 reviews)
"Nice"
Reviewed on Jul 19, 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 Shenandoah Valley Discovery Museum and Bright Box Theater while in the area.
Winchester Historic District
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