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Feb 27 - Feb 28
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Feb 28 - Mar 1
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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
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,276 reviews)
"Very Friendly staff and clean rooms! "
United States
Kayla
The price is ₩156,462
₩170,229 total
includes taxes & fees
Mar 4 - Mar 5
La Quinta Inn & Suites by Wyndham 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, (1,437 reviews)
"Clean, spacious room with friendly staff and good breakfast..... would stay there again for sure!"
United States
Eleanor
The price is ₩121,446
₩132,133 total
includes taxes & fees
Mar 8 - Mar 9
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
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,005 reviews)
"Great hotel!"
United States
CHARLES
The price is ₩174,980
₩198,253 total
includes taxes & fees
Mar 8 - Mar 9
The George Washington Hotel, A Wyndham Grand Hotel
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,097 reviews)
"Staff was very friendly and room was great! "
United States
Courtney
The price is ₩147,841
₩160,852 total
includes taxes & fees
Mar 8 - Mar 9
Comfort Inn & Suites 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, (1,000 reviews)
"Great stay!"
United States
gary
The price is ₩130,612
₩142,106 total
includes taxes & fees
Mar 8 - Mar 9
Country Inn & Suites by Radisson, Winchester, VA
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (815 reviews)
"Great stay!"
United States
Rene
The price is ₩153,383
₩166,879 total
includes taxes & fees
Mar 8 - Mar 9
SpringHill Suites by Marriott Winchester
Exterior

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, (827 reviews)
"The room was spotless, staff is excellent. Well, recommend the stay to everyone I know"
United States
Kelso
The price is ₩112,318
₩122,201 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express Winchester South-Stephens City by IHG
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, (1,002 reviews)
"Great stay"
United States
Lori
The price is ₩119,155
₩133,935 total
includes taxes & fees
Mar 14 - Mar 15
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (938 reviews)
"Very clean room, nice friendly staff, delicious food at the restaurant "
United States
Julie
The price is ₩153,240
₩166,724 total
includes taxes & fees
Mar 7 - Mar 8
Courtyard by Marriott Winchester
Standard Double Room, 2 Double Beds, Non Smoking | Blackout drapes, iron/ironing board, free cribs/infant beds

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Great stay, as usual"
United States
Mary
The price is ₩120,515
₩131,120 total
includes taxes & fees
Mar 7 - Mar 8
Quality Inn Winchester
Lobby

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (822 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is ₩132,689
₩144,366 total
includes taxes & fees
Mar 8 - Mar 9
Fairfield Inn & Suites by Marriott Winchester
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (797 reviews)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is ₩128,006
₩139,270 total
includes taxes & fees
Mar 8 - Mar 9
TRU By Hilton Winchester
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Rooms was clean, staff friendly all in all great place to stay for price close to all we needed and cozy "
United States
Frederick
The price is ₩128,705
₩145,823 total
includes taxes & fees
Mar 30 - Mar 31
Spark by Hilton Winchester
Fitness facility

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Pet friendly and they provided a goodie bag for my dog - very welcoming."
Canada
Kimberly
The price is ₩145,621
₩164,989 total
includes taxes & fees
Mar 8 - Mar 9
Hampton Inn Winchester-University/Mall Area
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,076 reviews)
"Clean place, breakfast ok, warm and comfy, would stay again"
United States
Lyle
The price is ₩97,126
₩105,673 total
includes taxes & fees
Mar 2 - Mar 3
Travelodge by Wyndham Winchester
In-room safe, desk, laptop workspace, blackout drapes

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (556 reviews)
"Clean rooms, great shower water pressure, friendly staff "
United States
Lorenzo
The price is ₩126,029
₩137,114 total
includes taxes & fees
Mar 9 - Mar 10
Candlewood Suites Winchester by IHG
Free breakfast

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, (819 reviews)
"Great place to stay!!"
United States
Thomas
The price is ₩150,949
₩164,232 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express Hotel & Suites Winchester by IHG
Garden

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 ₩295,166
₩325,568 total
includes taxes & fees
Mar 2 - Mar 3
L'Auberge Provencale Inn & Restaurant
Lobby

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very Good, (1,002 reviews)
"Great stay everyone friendly will stay again"
United States
Mary K
The price is ₩109,574
₩121,955 total
includes taxes & fees
Mar 13 - Mar 14
Ramada by Wyndham Strasburg/Shenandoah Valley
Free daily continental breakfast

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, (637 reviews)
"Spotless room, great staff"
United States
Roy
The price is ₩105,907
₩115,227 total
includes taxes & fees
Mar 15 - Mar 16
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.
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Where to stay in Winchester

Find the best Winchester areas and neighborhoods for the activities you enjoy most.
The Courthouse in Winchester, Virginia.

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.

A nice 3 block outdoor downtown shopping area with dining and bars also.
Photo by Fernando Begay
Open Photo by Fernando Begay

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.
See properties
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

Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center

10/10 Excellent
"Staff was friendly to me and my kids"
Gordon 2-night trip
Posted 3 days ago
Best Western Leesburg Hotel & Conference Center

More cheap stays in Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is ₩97,126 per night from Mar 2 to Mar 3
₩97,126
₩105,673 total
Mar 2 - Mar 3
includes taxes & fees
8.6/10 Excellent! (1,076 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, 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?
Hampton Inn Winchester-University/Mall Area is a hotel with an outdoor pool and free parking, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Holiday Inn Winchester Se-Historic Gateway by IHG and Microtel Inn & Suites by Wyndham Winchester. Attractions like Shenandoah Valley Discovery Museum and Nalls Farm Market 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?
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 Hampton Inn Winchester N/Conference Center, VA and Hampton Inn Winchester-University/Mall Area. 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?
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 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, Nalls Farm Market, and Rocking S Ranch. Notable for its historic sites, landmarks like Patsy Cline Historic House, Mt Hebron Cemetery, and The Kernstown Battlefield 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.