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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 $125
$142 total
includes taxes & fees
May 27 - May 28
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, (341)
"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 $105
$116 total
includes taxes & fees
May 26 - May 27
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 $119
$135 total
includes taxes & fees
Jun 2 - Jun 3
Hampton Inn Winchester-University/Mall Area
Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1339)
"Beautiful !!! Way exceeded expectations ! Great price and gorgeous and clean rooms very modern layout ! Beautiful breakfast and pleasant staff. What a pleasure !!! "
The price is $115
$125 total
includes taxes & fees
May 26 - May 27
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great"
The price is $104
$117 total
includes taxes & fees
Jun 2 - Jun 3
Spark by Hilton Winchester
Desk, soundproofing, iron/ironing board, cribs/infant beds
Twi-Lite Inn
2.0 star property
8.2 out of 10, Very Good, (453)
"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 $82
$91 total
includes taxes & fees
May 23 - May 24
Twi-Lite Inn
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 $84
$91 total
includes taxes & fees
May 26 - May 27
Sleep Inn & Suites
Free WiFi, bed sheets
Motel 6 Winchester, VA
2.0 star property
8.0 out of 10, Very Good, (1001)
"No frills, but clean and quiet overnight stay."
The price is $70
$79 total
includes taxes & fees
May 23 - May 24
Motel 6 Winchester, VA
Seasonal outdoor pool
Travelodge by Wyndham Winchester
2.5 star property
8.0 out of 10, Very Good, (1064)
"nice place, clean but in desperate need of update."
The price is $68
$74 total
includes taxes & fees
Jun 2 - Jun 3
Travelodge by Wyndham Winchester
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.

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Winchester Luxury Hotels information

 

Luxury Hotels in Winchester

19

Highest price
$125
Cheapest price
$68
Number of guest reviews
8,516
Total number of hotels in Winchester
1,864

 

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

Lansdowne Resort and Spa

Lansdowne Resort and Spa

5/5 Excellent
"Great resort and spa. Exceptional service. "
A verified traveler stayed at Lansdowne Resort and Spa
Posted 8 hours ago
Lansdowne Resort and Spa