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Check availability on Winchester Luxury Hotels

Top Winchester Luxury Hotels

Motel 6 Winchester, VA
Relax in a cozy seating area with a kitchenette, perfect for a home away from home.

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very good, (1003)
"Bed was very comfortable "
The price is CA $96
CA $109 total
includes taxes & fees
Aug 19 - Aug 20
Motel 6 Winchester, VA
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cribs/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1088)
"Good location great value friendly staff"
The price is CA $96
CA $105 total
includes taxes & fees
Aug 11 - Aug 12
Travelodge by Wyndham Winchester
Wayside Inn
Enjoy a drink at the bar, surrounded by a selection of beverages and rustic charm.

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (402)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere. "
The price is CA $122
CA $149 total
includes taxes & fees
Aug 25 - Aug 26
Wayside Inn
Hotel Strasburg
Building design

Hotel Strasburg

3.0 star property
7.8 out of 10, Good, (731)
"The place was closed and looks like it has been for quite sometime. The outside was run down and litter all over. We drove 5 hours to get there and even had a confirmation number from hotel. Com. Very disappointed!!!!!!"
Hotel Strasburg
Twi-Lite Inn
Office building with a welcoming entrance and lush greenery.

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very good, (517)
"Great pool and quiet area to stay in"
The price is CA $107
CA $119 total
includes taxes & fees
Aug 11 - Aug 12
Twi-Lite Inn
The George Washington Hotel, A Wyndham Grand Hotel
Enjoy a romantic dinner under the stars at our outdoor dining area, where round tables are set with wine, candles, and appetizers.

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1010)
"Wonderful stay! "
The price is CA $174
CA $197 total
includes taxes & fees
Aug 17 - Aug 18
The George Washington Hotel, A Wyndham Grand Hotel
Red Roof Inn Winchester, VA
Relax in a spacious room with a large bed, comfortable seating area, and convenient desk space.

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1002)
"Nice and close to sightseeing places."
The price is CA $95
CA $103 total
includes taxes & fees
Sep 1 - Sep 2
Red Roof Inn Winchester, VA
Hampton Inn Winchester-University/Mall Area
Welcome to Hampton Inn, featuring a symmetrical design with a flat roof and large windows.

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Very comfortable bed and room temperature was perfect."
The price is CA $151
CA $171 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn Winchester-University/Mall Area
Clarion Inn & Conference Center
Restaurant

Clarion Inn & Conference Center

2.5 star property
7.8 out of 10, Good, (952)
"Great location and staff... spacious and clean will definitely be back "
Clarion Inn & Conference Center
Sleep Inn & Suites Winchester near University
Welcome to Sleep Ins Suites, where guests can check in and enjoy a spacious lobby with a curved reception desk and comfortable dining area.

Sleep Inn & Suites Winchester near University

2.5 star property
8.0 out of 10, Very good, (1001)
"Great stay offered a haven on a long trip!"
The price is CA $98
CA $107 total
includes taxes & fees
Sep 9 - Sep 10
Sleep Inn & Suites Winchester near University
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 Winchester Hotel Reviews

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

10/10 Excellent
"little hard to find as its sits off the main road. night auditor was friendly and professional"
William 1-night trip
Posted 4 days ago
Sleep Inn & Suites Winchester near University

Frequently asked questions

Are you looking for a luxury hotel for your Winchester vacation?
Expedia can help you arrange a flight to Martinsburg, WV (MRB-Eastern West Virginia Regional) airport or Washington Dulles Intl. Airport (IAD) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a trip, so we make it easy to get what you want to make your stay relaxing and comfortable. If you want an upscale hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Winchester has to offer. During your visit, you might want to enjoy the great views and shopping which Winchester is known for.
What's the best high-end place to stay in Winchester?
Celebration Retreat is a 5-star vacation home with spa services and in-room kitchens, and it's a popular choice for Expedia travelers looking for an elegant place to stay.
How many luxury hotels will I find in Winchester?
Lie in the lap of luxury during your getaway to Winchester in one of Expedia's 17 luxury hotels.
When can I expect good weather in Winchester?
Planning for the weather is a good way to make your trip to Winchester relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
What's there to see and do in Winchester?
Enjoy all that Winchester has to offer and visit Bright Box Theater, Shenandoah Valley Discovery Museum, and Winchester Little Theater. If you have extra time while you're in the area, you might want to see Patsy Cline Historic House and Museum of the Shenandoah Valley.