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 ฿7,424
฿8,188 total
includes taxes & fees
13 Sept - 14 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 ฿4,047
฿4,464 total
includes taxes & fees
20 Sept - 21 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 ฿4,903
฿6,314 total
includes taxes & fees
23 Sept - 24 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

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"This minimalist motel is reasonably priced. I found my room very comfortable. It was immaculate, nice TV, bed comfortable and clean, the AC was very good. The AM breakfast is minimal but very nice and well attended to by pleasant staff. Parking was free and plentiful. No noise on halls or from the highway. The staff was professional, helpful and attentive. I will be staying here again!"
Mike 3-night trip
Posted 2 days ago
Travelodge 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
"Very very good"
Sudipta 2-night trip
Posted 3 days 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 George Washington's Office and Handley Regional Library.