Old Town Winchester, VA
Winchester
Visit Old Town Winchester
Stay near popular Old Town Winchester attractions
Old Town Winchester Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is ￥20,506 per night from Oct 4 to Oct 5
￥20,506
￥23,232 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 ￥10,852 per night from Sep 29 to Sep 30
￥10,852
￥11,970 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 ...
8.6/10 Excellent! (1,080 reviews)
"Good value for a modest priced hotel. Breakfast should offer more."
Reviewed on Sep 28, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is ￥14,058 per night from Oct 5 to Oct 6
￥14,058
￥15,646 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
The price is ￥17,781 per night from Oct 1 to Oct 2
￥17,781
￥19,791 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 ￥13,235 per night from Oct 25 to Oct 26
￥13,235
￥14,730 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 ￥15,980 per night from Oct 25 to Oct 26
￥15,980
￥17,786 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! (1,459 reviews)
"👍"
Reviewed on Sep 28, 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.
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Where to stay in Old Town Winchester
Find the best Old Town Winchester areas and neighborhoods for the activities you enjoy most.
Photo by Fernando Begay
Open Photo by Fernando Begay
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
