Find Boutique Hotels in Old Town Winchester, VA

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Recommended hotels in Old Town Winchester

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1009)
"Great hotel!"
United States
CHARLES
The price is NT$3,995
NT$4,526 total
includes taxes & fees
Dec 29 - Dec 30
The George Washington Hotel, A Wyndham Grand Hotel

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1090)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is NT$3,064
NT$3,333 total
includes taxes & fees
Jan 5 - 2026/1/6
Comfort Inn & Suites Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1395)
"Clean room great helpful staff good breakfast"
United States
Loretta
The price is NT$2,498
NT$2,718 total
includes taxes & fees
Dec 29 - Dec 30
Microtel Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2239)
"The place was clean, super friendly front desk staff, SO pet friendly with such a reasonable pet fee, and overall reasonable rate. Would 100% stay here again if I came back through this town. "
United States
Jordyn
The price is NT$3,116
NT$3,390 total
includes taxes & fees
Dec 25 - Dec 26
La Quinta Inn & Suites by Wyndham Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1004)
"The place is spotless, comfortable and quiet. Very convenient as well, right off of 81"
United States
Michael
The price is NT$2,431
NT$2,755 total
includes taxes & fees
Jan 11 - 2026/1/12
Spark by Hilton Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (788)
"Great staff, very clean room with a good breakfast "
United States
Jim
The price is NT$3,378
NT$3,675 total
includes taxes & fees
Jan 4 - 2026/1/5
SpringHill Suites by Marriott Winchester
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.

Top Old Town Winchester Hotel Reviews

Frequently asked questions

What's there to see and do in Old Town Winchester?
The bars, shopping, and restaurants are just some of the things to enjoy while you're in the area. Attractions and activities to experience around Old Town Winchester include Bright Box Theater, Shenandoah Valley Discovery Museum, and Handley Regional Library. While you're here, you might also like to explore more of the area and take in additional sights like Patsy Cline Historic House, Museum of the Shenandoah Valley, and Jim Barnett Park.

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