A white neoclassical building with columns, an American flag, and a clock tower.

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Check availability on Old Town Winchester Luxury Hotels

Our top choices for Old Town Winchester luxury hotels

Garden

1. L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.4 out of 10, Exceptional, (180 reviews)
The price is ฿7,458
฿8,226 total
includes taxes & fees
21 Sept - 22 Sept
L'Auberge Provencale Inn & Restaurant
Bar (on property)

2. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,002 reviews)
The price is ฿4,066
฿4,485 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front of property

3. Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (691 reviews)
The price is ฿4,959
฿6,386 total
includes taxes & fees
6 Oct - 7 Oct
Hillbrook Inn
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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Top Old Town Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Loved the room set up"
Tracy 1-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Winchester
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park

10/10 Excellent
"This motel was very easy to find and convenient to many things, plus just down the road from the entrance of the Skyline Drive. I was greeted by Brian and he was very pleasant and extremely helpful in a genuine manner. (Hate hotels were the staff is so stuffy) Room was clean , and the bed comfy. It's a non smoking hotel, but it would be nice to add a sitting area outside to smoke. While they do have little "smoking stations" for cigarettes.... To enjoy a pipe or cigar is a nice hour ...and a glass of bourbon."
Harold 1-night trip
Posted 1 day ago
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Old Town Winchester?
Let Expedia help you arrange your flight to Martinsburg, WV (MRB-Eastern West Virginia Regional) airport or Washington Dulles International Airport (IAD) airport, and then choose from some places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Old Town Winchester has to offer. During your visit, you might want to enjoy the restaurants and bars which Old Town Winchester is known for.
What's there to see and do in Old Town Winchester?
Enjoy all that Old Town Winchester has to offer when you visit Bright Box Theater, Shenandoah Valley Discovery Museum and Old Court House Civil War Museum. If you have extra time while you're in the area, you might want to stop by Handley Regional Library and George Washington's Office.