Find Luxury Hotels in Winchester, VA

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Check availability on Winchester Luxury Hotels

Tonight
3 May - 4 May
Tomorrow
4 May - 5 May
Next weekend
9 May - 11 May
In two weeks
16 May - 18 May

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, (1001)
"Enjoyed our stay. Very convenient on our yearly trip South. I wish the refrigerator had a small freezer. Will stay here again."
The price is AED 235
AED 266 total
includes taxes & fees
11 May - 12 May
Motel 6 Winchester, VA
Travelodge by Wyndham Winchester
Lobby

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very Good, (1107)
"Our room was very clean and the staff was very friendly!"
The price is AED 235
AED 256 total
includes taxes & fees
1 Jun - 2 Jun
Travelodge by Wyndham Winchester
Wayside Inn
Serves dinner and happy hour

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (387)
"This inn is absolutely amazing. Staff went above and beyond to ensure we were comfortable and our stay was memorable. We plan to come back very soon! "
The price is AED 355
AED 428 total
includes taxes & fees
4 May - 5 May
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, (506)
"nice place"
The price is AED 312
AED 348 total
includes taxes & fees
4 May - 5 May
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, (1006)
"Loved our stay!"
The price is AED 438
AED 496 total
includes taxes & fees
11 May - 12 May
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, (1002)
"I loved staying here "
The price is AED 242
AED 264 total
includes taxes & fees
1 Jun - 2 Jun
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, (1000)
"The property is attractive and the staff was excellent. "
The price is AED 403
AED 456 total
includes taxes & fees
10 May - 11 May
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, (1005)
"great place"
The price is AED 278
AED 302 total
includes taxes & fees
14 May - 15 May
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 Stonewall Jackson’s Headquarters. 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.