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Our top choices for Winchester hotels

1. 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)
"It was very quiet and clean, great place to stay!"
United States
Wendy
The price is ᅣ17,830
ᅣ19,845 total
includes taxes & fees
Aug 23 - Aug 24
La Quinta Inn & Suites by Wyndham Winchester

2. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,028 reviews)
"Great location and pleasant stay."
United States
Kelly
The price is ᅣ16,788
ᅣ18,685 total
includes taxes & fees
Aug 5 - Aug 6
TRU By Hilton Winchester

3. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,447 reviews)
"Pleasant stay!"
Canada
Angele
The price is ᅣ16,385
ᅣ18,237 total
includes taxes & fees
Aug 18 - Aug 19
Microtel Inn & Suites by Wyndham Winchester

4. 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, (916 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is ᅣ17,991
ᅣ20,385 total
includes taxes & fees
Aug 9 - Aug 10
Hampton Inn Winchester N/Conference Center, VA

5. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,146 reviews)
"Clean room, quiet and Good breakfast"
United States
Richard
The price is ᅣ17,526
ᅣ19,507 total
includes taxes & fees
Aug 22 - Aug 23
Comfort Inn & Suites Winchester

6. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (902 reviews)
"Breakfast was great and very good price.would very much stay again."
United States
george
The price is ᅣ15,170
ᅣ16,883 total
includes taxes & fees
Aug 16 - Aug 17
Fairfield Inn & Suites by Marriott Winchester

7. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (881 reviews)
"I had a lovely stay. Hotel was clean, staff was friendly and very helpful."
United States
Angela
The price is ᅣ18,587
ᅣ20,687 total
includes taxes & fees
Aug 9 - Aug 10
SpringHill Suites by Marriott Winchester

8. 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, (1,000 reviews)
"Clean room, great location, friendly staff"
United States
Kristen
The price is ᅣ21,347
ᅣ24,186 total
includes taxes & fees
Aug 26 - Aug 27
The George Washington Hotel, A Wyndham Grand Hotel

9. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is ᅣ11,893
ᅣ13,475 total
includes taxes & fees
Aug 23 - Aug 24
Spark by Hilton Winchester

10. 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, (1,000 reviews)
"Very clean and nicely decorated property"
United States
shayla
The price is ᅣ13,609
ᅣ15,639 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Winchester Se-Historic Gateway by IHG

11. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Dated property, but reasonable rates and great staff."
United States
John
The price is ᅣ16,954
ᅣ18,870 total
includes taxes & fees
Aug 3 - Aug 4
Quality Inn Winchester

12. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (518 reviews)
"Overall great place to stay. This is the third time we have stayed here. The air conditioning for the property is i"
United States
Joseph
The price is ᅣ18,510
ᅣ20,601 total
includes taxes & fees
Aug 9 - Aug 10
TownePlace Suites by Marriott Winchester

13. 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, (856 reviews)
"Pool hot tub breakfast rooms were amazing for family trip. Staff was really nice too"
United States
Edward
The price is ᅣ16,821
ᅣ18,722 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express Hotel & Suites Winchester by IHG

14. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff extremely helpful and nice. Good food in restaurant"
United States
Valerie
The price is ᅣ17,519
ᅣ19,498 total
includes taxes & fees
Aug 19 - Aug 20
Courtyard by Marriott Winchester

15. 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)
"We stay here on the way to NY ,great location ,close to I-81,"
United States
John
The price is ᅣ16,809
ᅣ19,043 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn Winchester-University/Mall Area

16. 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)
"Always clean and a friendly staff. Breakfast is okay, nothing special, but one of my favorite hotels in the Winchester area."
United States
Josh
The price is ᅣ14,288
ᅣ15,902 total
includes taxes & fees
Aug 10 - Aug 11
Country Inn & Suites by Radisson, Winchester, VA

17. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,055 reviews)
"Great staff, clean rooms and good breakfast."
United States
Jeffrey
The price is ᅣ11,306
ᅣ12,471 total
includes taxes & fees
Jul 30 - Jul 31
Travelodge by Wyndham Winchester

18. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (618 reviews)
"Staff was very helpful & friendly. Room was above expectations. Would stay there again."
United States
Marian
The price is ᅣ12,846
ᅣ14,297 total
includes taxes & fees
Aug 2 - Aug 3
Candlewood Suites Winchester by IHG

19. Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.2 out of 10, Very Good, (1,009 reviews)
"Great place to stay for a quiet weekend"
United States
Kelly
The price is ᅣ10,650
ᅣ12,067 total
includes taxes & fees
Jul 30 - Jul 31
Motel 6 Winchester, VA

20. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
8.4 out of 10, Very Good, (10 reviews)
"Ashley and Luke were both amazing staff members during our stay. They were hospitable and extremely helpful from the moment we called and advised them that we would be arriving later than expected. Ashley told us to take our time and that Luke will be there to check us in. When we arrived, he made us feel like family. Each time they saw us for the days we stayed, they were engaging and made sure there wasn’t any at all we needed. Our family is thankful for them both."
United States
Patrena
The price is ᅣ16,648
ᅣ18,863 total
includes taxes & fees
Aug 9 - Aug 10
Home2 Suites By Hilton 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.
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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 Shenandoah Valley Discovery Museum and Bright Box Theater while in the area.

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Winchester Little Theater and Shenandoah Valley Discovery Museum.

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.

A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

Top Winchester Hotel Reviews

More cheap stays in Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Historic Charm: Discover Winchester's rich history by exploring its charming historic district filled with unique shops and sites.
  • Outdoor Adventures: Enjoy scenic landscapes and recreational activities, including hiking, skiing, and lakeside relaxation.
  • Cultural Experiences: Attend local art galleries, live music performances, and various cultural events throughout the year.
  • Family-Friendly Atmosphere: Winchester offers numerous attractions and activities suitable for families, ensuring a memorable vacation.
  • Diverse Accommodations: Choose from a range of lodging options, including pet-friendly hotels and unique agritourism stays.

Find great hotels in Winchester

Explore a variety of lodging options in Winchester, Virginia, where you'll find everything from cozy hotels to unique agritourism properties. With a focus on pet-friendly accommodations and a welcoming atmosphere for LGBTQIA travelers, Winchester is perfect for both business and leisure visits. Whether you're searching for a hotel in Winchester or a suite at Wyndham Winchester, you'll discover the ideal place to relax and enjoy your vacation experience.

  • Travelodge by Wyndham Winchester: Travelodge by Wyndham Winchester offers a budget-friendly lodging experience with a warm and welcoming atmosphere. With a commendable guest rating of 8.6 out of 10, this motel-style accommodation caters to travelers seeking a pet-friendly vacation. The property allows pets onsite, ensuring that furry companions can join in the adventure. Guests appreciate the convenient amenities, including a pet policy that accommodates service animals without fees, making it a comfortable choice for those traveling with pets.
  • La Quinta Inn & Suites by Wyndham Winchester: Recognized for its exceptional guest rating of 9.2 out of 10, La Quinta Inn & Suites by Wyndham Winchester blends affordability with comfort, making it an ideal choice for business travelers and vacationers alike. This hotel welcomes pets, with specific policies in place to ensure a pleasant stay for all guests. Amenities include pet-friendly rooms and services for those traveling with dogs and cats. Its strategic location is perfect for accessing local attractions and business centers, making it a versatile option for various travelers.
  • Red Roof Inn Winchester, VA: Red Roof Inn Winchester, VA provides a family-oriented atmosphere while still being budget-friendly. This hotel is well-suited for travelers looking to enjoy a pet-friendly experience, as it allows pets onsite. Families will appreciate the amenities designed for children, including complimentary cribs. The property's welcoming environment makes it a great choice for those traveling with kids, while its pet policy ensures that every family member, including pets, feels at home during their stay.

Where to stay in and around Winchester

Winchester, Virginia, offers a captivating blend of history and adventure for travelers. Explore the charming historic district, where you can discover unique shopping experiences and hidden gems. The scenic landscapes surrounding the city provide ample opportunities for outdoor activities. Don't miss the impressive Winchester Medical Center, an architectural landmark, and the vibrant atmosphere of Central Winchester. With its family-friendly vibe and rich heritage, Winchester promises an unforgettable vacation experience.

  • Stephenson: Located approximately 8km from Winchester, Stephenson is a charming city that offers a blend of outdoor activities, cultural experiences, and adventure. Visitors flock to this area year-round, with peak travel occurring between July and August and in October. Popular attractions include educational facilities and recreational areas, while thrill-seekers can enjoy motor racing events. History enthusiasts will appreciate the proximity to significant landmarks such as historic sites, a college university, and civic government buildings.
  • College Park: Nestled within the Winchester area, College Park is a vibrant village that appeals to families and outdoor enthusiasts alike. Like its neighbors, College Park sees steady visitor numbers throughout the year, with peaks in the summer months and October. This village is known for its recreational areas and shopping centers, making it an ideal spot for both leisure and retail therapy. Nature lovers can explore the nearby national parks and state parks, providing plenty of opportunities for hiking and picnicking.
  • Kernstown: Also located in the Winchester area, Kernstown is a delightful village known for its family-friendly atmosphere and adventure opportunities. The area attracts travelers year-round, with high visitor numbers during the summer and fall. Kernstown offers a range of activities, including access to educational facilities, recreational areas, and even a ski resort for winter sports enthusiasts. Notable local landmarks include a visitor center and historic civic government buildings, enriching your experience with a touch of history.

Things to do near Winchester

Shopping

In Winchester, visit the Old Town Mall for unique shops and local crafts. If you're up for a drive, check out the Apple Blossom Mall, about 16km away, featuring a variety of brand-name stores and dining options for a more extensive shopping experience.

Recreation

The Massage and Wellness Center offers a tranquil space for relaxation, featuring various massage therapies and holistic treatments. Enjoy yoga classes at the local studio, promoting mindfulness and physical well-being. Explore the peaceful trails at the nearby park for a refreshing outdoor experience in nature.

Adventure

Summit Point Motorsports Park offers an exhilarating experience with thrilling motor racing events. Located 18km from Winchester, this venue is perfect for adrenaline seekers, featuring high-speed races and a vibrant atmosphere that captures the essence of motorsport excitement.

Nightlife

Explore Winchester's vibrant nightlife at the vibrant Loudoun Street, where you can sip craft beers at the Water Street Grill. For a lively evening, enjoy live music at the Bright Box Theater, and don't miss the cozy ambiance of the Muse Vineyards for a unique wine experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Winchester

Winchester, Virginia, offers a delightful mix of outdoor adventures and rich history. Visitors can explore charming historic houses and sites, enjoy scenic views at nearby lakes, and immerse themselves in the local culture. This destination is perfect for families seeking adventure and a memorable experience, making it a great spot for those who appreciate both nature and history.

  • Museum of the Shenandoah Valley: Explore the rich cultural heritage of the Shenandoah Valley through its extensive art collection and beautiful gardens. The museum offers a unique blend of art, history, and nature, making it a serene spot to appreciate local culture.
  • Patsy Cline Historic House: Step into the life of legendary country singer Patsy Cline at her childhood home. This intimate setting showcases her personal artifacts and tells the story of her rise to stardom, providing a glimpse into her lasting impact on music.
  • Summit Point Motorsports Park: Experience the thrill of motorsports at this exciting racing venue, located 18km from Winchester. Whether you’re watching a race or participating in a driving event, the adrenaline and adventure here are sure to impress.

Best time to go to Winchester

The best time to visit Winchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winchester falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.3°F (-0.4°C)Light RainMostly SunnySlightly LowSlightly Low
February34.7°F (1.5°C)Light RainMostly SunnySlightly LowSlightly Low
March42.3°F (5.7°C)Light RainMostly SunnyAverageSlightly Low
April52.9°F (11.6°C)Light RainMostly SunnyAverageAverage
May62.4°F (16.9°C)Light RainMostly SunnyAverageSlightly High
June70.9°F (21.6°C)Light RainMostly SunnyAverageSlightly High
July75.9°F (24.4°C)Light RainMostly SunnySlightly HighAverage
August73.8°F (23.2°C)Light RainMostly SunnySlightly HighAverage
September66.9°F (19.4°C)Light RainMostly SunnyAverageAverage
October55.8°F (13.2°C)Light RainMostly SunnySlightly HighSlightly High
November43.5°F (6.4°C)Light RainMostly SunnyAverageAverage
December36.7°F (2.6°C)Light RainMostly SunnySlightly LowAverage

The nearest major airports for your trip to Winchester

Traveling to Winchester, Virginia, is convenient with several major airports nearby. Washington, DC (DCA-Ronald Reagan Washington National) is 105km away, offering luxury accommodations like the InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both just 3km from the airport. Another option is Washington, DC (IAD-Washington Dulles Intl.), located 68km from Winchester, with hotels like Hyatt Regency Dulles International Airport and The Westin Washington Dulles Airport, both just 2km away. For those flying into Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall), which is 129km from Winchester, the Four Seasons Hotel Baltimore is a high-end CHOice, located 13km from the airport.

Frequently asked questions

Where is the best place to stay in Winchester?
Based on our traveler data, Holiday Inn Winchester Se-Historic Gateway by IHG is one of the top choices for your stay. This hotel offers a restaurant and an indoor pool. Other good choices for your stay include TRU By Hilton Winchester and Spark by Hilton Winchester. See all available top hotels, or vacation rentals in Winchester.
What are some of the best vacation rentals that Winchester has to offer?
Historical home, walkable to many restaurants and shops.: This vacation home near Winchester is located in the city center and offers a garden, air-conditioning, and laundry facilities to help you feel perfectly comfortable 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, 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?
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 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 A Sweet Space Among the Gardens is a favorite guesthouse for couples, and features a garden and laundry facilities. Other good choices for a stay with your sweetheart include ANS Inn has clean, spacious rooms located on 5 acres with little traffic. and Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed. 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?
TRU By Hilton 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 La Quinta 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, Secret Gardens Carriage House A Sweet Space Among the Gardens 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 ANS Inn has clean, spacious rooms located on 5 acres with little traffic. and Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed. Also notable landmarks to visit include Stonewall Jackson's Headquarters, Patsy Cline Historic House, and Abram's Delight. 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 Country Inn & Suites by Radisson, Winchester, VA. 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 78 hotels and other accommodations to choose from. Find out more about Winchester.
What should I see while I'm in Winchester?
Cultural venues include Winchester Little Theater, Museum of the Shenandoah Valley, and Bright Box 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 Stonewall Jackson's Headquarters, Patsy Cline Historic House, and Mt Hebron Cemetery 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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