Find hotels in Winchester, VA from ￥10,270

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Compare 2,034 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Exterior
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, (2217)
"Rooms are always clean when I stay and the staff was very friendly. "
United States
Ashley
The price is ￥16,232
￥17,660 total
includes taxes & fees
Dec 16 - Dec 17
La Quinta Inn & Suites by Wyndham Winchester
Pillowtop beds, desk, laptop workspace, blackout drapes
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (773)
"Clean room, courteous and professional staff. Great breakfast selections"
United States
Lauris
The price is ￥16,636
￥18,100 total
includes taxes & fees
Dec 14 - Dec 15
SpringHill Suites by Marriott Winchester
Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (1075)
"Very clean, helpful staff"
United States
Kathleen
The price is ￥15,468
￥16,828 total
includes taxes & fees
Dec 24 - Dec 25
Comfort Inn & Suites Winchester
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1374)
"Excellent accommodations"
United States
Loretta
The price is ￥11,184
￥12,169 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Microtel Inn & Suites by Wyndham Winchester
Lobby
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, (1002)
"Have stayed here multiple times -always good"
United States
Robert
The price is ￥12,513
￥13,614 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Inn & Suites by Radisson, Winchester, VA
Elevator
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
Strasburg
8.2 out of 10, Very Good, (1005)
"Friendly Staff, clean room."
Canada
Frank
The price is ￥11,091
￥12,344 total
includes taxes & fees
Dec 23 - Dec 24
Ramada by Wyndham Strasburg/Shenandoah Valley
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 star property
Winchester
9.0 out of 10, Wonderful, (765)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is ￥11,308
￥12,303 total
includes taxes & fees
Jan 7 - Jan 8, 2026
TRU By Hilton Winchester
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (1001)
"Great location close to restaurants "
United States
SILVIA
The price is ￥11,681
￥13,234 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Spark by Hilton Winchester
Exterior
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1006)
"Great stay"
United States
Jaron
The price is ￥11,751
￥12,786 total
includes taxes & fees
Dec 14 - Dec 15
Quality Inn Winchester
Lobby
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1001)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is ￥16,651
￥18,534 total
includes taxes & fees
Dec 14 - Dec 15
Hampton Inn Front Royal
Exterior
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1000)
"Great stay."
United States
Kenneth
The price is ￥17,552
￥19,535 total
includes taxes & fees
Dec 11 - Dec 12
Fairfield Inn & Suites Strasburg Shenandoah Valley
2 restaurants, breakfast, lunch, dinner served; American cuisine
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, (1008)
"Wonderful stay - staff was friendly and knowledgeable about the goings on in town for the holidays which helped plan our trip can’t wait to go back"
United States
Jeanette
The price is ￥19,673
￥22,289 total
includes taxes & fees
Dec 14 - Dec 15
The George Washington Hotel, A Wyndham Grand Hotel
Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

2.0 star property
Front Royal
7.6 out of 10, Good, (1001)
"The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park."
United States
Teresa
The price is ￥9,164
￥10,200 total
includes taxes & fees
Dec 8 - Dec 9
Super 8 by Wyndham Front Royal
Exterior
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, (1004)
"Clean room, nicely furnished."
United States
Marilyn
The price is ￥11,494
￥12,971 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Winchester Se-Historic Gateway by IHG
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1000)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is ￥15,157
￥17,184 total
includes taxes & fees
Dec 14 - Dec 15
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Free buffet breakfast
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, (802)
"Nice stay and friendly people "
United States
ALFRED
The price is ￥11,494
￥12,505 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 star property
Winchester
8.6 out of 10, Excellent, (1078)
"Good price, good location "
United States
George
The price is ￥10,562
￥11,491 total
includes taxes & fees
Dec 22 - Dec 23
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, bed sheets
TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester

3.0 star property
Winchester
8.8 out of 10, Excellent, (478)
"Nice place to stay. Great staff and breakfast."
United States
Stormy
The price is ￥16,636
￥18,100 total
includes taxes & fees
Dec 8 - Dec 9
TownePlace Suites by Marriott Winchester
Restaurant
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (912)
"comfortable room, amenities and staff"
United States
Prashant
The price is ￥16,620
￥18,084 total
includes taxes & fees
Dec 13 - Dec 14
Courtyard by Marriott Winchester
Porch
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 star property
Winchester
9.0 out of 10, Wonderful, (1001)
"Staff, clean room, very comfortable bed!"
United States
Terri
The price is ￥15,409
￥17,459 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Winchester-University/Mall Area
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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Great weekend hotel deals in Winchester, VA

Showing deals for:Dec 19 - Dec 21

Image gallery for Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More

4 bedrooms, in-room safe, desk, iron/ironing board

Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More

Bluemont
10/10Exceptional (19 reviews)
10% off
Price is ￥48,929
￥160,364 total
includes taxes & fees
Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More
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Where to stay in Winchester

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

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 Shenandoah Valley Discovery Museum.

Stay near popular Winchester attractions

Gardens at Glen Burnie House.
Photo by Tina McClelland
Open Photo by Tina McClelland

Museum of the Shenandoah Valley

4.5/5 (47 reviews)
Discover the Shenandoah Valley's rich heritage at this cultural cornerstone. Wander through the historic Glen Burnie House and meticulously designed gardens for a refined afternoon of regional exploration.
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Jim Barnett park
Photo by Mominator Madness
Open Photo by Mominator Madness

Jim Barnett Park

4.0/5 (31 reviews)
This 170-acre oasis offers extensive trails, sports facilities, and a serene fishing lake in Winchester's heart. Enjoy family picnics at shelters with grills while surrounded by mature trees and well-maintained grounds.
See properties

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

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Front desk was very considerate and friendly. Hotel was very clean. "
Barry 1-night trip
Posted 1 day ago
Hampton Inn Martinsburg

More cheap stays in Winchester

Hampton Inn Martinsburg

Hampton Inn Martinsburg

975 Foxcroft Ave Martinsburg WV
The price is ￥12,923 per night from Dec 14 to Dec 15
￥12,923
￥14,602 total
Dec 14 - Dec 15
includes taxes & fees
8.4/10 Very Good! (997 reviews)

Frequently asked questions

Where is the best place to stay in Winchester?
Comfort Inn & Suites Winchester is a favorite property for Expedia customers. This hotel offers free breakfast and free parking. Other top choices based on reviews include SpringHill Suites by Marriott Winchester and The George Washington Hotel, A Wyndham Grand Hotel. See all available top hotels, or vacation rentals in Winchester.
What are some of the best vacation rentals that Winchester has to offer?
✨Luxurious Mountaintop Lodge🏔️WOW Scenic Views🫧Hot Tub under the BIG SKY STARS 🌟: This vacation home rental near Winchester is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. See all 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, La Quinta Inn & Suites by Wyndham Winchester is a popular hotel for our travelers who want a more economical choice, and features free buffet breakfast and free WiFi. Other good options for your budget-friendly stay include Microtel 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?
Microtel Inn & Suites by Wyndham Winchester is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Country Inn & Suites by Radisson, Winchester, VA and Holiday Inn Winchester Se-Historic Gateway by IHG. 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 hotel for couples in Winchester?
Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed is a favorite guesthouse for couples, and features a garden and laundry facilities. Other good choices for a stay with your sweetheart include Secret Gardens Carriage House and ANS Inn has clean, spacious rooms located on 5 acres with little traffic.. See all romantic hotels 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?
La Quinta Inn & Suites by Wyndham Winchester is a top hotel for people traveling with their pets, and offers an indoor pool and free WiFi for its human guests. Other good options for you and your pet's trip include Microtel Inn & Suites by Wyndham Winchester and Comfort Inn & Suites Winchester. 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's the best hotel in Winchester that's close to historical sites?
Based on our travel expertise, Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed is a top guesthouse on Expedia for those interested in history, and it features onsite laundry facilities and in-room kitchens. Other choices to soak up the local history include Secret Gardens Carriage House and ANS Inn has clean, spacious rooms located on 5 acres with little traffic.. Also notable landmarks to visit include Stonewall Jackson's Headquarters, Patsy Cline Historic House, and George Washington's Office. See more options for historical stays in Winchester.
What are some hotels with pools in Winchester?
La Quinta Inn & Suites by Wyndham Winchester is a top hotel with an indoor pool, free buffet breakfast, and free WiFi. Other choices that feature an onsite pool include Microtel Inn & Suites by Wyndham Winchester and Hilton Garden Inn 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 79 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 Stonewall Jackson's Headquarters, Patsy Cline Historic House, 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.

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