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 4 to Oct 5
CA $184
CA $209 total
Oct 4 - Oct 5
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! (1,010 reviews)
"a"
Reviewed on Sep 27, 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is CA $98 per night from Sep 29 to Sep 30
CA $98
CA $108 total
Sep 29 - Sep 30
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 ...
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is CA $138 per night from Oct 11 to Oct 12
CA $138
CA $154 total
Oct 11 - Oct 12
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! (1,003 reviews)
"Overnight stay on a road trip. Wonderful front desk staff, friendly & professional. Room was in excellent condition. Very comfy bed, clean bathroom with great towels, delicious breakfast buffet with plenty of options. Definitely on the list to stay again!"
Reviewed on Sep 25, 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is CA $160 per night from Sep 30 to Oct 1
CA $160
CA $178 total
Sep 30 - Oct 1
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! (2,272 reviews)
"Other than our keys needing to be reprogrammed twice it was an overall amazing experience and stay."
Reviewed on Sep 27, 2026
Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
The price is CA $119 per night from Oct 25 to Oct 26
CA $119
CA $132 total
Oct 25 - Oct 26
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! (1,458 reviews)
"The girl who checked us in was exceptional. The room was clean, but very small. The breakfast was average. Overall it was a good stay."
Reviewed on Sep 27, 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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