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Our top choices for Winchester hotels

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,009 reviews)
"The rooms where very comfortable and clean and the staff was very friendly and price was affordable stay"
United States
Tammy
The price is ¥12,840
¥14,548 total
includes taxes & fees
Jun 28 - Jun 29
Spark by Hilton Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,120 reviews)
"Decent accommodations, friendly staff."
United States
Juliet
The price is ¥17,061
¥18,563 total
includes taxes & fees
Jun 21 - Jun 22
Comfort Inn & Suites Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (943 reviews)
"It was great for a stay."
United States
Sheree
The price is ¥12,273
¥13,537 total
includes taxes & fees
Jul 5 - Jul 6
TRU By Hilton Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,015 reviews)
"Clean, quiet, great breakfast! Perfect for our quick stay in Winchester."
United States
Hannah
The price is ¥15,787
¥17,177 total
includes taxes & fees
Jul 5 - Jul 6
Quality Inn Winchester

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, (899 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is ¥18,264
¥20,693 total
includes taxes & fees
Jun 21 - Jun 22
Hampton Inn Winchester N/Conference Center, VA

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very Good, (1,005 reviews)
"Very friendly and courteous staff."
United States
Brice
The price is ¥13,484
¥15,008 total
includes taxes & fees
Jun 22 - Jun 23
Ramada by Wyndham Strasburg/Shenandoah Valley

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,470 reviews)
"Excellent stay"
United States
Michael
The price is ¥15,768
¥17,155 total
includes taxes & fees
Jun 16 - Jun 17
Microtel Inn & Suites by Wyndham Winchester

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)
"Super clean hotel, no funky smells, good breakfast, comfortable bed, clean washer & Dryer, nice staff, Outback and McDonald’s walking distance We will stay here again"
United States
Teresa
The price is ¥15,229
¥16,569 total
includes taxes & fees
Jul 6 - Jul 7
Country Inn & Suites by Radisson, Winchester, VA

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (877 reviews)
"The room was clean and the breakfast was very good."
United States
Don
The price is ¥14,846
¥16,153 total
includes taxes & fees
Jun 21 - Jun 22
Fairfield Inn & Suites by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (994 reviews)
"Clean room, pleasant staff."
United States
Kathrina
The price is ¥17,146
¥18,655 total
includes taxes & fees
Jun 22 - Jun 23
Courtyard by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (862 reviews)
"Staff was very helpful, room was better than expected, pool was fantastic. Nice fitness center too."
United States
Chris
The price is ¥18,190
¥19,790 total
includes taxes & fees
Jun 25 - Jun 26
SpringHill Suites by Marriott Winchester

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, (1,003 reviews)
"Clean charming place to stay in the area "
United States
Elizabeth
The price is ¥20,892
¥23,672 total
includes taxes & fees
Jun 24 - Jun 25
The George Washington Hotel, A Wyndham Grand Hotel

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, (1,009 reviews)
"room was clean and staff was friendly"
United States
Carol
The price is ¥11,698
¥13,020 total
includes taxes & fees
Jun 15 - Jun 16
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (859 reviews)
" Breakfast was delicious!"
Canada
Betty
The price is ¥16,024
¥17,434 total
includes taxes & fees
Jul 12 - Jul 13
Holiday Inn Express Winchester South-Stephens City by IHG

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,009 reviews)
"Clean , close to National park"
United States
Robert
The price is ¥21,023
¥23,398 total
includes taxes & fees
Jul 1 - Jul 2
Hampton Inn Front Royal

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,011 reviews)
"Good for an overnight stay on our way up north."
United States
Cherilyn
The price is ¥16,184
¥18,089 total
includes taxes & fees
Jun 21 - Jun 22
Holiday Inn Winchester Se-Historic Gateway by IHG

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very Good, (279 reviews)
"The owners/managers are delightful. The room was very nice with excellent bedding. I look forward to staying there again "
United States
Sarah
The price is ¥10,416
¥11,594 total
includes taxes & fees
Jul 5 - Jul 6
Relax Inn Motel

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,064 reviews)
"Nice place to sleep, clean rooms and big parking space."
United States
Socrates
The price is ¥11,377
¥12,379 total
includes taxes & fees
Jun 15 - Jun 16
Travelodge by Wyndham Winchester

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,004 reviews)
"It was a nice hotel for an over night stay. The room took a while to cool down but the overall stay was great."
United States
Joni
The price is ¥18,908
¥21,045 total
includes taxes & fees
Jul 12 - Jul 13
Fairfield Inn & Suites Strasburg Shenandoah Valley

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, (670 reviews)
"The gentleman who checked us in was so polite and courteous. He was very friendly during check in which made the stay."
United States
John
The price is ¥14,165
¥15,410 total
includes taxes & fees
Jul 7 - Jul 8
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. 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 Winchester Little Theater.

Stay near popular Winchester attractions

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.

Top Winchester Hotel Reviews

More cheap stays in Winchester

Frequently asked questions

Where is the best place to stay in Winchester?
Based on our traveler data, TRU By Hilton Winchester is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Other good choices for your stay include Spark by Hilton Winchester and Travelodge by Wyndham Winchester. See all available top hotels, or vacation rentals in Winchester.
What are some of the best vacation rentals that Winchester has to offer?
Secluded River Cabin Getaway (Masten Cabin): This vacation home rental near Winchester is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. 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 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?
Holiday Inn Winchester Se-Historic Gateway by IHG is a hotel with an indoor pool and a restaurant, 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 Quality Inn Winchester. 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?
Spark by Hilton Winchester is a top hotel for people traveling with their pets, and offers a fitness center and flat-screen TVs for its human guests. Other good options for you and your pet's trip include TRU By Hilton Winchester and Microtel Inn & Suites by Wyndham 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 Patsy Cline Historic House, George Washington's Office, and Stonewall Jackson's Headquarters. 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 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, Winchester Little Theater, and Museum of the Shenandoah Valley. 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, George Washington's Office, and Stonewall Jackson's Headquarters 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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