Find Luxury Hotels in Winchester, VA

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Check availability on Winchester Luxury Hotels

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

Motel 6 Winchester, VA
Property entrance

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very Good, (1000)
"Was a good stay."
The price is SAR 232
SAR 263 total
includes taxes & fees
27 Feb - 28 Feb
Motel 6 Winchester, VA
Travelodge by Wyndham Winchester
Exterior

Travelodge by Wyndham Winchester

2.5 star property
8.2 out of 10, Very Good, (1105)
"Clean, quiet, price was right. Everything I needed and nothing I didn't...."
The price is SAR 251
SAR 273 total
includes taxes & fees
2 Mar - 3 Mar
Travelodge by Wyndham Winchester
Wayside Inn
Exterior

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (385)
"Very charming. I will stay there again."
The price is SAR 281
SAR 348 total
includes taxes & fees
24 Feb - 25 Feb
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
Front of property

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very Good, (500)
"Loved going back in time when we went on a family vacation in the 60’s. Time and upkeep has been kind to this place. The bed was very comfortable and the room stayed nice and warm."
The price is SAR 240
SAR 267 total
includes taxes & fees
24 Feb - 25 Feb
Twi-Lite Inn
The George Washington Hotel, A Wyndham Grand Hotel
Exterior

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.2 out of 10, Wonderful, (1005)
"We loved it. Walkable to restaurant area..nice beds and bathroom. Thank you!"
The price is SAR 475
SAR 538 total
includes taxes & fees
2 Mar - 3 Mar
The George Washington Hotel, A Wyndham Grand Hotel
Red Roof Inn Winchester, VA
Exterior

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1001)
"Quiet area"
The price is SAR 229
SAR 250 total
includes taxes & fees
26 Feb - 27 Feb
Red Roof Inn Winchester, VA
Hampton Inn Winchester-University/Mall Area
Pool

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Great stay for access to university."
The price is SAR 379
SAR 430 total
includes taxes & fees
2 Mar - 3 Mar
Hampton Inn Winchester-University/Mall Area
Clarion Inn & Conference Center
Pool

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
Front of property

Sleep Inn & Suites

2.5 star property
8.0 out of 10, Very Good, (1004)
"Our stay was fantastic. The room was clean and the service was outstanding"
The price is SAR 259
SAR 282 total
includes taxes & fees
2 Mar - 3 Mar
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.