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Our top choices for Winchester hotels

Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1101)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is ￥15,122
￥16,453 total
includes taxes & fees
Jan 25 - Jan 26
Comfort Inn & Suites 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, (1002)
"Nice motel "
United States
David
The price is ￥12,071
￥13,677 total
includes taxes & fees
Jan 25 - Jan 26
Spark by Hilton Winchester
Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very Good, (1000)
"Staff was friendly, rooms were clean and area was nice"
United States
Meghan
The price is ￥11,447
￥12,740 total
includes taxes & fees
Jan 13 - Jan 14
Ramada by Wyndham Strasburg/Shenandoah Valley
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, (2240)
"Staff is very pleasant and personable. "
United States
Julie
The price is ￥15,472
￥16,834 total
includes taxes & fees
Jan 12 - Jan 13
La Quinta Inn & Suites by Wyndham Winchester
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, (784)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is ￥11,612
￥12,633 total
includes taxes & fees
Jan 26 - Jan 27
TRU By Hilton Winchester
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, (1001)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is ￥12,999
￥14,143 total
includes taxes & fees
Feb 1 - Feb 2
Country Inn & Suites by Radisson, Winchester, VA
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, (1430)
"Clean room and bathroom, friendly staff, helpful."
United States
Thomas
The price is ￥12,403
￥13,494 total
includes taxes & fees
Jan 26 - Jan 27
Microtel Inn & Suites by Wyndham Winchester
Lobby
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1001)
"Good condition "
United States
Phillip
The price is ￥9,709
￥10,807 total
includes taxes & fees
Jan 8 - Jan 9
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Indoor pool
Hampton Inn Front Royal

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1005)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is ￥15,281
￥17,007 total
includes taxes & fees
Jan 13 - Jan 14
Hampton Inn Front Royal
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, (548)
"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 ￥12,216
￥13,291 total
includes taxes & fees
Jan 16 - Jan 17
Candlewood Suites Winchester by IHG
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, (810)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is ￥11,588
￥12,609 total
includes taxes & fees
Jan 13 - Jan 14
Holiday Inn Express Winchester South-Stephens City by IHG
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, (811)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is ￥14,509
￥15,786 total
includes taxes & fees
Jan 20 - Jan 21
Fairfield Inn & Suites by Marriott Winchester
Exterior
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1001)
"Great stay, as usual"
United States
Mary
The price is ￥13,178
￥14,337 total
includes taxes & fees
Jan 13 - Jan 14
Quality Inn Winchester
Exterior
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (924)
"Room was great. Staff was extremely friendly."
United States
Amy
The price is ￥16,756
￥18,231 total
includes taxes & fees
Jan 16 - Jan 17
Courtyard by Marriott 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, (1004)
"Great hotel!"
United States
CHARLES
The price is ￥19,833
￥22,471 total
includes taxes & fees
Jan 18 - Jan 19
The George Washington Hotel, A Wyndham Grand Hotel
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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, (1001)
"Clean rooms and property. Staff was amazing. Hot tub and pool area were great and clean. Very comfortable stay. Only issue was shower was very slow to drain but confident staff will fix it for next"
United States
Edward
The price is ￥15,281
￥16,855 total
includes taxes & fees
Jan 18 - Jan 19
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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, (1000)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is ￥13,468
￥15,124 total
includes taxes & fees
Jan 18 - Jan 19
Holiday Inn Winchester Se-Historic Gateway by IHG
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, (794)
"Great stay!"
United States
Rene
The price is ￥16,772
￥18,249 total
includes taxes & fees
Jan 18 - Jan 19
SpringHill 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, (853)
"The room was clean, and the breakfast was plentiful. The staff was very friendly and helpful. This was the quietest stay I've had on my trips to Wincheater."
United States
Jay
The price is ￥16,565
￥18,768 total
includes taxes & fees
Jan 16 - Jan 17
Hampton Inn Winchester N/Conference Center, VA
Lobby
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1084)
"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 ￥10,649
￥11,586 total
includes taxes & fees
Feb 1 - Feb 2
Travelodge by Wyndham 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.
View all properties

Great weekend hotel deals in Winchester, VA

Showing deals for:Jan 16 - Jan 18

Image gallery for The Grape Escape - A-Frame Cabin

Exterior

The Grape Escape - A-Frame Cabin

2.0 star property
Linden
10/10Exceptional (13 reviews)
10% off
Price is ￥40,170
￥116,945 total
includes taxes & fees
The Grape Escape - A-Frame Cabin
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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
"Clean room fast check in"
Carrie 1-night trip
Posted 2 days ago
Hampton Inn Martinsburg

More cheap stays in Winchester

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

7379 Comfort Inn Drive Warrenton VA
The price is ￥9,650 per night from Jan 14 to Jan 15
￥9,650
￥10,354 total
Jan 14 - Jan 15
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.
What are some of the best vacation rentals that Winchester has to offer?
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub: This vacation home rental near Winchester is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. 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, 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 Travelodge by Wyndham Winchester and La Quinta Inn & Suites 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 Quality Inn Winchester and Hampton Inn Winchester-University/Mall Area. 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 hotel for couples in Winchester?
Secret Gardens Carriage House is a favorite guesthouse for couples, and features a garden and laundry facilities. Other good choices for a stay with your sweetheart include Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed 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?
Microtel 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 Quality Inn 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's the best hotel in Winchester that's close to historical sites?
Based on our travel expertise, Secret Gardens Carriage House 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 Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed and ANS Inn has clean, spacious rooms located on 5 acres with little traffic.. Also notable landmarks to visit include Patsy Cline Historic House, Stonewall Jackson's Headquarters, and The Kernstown Battlefield. See more options for historical stays in Winchester.
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 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 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 Winchester Little Theater. 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, Stonewall Jackson's Headquarters, 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.

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