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 ฿7,488
฿8,259 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, (1,001 reviews)
The price is ฿4,082
฿4,503 total
includes taxes & fees
24 Sept - 25 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 ฿4,960
฿6,388 total
includes taxes & fees
21 Sept - 22 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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"We love the George Washington Hotel .. we’ve stayed there twice. The pool and hot tub are clean and so nice after traveling all day! The location is great; with stores and restaurants very near. We’ve had after-dinner drinks at the bar and breakfast downstairs at UNO Pizza. Highly recommend this hotel!!"
Karen 1-night trip
Posted 3 hours 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 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.