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

This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

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
9.6 out of 10, Exceptional, (179 reviews)
The price is ฿7,432
฿8,197 total
includes taxes & fees
14 Sept - 15 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, (1,001 reviews)
The price is ฿4,052
฿4,469 total
includes taxes & fees
13 Sept - 14 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
฿6,387 total
includes taxes & fees
3 Sept - 4 Sept
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
"Excellent"
Marian 1-night trip
Posted 21 hours ago
La Quinta Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Fine"
Mark 1-night trip
Posted 1 day ago
The George Washington Hotel, A Wyndham Grand Hotel

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 Shenandoah Valley Discovery Museum, Bright Box Theater and Handley Regional Library. If you have extra time while you're in the area, you might want to stop by Old Court House Civil War Museum and George Washington's Office.