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 HotelOld Town Winchester
9.4 out of 10, Exceptional, (1010)
"Great hotel!"
CHARLES
The price is NT$3,981
NT$4,511 total
includes taxes & fees
Jan 4 - 2026/1/5
9.4 out of 10, Exceptional, (1089)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
Patsy
The price is NT$3,031
NT$3,298 total
includes taxes & fees
Jan 25 - 2026/1/26
9.2 out of 10, Wonderful, (1405)
"Clean room great helpful staff good breakfast"
Loretta
The price is NT$2,490
NT$2,709 total
includes taxes & fees
Dec 30 - Dec 31
8.4 out of 10, Very Good, (1001)
"Breakfast was delicious "
Robert
The price is NT$2,298
NT$2,557 total
includes taxes & fees
Jan 4 - 2026/1/5
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. "
Jordyn
The price is NT$3,106
NT$3,379 total
includes taxes & fees
Dec 30 - Dec 31
9.4 out of 10, Exceptional, (788)
"Great staff, very clean room with a good breakfast "
Jim
The price is NT$3,367
NT$3,663 total
includes taxes & fees
Jan 4 - 2026/1/5
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
La Quinta Inn & Suites by Wyndham Winchester
10/10 Excellent
The George Washington Hotel, A Wyndham Grand Hotel
10/10 Excellent
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- Visit Strasburg
- Front Royal Visitor's Center
- Nalls Farm Market
- Holy Cross Abbey
- K & S Pewter
- Visit Gore
- Patsy Cline Historic House
- Visit Millwood
- Bluemont Vineyard
- Rock Harbor Golf Course
- Appleland Sports Center
- Belle Grove Plantation
- Sky Meadows State Park
- State Arboretum of Virginia
- Visit Berryville
- Boyce Vacations
- Jim Barnett Park
- Shenandoah River