Old Town Winchester, VA

Winchester

Old Town Winchester
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby

Popular places to visit


Old Town Winchester Hotel Deals

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St, Winchester, VA
The price is ₩173,828 per night from Aug 31 to Sep 1
₩173,828
₩196,949 total
Aug 31 - Sep 1
includes taxes & fees
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (1,009 reviews)
"Great time relaxing in old town Winchester"

Reviewed on Aug 24, 2025

The George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is ₩142,564 per night from Sep 1 to Sep 2
₩142,564
₩155,111 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 3-star 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! (2,136 reviews)
"The bedroom was clean. Some area a bit older looking but good. Hall ways a little smelly like needs carpets refreshed. But not all that bad.."

Reviewed on Aug 25, 2025

La Quinta Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike, Winchester, VA
The price is ₩113,940 per night from Sep 7 to Sep 8
₩113,940
₩128,141 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,007 reviews)
"Clean and staff was great."

Reviewed on Aug 23, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is ₩110,049 per night from Sep 15 to Sep 16
₩110,049
₩119,733 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 and the clean ...
9/10 Wonderful! (1,326 reviews)
"It was a great experiencia. It was really clean and the staff was exactly friendly and accommodated"

Reviewed on Aug 24, 2025

Microtel Inn & Suites by Wyndham Winchester
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 out of 5
280 MARKET STREET, Winchester, VA
The price is ₩148,817 per night from Sep 1 to Sep 2
₩148,817
₩161,913 total
Sep 1 - Sep 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 ...
9.4/10 Exceptional! (702 reviews)
"Clean hotel. Safe area and safe parking. Good breakfast, clean and well maintained. Friendly staff."

Reviewed on Aug 25, 2025

SpringHill Suites by Marriott Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
The price is ₩99,211 per night from Sep 2 to Sep 3
₩99,211
₩110,422 total
Sep 2 - Sep 3
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! (1,009 reviews)
"The hotel was very clean. The coffee and complimentary breakfast-very disappointing compared to what we get at the Hampton Inn. I tried to check in early (1pm) and was told I would have to pay $20… no other place we stayed has ever required an early check in fee. The place was empty."

Reviewed on Aug 25, 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
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.

Other neighborhoods around Old Town Winchester

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Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.

Winchester Historic District

Old Town Winchester, VA