Find Luxury Hotels in Winchester, VA

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Check availability on Winchester Luxury Hotels

Tonight
27 Mar - 28 Mar
Tomorrow
28 Mar - 29 Mar
This weekend
28 Mar - 30 Mar
Next weekend
4 Apr - 6 Apr

Compare Winchester Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Motel 6 Winchester, VA
Free WiFi, bed sheets

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very Good, (1039)
"Friendly, easy, clean, convenient. "
The price is AED 228
AED 258 total
includes taxes & fees
30 Mar - 31 Mar
Motel 6 Winchester, VA
Travelodge by Wyndham Winchester
Pool

Travelodge by Wyndham Winchester

2.5 star property
8.2 out of 10, Very Good, (1145)
"Simple but clean. "
The price is AED 231
AED 252 total
includes taxes & fees
13 Apr - 14 Apr
Travelodge by Wyndham Winchester
Wayside Inn
Serves dinner and happy hour

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (386)
"Was a very fun atmosphere with and employees and also other guess very nice and friendly and excellent wings"
The price is AED 359
AED 432 total
includes taxes & fees
4 Apr - 5 Apr
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
Desk, soundproofing, iron/ironing board, cribs/infant beds

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very Good, (501)
"Everything is clean,no bugs at all. I triple checked cause I’ve experienced bed bugs etc before. The blankets are thin and it’s close to a busy road that’s the worst parts. Owner and wife are nice.easy check in."
The price is AED 228
AED 253 total
includes taxes & fees
30 Mar - 31 Mar
Twi-Lite Inn
The George Washington Hotel, A Wyndham Grand Hotel
Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1010)
"Love old historical hotel. This one is always been great. Great location neat walking mall and great shopping and restaurants. Street parking and garage nearby. Staff was great."
The price is AED 465
AED 527 total
includes taxes & fees
13 Apr - 14 Apr
The George Washington Hotel, A Wyndham Grand Hotel
Red Roof Inn Winchester, VA
Desk, blackout drapes, free cribs/infant beds, free WiFi

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1055)
"Quiet area"
The price is AED 239
AED 260 total
includes taxes & fees
28 Mar - 29 Mar
Red Roof Inn Winchester, VA
Hampton Inn Winchester-University/Mall Area
Porch

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1036)
"Overall excellent for 2 stars hotel ; my room was a little noisy from heater and college students but pets friendly and a slyly different breakfast every morning (though I didn’t eat)."
The price is AED 387
AED 439 total
includes taxes & fees
27 Apr - 28 Apr
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
Lobby

Sleep Inn & Suites

2.5 star property
8.0 out of 10, Very Good, (1085)
"These exterior of the hotel was very clean the lobby way and entranceway were very clean. Check in staff was very courteous. When we opened our room, the bathroom door and frame of the bathroom door was in very poor condition. It worked, but it had scraped up flaking paint it was not Presentable. When I laid my overnight case and set it down on the bed, I noticed the very small hole in the middle of the bed cover. Nothing about that kept us from having an OK stay, but it was just a little bit....
The price is AED 257
AED 279 total
includes taxes & fees
13 Apr - 14 Apr
Sleep Inn & Suites
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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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.
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.