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Jan 13 - Jan 14
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Jan 14 - Jan 15
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Jan 16 - Jan 18
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Jan 23 - Jan 25

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Our top choices for Winchester hotels

Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,247 reviews)
"Staff was absolutely wonderful. Hotel was verybeasy to work with the entire time. I would recommend this place."
United States
Michael
The price is ₩133,946
₩145,733 total
includes taxes & fees
Jan 14 - Jan 15
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,426 reviews)
"Clean room and bathroom, friendly staff, helpful."
United States
Thomas
The price is ₩119,063
₩129,540 total
includes taxes & fees
Jan 26 - Jan 27
Microtel Inn & Suites by Wyndham Winchester
Bar (on property)
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,007 reviews)
"Great hotel!"
United States
CHARLES
The price is ₩184,796
₩209,374 total
includes taxes & fees
Jan 19 - Jan 20
The George Washington Hotel, A Wyndham Grand Hotel
Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,092 reviews)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is ₩142,199
₩154,713 total
includes taxes & fees
Feb 8 - Feb 9
Comfort Inn & Suites Winchester
Exterior
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very Good, (813 reviews)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is ₩107,974
₩117,475 total
includes taxes & fees
Jan 18 - Jan 19
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,004 reviews)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is ₩120,581
₩131,192 total
includes taxes & fees
Jan 25 - Jan 26
Country Inn & Suites by Radisson, Winchester, VA
Exterior
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (797 reviews)
"Great stay!"
United States
Rene
The price is ₩156,271
₩170,022 total
includes taxes & fees
Jan 25 - Jan 26
SpringHill Suites by Marriott Winchester
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is ₩113,811
₩128,197 total
includes taxes & fees
Jan 18 - Jan 19
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (926 reviews)
"Room was great. Staff was extremely friendly."
United States
Amy
The price is ₩156,125
₩169,865 total
includes taxes & fees
Jan 19 - Jan 20
Courtyard by Marriott Winchester
Exterior
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Great stay, as usual"
United States
Mary
The price is ₩122,784
₩133,589 total
includes taxes & fees
Jan 19 - Jan 20
Quality Inn Winchester
Lobby
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (814 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is ₩131,466
₩143,035 total
includes taxes & fees
Jan 19 - Jan 20
Fairfield Inn & Suites by Marriott Winchester
Restaurant
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (854 reviews)
"Clean room very nice staff"
United States
JEROME J
The price is ₩154,345
₩174,873 total
includes taxes & fees
Jan 19 - Jan 20
Hampton Inn Winchester N/Conference Center, VA
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (786 reviews)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is ₩110,177
₩119,873 total
includes taxes & fees
Jan 26 - Jan 27
TRU By Hilton Winchester
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,005 reviews)
"Good hotel on our road trip"
United States
Janet
The price is ₩112,468
₩127,427 total
includes taxes & fees
Jan 25 - Jan 26
Spark by Hilton Winchester
Lobby
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,087 reviews)
"Hotels well Located off 81 for a nice pull Off and overnight stay. Staff is friendly and helpful and rooms comfortable and quiet. "
United States
Stefanie
The price is ₩89,297
₩97,154 total
includes taxes & fees
Jan 14 - Jan 15
Travelodge by Wyndham Winchester
Free breakfast
Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (808 reviews)
"Everything excellent "
United States
Rene
The price is ₩179,180
₩194,954 total
includes taxes & fees
Feb 9 - Feb 10
Holiday Inn Express Hotel & Suites Winchester by IHG
Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout drapes
Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (550 reviews)
"The room was just the right temp, check in with my service dog was the most professional I’ve experienced! "
United States
Shenandoah
The price is ₩128,402
₩139,696 total
includes taxes & fees
Jan 19 - Jan 20
Candlewood Suites Winchester by IHG
Garden
L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (175 reviews)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is ₩334,136
₩368,552 total
includes taxes & fees
Jan 14 - Jan 15
L'Auberge Provencale Inn & Restaurant
Interior
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (515 reviews)
"Great hotel"
United States
DONNA D
The price is ₩147,180
₩166,755 total
includes taxes & fees
Jan 19 - Jan 20
Hilton Garden Inn Winchester
Free daily continental breakfast
Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very Good, (634 reviews)
"Good variety at breakfast and courteous staff."
Canada
Madonna
The price is ₩113,490
₩123,477 total
includes taxes & fees
Jan 26 - Jan 27
Quality Inn Stephens City - Winchester South
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.
View all properties

Great weekend hotel deals in Winchester, VA

Showing deals for:Jan 23 - Jan 25

Image gallery for The George Washington Hotel, A Wyndham Grand Hotel

Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
Winchester
9.4/10Exceptional (1,007 reviews)
15% off
Price is ₩267,155
₩605,365 total
includes taxes & fees
The George Washington Hotel, A Wyndham Grand Hotel
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Where to stay in Winchester

Find the best Winchester areas and neighborhoods for the activities you enjoy most.

Old Town Winchester

Old Town Winchester is known for its ample dining options, and you can make a stop by Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Handley Regional Library.

Stay near popular Winchester attractions

Museum of the Shenandoah Valley

4.5/5 (47 reviews)
You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
See properties

Shenandoah University

4.3/5 (137 reviews)
Enjoy the collegiate vibe when you visit Shenandoah University, during your trip to Winchester. While in this walkable area, you can savor the top-notch restaurants.
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Winchester and related destinations

Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theater.

See all hotels in Winchester

Top Winchester Hotel Reviews

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"C'était propre et tranquille"
Carole 1-night trip
Posted 2 days ago
Travelodge by Wyndham Winchester

More cheap stays in Winchester

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

7379 Comfort Inn Drive Warrenton VA
The price is ₩89,910 per night from Feb 11 to Feb 12
₩89,910
₩96,474 total
Feb 11 - Feb 12
includes taxes & fees
6.4/10 (1,000 reviews)

Frequently asked questions

Where is the best place to stay in Winchester?
SpringHill Suites by Marriott Winchester is a favorite property for Expedia customers. This hotel offers free breakfast and an indoor pool. Other top choices based on reviews include Quality Inn Winchester and The George Washington Hotel, A Wyndham Grand Hotel. See all available top hotels, or vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! The majority of hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
To find more details about updating your trip to Winchester or cancelling it, click here.
What's the best budget-friendly hotel in Winchester?
Based on reviews, Microtel Inn & Suites by Wyndham Winchester is a popular hotel for our travelers who want a more economical choice, and features free breakfast and free WiFi. Other good options for your budget-friendly stay include La Quinta Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester. View all budget hotels in Winchester.
What's the best place to stay when traveling with kids to Winchester?
Quality Inn Winchester is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Microtel Inn & Suites by Wyndham Winchester and Hampton Inn Winchester-University/Mall Area. Attractions like Shenandoah Valley Discovery Museum and Rocking S Ranch are also fun for kids of all ages. Find more child-friendly accommodations in Winchester.
What's the best LGBTQ-friendly hotel in Winchester?
La Quinta Inn & Suites by Wyndham Winchester is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. Holiday Inn Winchester Se-Historic Gateway by IHG and Microtel Inn & Suites by Wyndham Winchester are other good options for your vacation. See all available hotels listed as LGBTQ-friendly in Winchester.
What's the best pet-friendly place to stay in Winchester?
Quality Inn Winchester is a top hotel for people traveling with their pets, and offers a restaurant and a seasonal outdoor pool for its human guests. Other good options for you and your pet's trip include Microtel Inn & Suites by Wyndham Winchester and Hampton Inn Winchester N/Conference Center, VA. See more pet-friendly hotel accommodations in Winchester.
Where is the best place to stay with easy access to Shenandoah University?
Adjacent to Shenandoah University, Hampton Inn Winchester-University/Mall Area is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. Other good choices close by include La Quinta Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester.
What about the best place to stay near Bluemont Vineyard?
One of the top choices for your stay is Weddings at Highholdborne, located 1.6 mi (2.5 km) from Bluemont Vineyard, and this 3.5-star villa offers free breakfast and a restaurant. The Manor at Airmont and Airwell Bed and Breakfast are a couple of other good options within a few miles.
What are some hotels with pools in Winchester?
Microtel Inn & Suites by Wyndham Winchester is a top hotel with an indoor pool, free breakfast, and free WiFi. Other choices that feature an onsite pool include La Quinta Inn & Suites by Wyndham Winchester and Courtyard by Marriott Winchester. View all hotels with pools in Winchester.
What is the best spa hotel in Winchester?
The George Washington Hotel, A Wyndham Grand Hotel is a top spa hotel featuring a 24-hour fitness center, a bar, and an indoor pool. Spend an afternoon at the spa where you'll find massage treatments. In-room massages are also available. See all spa hotels in Winchester.
What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?
Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.
What's it like to stay in Winchester?
Families will find kid-friendly activities in Winchester, and visitors give high marks for the shopping and top-notch restaurants. Scenic and vibrant, this city attracts tourists with its theaters and entertainment choices. In Winchester, there are 76 hotels and other accommodations to choose from. Find out more about Winchester.
What should I see while I'm in Winchester?
Cultural venues include Bright Box Theater, Museum of the Shenandoah Valley, and Old Court House Civil War Museum. Families come for attractions such as Shenandoah Valley Discovery Museum, Rocking S Ranch, and Nalls Farm Market. Notable for its historic sites, landmarks like Patsy Cline Historic House, Stonewall Jackson's Headquarters, and George Washington's Office are not to be missed. Check out what more to see and do in Expedia's Winchester guide.
What's the weather like in Winchester?
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.