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
Free WiFi, bed sheets

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very Good, (1002)
"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
13 Apr - 14 Apr
Motel 6 Winchester, VA
Travelodge by Wyndham Winchester
Pool

Travelodge by Wyndham Winchester

2.5 star property
8.2 out of 10, Very Good, (1104)
"Good value"
The price is AED 242
AED 264 total
includes taxes & fees
11 May - 12 May
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 382
AED 458 total
includes taxes & fees
11 Apr - 12 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, (504)
"It did what it said on the tin. Comfy bed. Clean. A bit too noisy for me, being on the main road, but was okay. "
The price is AED 242
AED 270 total
includes taxes & fees
13 Apr - 14 Apr
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, (1004)
"Beautiful hotel, super easy check in, restaurant on the property is Unos Pizzeria, just one block away is Old Town and we had an enjoyable evening strolling that area after dinner. We’ve already booked another stay for ‘our stop on the way home.’"
The price is AED 465
AED 527 total
includes taxes & fees
17 Apr - 18 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, (1001)
"Room was in need of repairs, and floor could’ve been vacuumed more thoroughly, but overall good for the price though. "
The price is AED 246
AED 268 total
includes taxes & fees
13 Apr - 14 Apr
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 337
AED 382 total
includes taxes & fees
11 May - 12 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, (999)
"Pleasant staff and nice accommodations "
The price is AED 274
AED 298 total
includes taxes & fees
27 Apr - 28 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 Stonewall Jackson’s Headquarters and Patsy Cline Historic House.