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 $184 per night from Oct 14 to Oct 15
CA $184
CA $209 total
Oct 14 - Oct 15
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! (1,011 reviews)
"Clean room, great shower. A block from the walking mall with lots of food, shopping, and a few breweries. Highly recommend."
Reviewed on Sep 28, 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is CA $98 per night from Sep 30 to Oct 1
CA $98
CA $108 total
Sep 30 - Oct 1
includes taxes & fees
Stay at this motel in Winchester. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,081 reviews)
"Clean room"
Reviewed on Sep 29, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is CA $126 per night from Oct 5 to Oct 6
CA $126
CA $141 total
Oct 5 - Oct 6
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! (1,004 reviews)
"Very nice motel. I plan to stay there again, the next time I drive on the Summit Point race track nearby."
Reviewed on Sep 28, 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Oct 1 to Oct 2
CA $160
CA $178 total
Oct 1 - Oct 2
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! (2,273 reviews)
"The parking lot has no control. Everyone parked how ever they want to park. The some of the trailers parked and blocked 6 parking space"
Reviewed on Sep 28, 2026
Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
The price is CA $119 per night from Oct 26 to Oct 27
CA $119
CA $132 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is CA $144 per night from Oct 25 to Oct 26
CA $144
CA $160 total
Oct 25 - Oct 26
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 ...
9.2/10 Wonderful! (1,460 reviews)
"Top notch hotel! We had a great stay. Shelby was awesome and very helpful!"
Reviewed on Sep 29, 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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