Find Luxury Hotels in Winchester, VA

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Pick from 19 Winchester Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Bar (on property)
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1004)
"No"
The price is NT$4,348
per night
May 20 - May 21
The George Washington Hotel, A Wyndham Grand Hotel
Serves dinner and happy hour
Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, (340)
"What a unique inn!!!! It was very comfortable and the staff was wonderful to the point where the woman at the front desk walked me to my room, pointed out various things in the room as well as, when I went down to dinner, gave me a tour of the various dining rooms. I will definitely stay at the Wayside Inn again. "
The price is NT$3,404
per night
May 19 - May 20
Wayside Inn
Porch
Hampton Inn Winchester-University/Mall Area
2.5 star property
9.0 out of 10, Wonderful, (982)
"Convenient location "
The price is NT$3,830
per night
May 27 - May 28
Hampton Inn Winchester-University/Mall Area
Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1319)
"My companions and I were on a five day trip. This was the best hotel we stayed at. Everything was new, modern, and nice. The rooms were quiet and comfortable. The breakfast had lots of great choices. I would have been a little hesitant to walk the neighborhood alone, but there were a lot of restaurants within a short drive. Very nice. Would definitely stay again. "
The price is NT$3,634
per night
May 19 - May 20
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Check in- The young man who checked me in was marvelous. Unfortunately, I didnt get his name. He checked me early with no problem. The afternoon staff were also excellent. They helped me finding the route of the Apple Blosoom parade. The lobby area is ckean and well maintained."
The price is NT$3,300
per night
May 20 - May 21
Spark by Hilton Winchester
Lobby
Sleep Inn & Suites
2.5 star property
8.2 out of 10, Very Good, (1000)
"Great place for a quick overnight stop. Clean, comfortable rooms and they have a small indoor pool. Breakfast leaves a little to be desired, but there's a buffet right next door and IHOP around the corner. We usually choose to stay here when we visit Winchester."
The price is NT$2,866
per night
May 27 - May 28
Sleep Inn & Suites
Free WiFi, bed sheets
Motel 6 Winchester, VA
2.0 star property
8.0 out of 10, Very Good, (1000)
"Property is convenient as far as location and ease of use getting in and out. The staff is responsive and helpful!"
The price is NT$2,269
per night
May 15 - May 16
Motel 6 Winchester, VA
Seasonal outdoor pool
Travelodge by Wyndham Winchester
2.5 star property
8.0 out of 10, Very Good, (1066)
"Reliable accommodation"
The price is NT$2,159
per night
May 26 - May 27
Travelodge by Wyndham Winchester
Desk, soundproofing, iron/ironing board, cribs/infant beds
Twi-Lite Inn
2.0 star property
8.0 out of 10, Very Good, (451)
"This was a clean, quiet, convenient property to stay at with good access to the entrance to Shenandoah. The owner was welcoming and the property well cared for. I appreciated the refrigerator and microwave in the room, and the ice in the front office. This is a good value choice in Front Royal."
The price is NT$2,594
per night
May 15 - May 16
Twi-Lite Inn
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
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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.

Winchester Luxury Hotels information

 

Luxury Hotels in Winchester

19

Highest price
NT$4,348
Cheapest price
NT$2,159
Number of guest reviews
8,515
Total number of hotels in Winchester
1,893

 

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 Shenandoah Valley Discovery Museum, Museum of the Shenandoah Valley, and Jim Barnett Park. If you have extra time while you’re in the area, you might want to see Apple Blossom Mall and Bright Box Theater.

Recent reviews of Winchester hotels
Expedia verified reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

5/5 Excellent
"No"
A verified traveler stayed at The George Washington Hotel, A Wyndham Grand Hotel
Posted 1 day ago
The George Washington Hotel, A Wyndham Grand Hotel