Find Luxury Hotels in Winchester, VA

    Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
  • one key icon
    Treat yourself
    Save instantly and earn perks with One Key
  • today icon
    Change your mind
    Book hotels with free cancellation

Pick from 19 Winchester Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1005)
"No"
The price is SAR 469
SAR 532 total
includes taxes & fees
16 Jum. II - 17 Jum. II
The George Washington Hotel, A Wyndham Grand Hotel
Exterior
Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, (340)
"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 SAR 394
SAR 434 total
includes taxes & fees
20 Jum. I - 21 Jum. I
Wayside Inn
Pool
Hampton Inn Winchester-University/Mall Area
2.5 star property
9.0 out of 10, Wonderful, (982)
"Convenient location "
The price is SAR 440
SAR 498 total
includes taxes & fees
9 Jum. II - 10 Jum. II
Hampton Inn Winchester-University/Mall Area
Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1327)
"Very nice, newly constructed, hotel convenient and comfortable"
The price is SAR 442
SAR 481 total
includes taxes & fees
22 Jum. I - 23 Jum. I
La Quinta Inn & Suites by Wyndham Winchester
Exterior
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Check in- The young man who checked me in was marvelous. Unfortunately, I didnt get his name. He checked me early with no problem. The afternoon staff were also excellent. They helped me finding the route of the Apple Blosoom parade. The lobby area is ckean and well maintained."
The price is SAR 404
SAR 457 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Spark by Hilton Winchester
Front of property
Sleep Inn & Suites
2.5 star property
8.2 out of 10, Very Good, (1001)
"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 SAR 339
SAR 369 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Sleep Inn & Suites
Property entrance
Motel 6 Winchester, VA
2.0 star property
8.0 out of 10, Very Good, (1000)
"No frills, but clean and quiet overnight stay."
The price is SAR 263
SAR 297 total
includes taxes & fees
20 Jum. I - 21 Jum. I
Motel 6 Winchester, VA
Exterior
Travelodge by Wyndham Winchester
2.5 star property
8.0 out of 10, Very Good, (1067)
"great"
The price is SAR 257
SAR 279 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Travelodge by Wyndham Winchester
Front of property
Twi-Lite Inn
2.0 star property
8.0 out of 10, Very Good, (451)
"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 SAR 319
SAR 355 total
includes taxes & fees
20 Jum. I - 21 Jum. I
Twi-Lite Inn
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
Don't see what you're looking for?
See all available properties in Winchester
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.

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 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