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)
"Beautiful town. The hotel is beautiful. "
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, (342)
"A peek into the world of the past in a very comfortable environment! "
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, (983)
"Convenient location "
The price is $116
$132 total
includes taxes & fees
Jun 23 - Jun 24
Hampton Inn Winchester-University/Mall Area
Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1345)
"Dog friendly and very convenient to I-81 on/off ramp."
The price is $106
$116 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, (1004)
"Great"
The price is $96
$109 total
includes taxes & fees
Jun 3 - Jun 4
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)
"Staying at the Twi-Lite was like being in a time capsule in the best way. Our room was super clean, the beds were great, and we appreciated the convenience of the microwave and refrigerator in our room. Loved the retro feel of this mid century property. The pool looked pristine, although the weather was not quite warm enough for us to be tempted to use it. If we are ever back in Front Royal we would stay here again. "
The price is $82
$91 total
includes taxes & fees
May 29 - May 30
Twi-Lite Inn
Lobby
Sleep Inn & Suites
2.5 star property
8.2 out of 10, Very Good, (1002)
"Check in staff were great. Discussed restaurant options, all the facilities available at hotel. Room is clean and very nice furniture. "
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 $66
$75 total
includes taxes & fees
Jun 6 - Jun 7
Motel 6 Winchester, VA
Seasonal outdoor pool
Travelodge by Wyndham Winchester
2.5 star property
8.0 out of 10, Very Good, (1065)
"Norhong real special"
The price is $68
$74 total
includes taxes & fees
May 30 - May 31
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
$66
Number of guest reviews
8,512
Total number of hotels in Winchester
1,858

 

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.

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