Winchester Hotels

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Our top choices for Winchester hotels

1. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (979 reviews)
"It was great for a stay."
United States
Sheree
The price is €75
includes taxes & fees
8 Jul - 9 Jul
TRU By Hilton Winchester

2. Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very good, (283 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 €66
includes taxes & fees
25 Jun - 26 Jun
Relax Inn Motel

3. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is €91
includes taxes & fees
1 Jul - 2 Jul
Spark by Hilton Winchester

4. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,121 reviews)
"Decent accommodations, friendly staff."
United States
Juliet
The price is €87
includes taxes & fees
19 Jul - 20 Jul
Comfort Inn & Suites Winchester

5. 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, (1,003 reviews)
"room was clean and staff was friendly"
United States
Carol
The price is €64
includes taxes & fees
7 Jul - 8 Jul
Super 8 by Wyndham Front Royal Near Shenandoah National Park

6. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,456 reviews)
"Excellent stay"
United States
Michael
The price is €89
includes taxes & fees
6 Jul - 7 Jul
Microtel Inn & Suites by Wyndham Winchester

7. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,052 reviews)
"always a great stay here... and walking distance from Shenandoah University."
United States
Faith
The price is €67
includes taxes & fees
5 Jul - 6 Jul
Travelodge by Wyndham Winchester

8. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,003 reviews)
"Everything thing was good and there is a Mexican bar and restaurant attached to hotel."
United States
Ronald
The price is €82
includes taxes & fees
6 Jul - 7 Jul
Ramada by Wyndham Strasburg/Shenandoah Valley

9. Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.0 out of 10, Very good, (1,001 reviews)
"Great place to stay for a quiet weekend"
United States
Kelly
The price is €74
includes taxes & fees
25 Jun - 26 Jun
Motel 6 Winchester, VA

10. 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 charming place to stay in the area "
United States
Elizabeth
The price is €121
includes taxes & fees
6 Jul - 7 Jul
The George Washington Hotel, A Wyndham Grand Hotel

11. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,000 reviews)
"Clean, quiet, great breakfast! Perfect for our quick stay in Winchester."
United States
Hannah
The price is €91
includes taxes & fees
5 Jul - 6 Jul
Quality Inn Winchester

12. 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 €108
includes taxes & fees
7 Jul - 8 Jul
SpringHill Suites by Marriott Winchester

13. 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, (905 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is €113
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn Winchester N/Conference Center, VA

14. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (957 reviews)
"Convenient location to Skyline drive, and the caverns. 35 min from Lurray caverns. The room was clean, no issues. Breakfast was common and will get you through. Place was kept clean and staff was really nice."
United States
Craig
The price is €58
includes taxes & fees
7 Jul - 8 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park

15. Gateway Inn

Gateway Inn
2.0 star property
Front Royal
5.0 out of 10, (10 reviews)
"Bare bones, but perfectly adequate hotel if you just want a bed, a hot shower and a little TV (didn’t check the WIFI, but Verizon worked fine in the room anyway). Easy parking, friendly front desk person. I’d stay again. (Fridge and microwave were also handy). "
United States
Anonymous traveller
The price is €57
includes taxes & fees
7 Jul - 8 Jul
Gateway Inn

16. Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (561 reviews)
"The room was very clean and comfortable. We enjoyed our stay and enjoyed being able to pull up to the room and unload with no steps or elevator to get on."
United States
Lawanda
The price is €80
includes taxes & fees
30 Jun - 1 Jul
Twi-Lite Inn

17. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
8.4 out of 10, Very good, (7 reviews)
"There was no shampoo nor shower gel and the shower was cool water. Takes 5 minutes to even get lukewarm water. No one at front desk to check out so ??? "
United States
Timothy
The price is €102
includes taxes & fees
10 Jul - 11 Jul
Home2 Suites By Hilton Winchester

18. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean room, pleasant staff."
United States
Kathrina
The price is €102
includes taxes & fees
30 Jun - 1 Jul
Courtyard by Marriott Winchester

19. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (522 reviews)
"Good location, good value, helpful staff. Would use the facility again"
United States
Robert
The price is €63
includes taxes & fees
25 Jun - 26 Jun
Motel 6 Front Royal, VA

20. 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)
"Location is great, near popular restaurants. Bed was so comfortable! Staff was very friendly and helpful."
United States
Brenda
The price is €91
includes taxes & fees
20 Jul - 21 Jul
Country Inn & Suites by Radisson, Winchester, VA
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 for the activities you enjoy most.

Old Town Winchester

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.

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 Theatre.

Top Winchester Hotel Reviews

More cheap stays in Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Winchester is perfect for outdoor enthusiasts, offering scenic beauty and recreational activities, including hiking and skiing.
  • Historic Charm: Explore the city's historic district, featuring charming houses and significant landmarks that reflect its rich past.
  • Cultural Experiences: Enjoy vibrant art galleries, live music performances, and cultural events that showcase local talent.
  • Family-Friendly Activities: Winchester caters to families with a variety of engaging and entertaining options for all ages.
  • Diverse Accommodation: From pet-friendly hotels to agritourism properties, there’s a range of lodging to suit every traveller's needs.

Find great hotels in and around Winchester

Discover the charm of Winchester, Virginia, with a variety of accommodation options tailored to suit every traveller's needs. From pet-friendly hotels to welcoming environments for LGBTQIA guests, Winchester offers a range of lodgings including well-appointed suites and agritourism properties. Whether you’re visiting for business or leisure, you’ll find the perfect hotel in Winchester to make your stay comfortable and memorable.

  • Ramada by Wyndham Strasburg/Shenandoah Valley: Located 25.7km from Winchester, Ramada by Wyndham Strasburg/Shenandoah Valley offers a budget-friendly lodging option with a guest rating of 8.4 out of 10. This hotel is ideal for those seeking a comfortable stay with business travel in mind or a pet-friendly environment, as it allows pets on the premises. The hotel provides essential amenities, including a pet policy that accommodates various needs. Guests will appreciate the warm hospitality and the property's convenient location, making it a suitable base for exploring the picturesque Shenandoah Valley.
  • Hampton Inn Martinsburg South-Inwood: Just 22.5km from Winchester, Hampton Inn Martinsburg South-Inwood boasts a commendable guest rating of 9.2 out of 10, making it a top choice for budget-conscious travellers. This hotel caters to both business guests and pet owners, permitting pets in designated areas. With modern amenities and a welcoming atmosphere, visitors can enjoy a restful experience while being close to local attractions. The high guest rating reflects the hotel's commitment to providing quality service and comfort, ensuring a satisfactory stay for all who visit.
  • Hilton Garden Inn Winchester: Situated in the heart of Winchester, the 3-star Hilton Garden Inn Winchester has garnered a guest rating of 9.0 out of 10. This hotel is well-suited for families, business travellers, and pet owners alike. The property offers a variety of amenities tailored for children, ensuring a family-friendly atmosphere. With its pet policy allowing for some furry companions, guests can enjoy a fulfilling stay. Additionally, the hotel's central location makes it an excellent choice for those looking to explore the vibrant local culture and attractions.

Where to stay in and around Winchester

Winchester, Virginia, offers a delightful blend of history and scenic beauty, making it an ideal destination for outdoor adventures and urban exploration. Stroll through the historic district to uncover charming gems, or enjoy a family-friendly outing in central Winchester. With its vibrant shopping scene and proximity to the Winchester Medical Center, visitors can immerse themselves in the region's unique atmosphere while enjoying various experiences that cater to both relaxation and exploration.

  • Stephenson: Located approximately 8.0km from Winchester, Stephenson offers a delightful blend of outdoor adventure and cultural experiences. This charming city attracts visitors year-round, with peaks during the summer months of July and August, as well as in October. Here, travellers can engage in various activities, from exploring educational venues to enjoying motor racing events. The area is rich in history, featuring landmarks such as historic colleges and civic government buildings, making it an intriguing destination for those keen on culture and history.
  • College Park: Nestled within the Winchester area, College Park is a quaint village that promises a family-friendly atmosphere and a plethora of outdoor activities. Like its neighbouring areas, College Park experiences a similar seasonal pattern in visitor numbers, peaking during the warm summer months. Visitors can explore recreational areas, indulge in shopping at local malls, and enjoy the nearby national state and local parks. With its green spaces and community spirit, College Park is perfect for families seeking adventure and relaxation.
  • Brucetown: Situated about 11.3km from Winchester, Brucetown is a picturesque village renowned for its stunning scenery and romantic atmosphere. This idyllic location attracts visitors looking for outdoor experiences, especially in the warmer months. The village features beautiful recreational areas and is close to serene lakes, providing ample opportunities for peaceful picnics and scenic strolls. Brucetown's charm lies in its natural beauty, making it an excellent spot for those wishing to escape the hustle and bustle and enjoy a tranquil getaway.

Things to do near Winchester

Shopping

Winchester offers quaint shops and local boutiques in the historic district, perfect for unique gifts. If you're up for a drive, visit the Apple Blossom Mall, about 16.1km away, featuring popular retail stores and dining options for a broader shopping experience.

Recreation

Experience serenity at the Good Life Wellness Center, offering yoga classes and holistic therapies to rejuvenate your mind and body. For outdoor recreation, explore the scenic trails at the Shenandoah National Park, where hiking amidst nature provides a refreshing escape from daily routines.

Adventure

Summit Point Motorsports Park offers an exhilarating motorsport experience, located 17.7km from Winchester. Feel the adrenaline rush as you watch thrilling races or even participate in driving events. The atmosphere is filled with sports enthusiasm, making it a must-visit for motorsport aficionados.

Nightlife

Enjoy a night at the vibrant Bright Box Theater on North Cameron Street, where you can catch live performances and events. For a relaxed atmosphere, visit the Village Square Restaurant and Pub on North Loudoun Street, offering a selection of local brews and hearty dishes.

*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 is a delightful destination for those seeking outdoor adventures and scenic beauty. Visitors can explore historic houses and places, as well as enjoy the serene lakes in the area. The attractions cater to a variety of interests, providing cultural experiences and family-friendly activities, ensuring a memorable holiday for all. You'll find plenty to keep you engaged and entertained in this charming city.

  • Patsy Cline Historic House: Step into the world of the legendary country singer Patsy Cline at her former home, where you can explore her life and career through personal artefacts and exhibits that reflect her cultural significance in American music.
  • Museum of the Shenandoah Valley: This art museum offers a captivating journey through the region's history and natural beauty, featuring diverse art collections, stunning gardens, and engaging exhibitions that highlight the local culture and heritage.
  • Summit Point Motorsports Park: Experience the thrill of motorsports at this exciting venue located 17.7km from Winchester, where you can watch thrilling races or take part in driving experiences designed for adrenaline seekers and motorsport enthusiasts.

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

Flying into Winchester, Virginia, can be achieved via three major airports. Washington, DC (DCA-Ronald Reagan Washington National) is situated 104.6km away, with nearby hotels like The Ritz-Carlton and The Dupont Circle Hotel, both 6.4km from the airport. Washington, DC (IAD-Washington Dulles Intl.) is 67.6km from Winchester, featuring hotels such as DoubleTree by Hilton and Country Inn & Suites, both 3.2km from the airport, with convenient transportation services available. Lastly, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is 128.7km away, offering luxurious options like The Ivy Hotel, located 14.5km from the airport.

Frequently asked questions

Where is the best place to stay in Winchester?
Based on our traveller data, Spark by Hilton Winchester is one of the top choices for your stay. This hotel offers free breakfast and free parking. Other good choices for your trip include TRU By Hilton Winchester and Travelodge by Wyndham Winchester. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.: This holiday home rental outside of Winchester offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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 room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What's the best budget-friendly accommodation in Winchester?
Based on reviews, La Quinta Inn & Suites by Wyndham Winchester is a popular hotel for our travellers who want a more economical choice, and features free buffet breakfast and free Wi-Fi. Other options to stay on the cheap include Microtel Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester. View all budget hotels in Winchester.
What's the best family accommodation in 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 choices for your child-friendly holiday include Microtel Inn & Suites by Wyndham Winchester and Quality Inn Winchester. Also, attractions such as Shenandoah Valley Discovery Museum and Rocking S Ranch are fun for children of all ages. Find more child-friendly accommodations in Winchester.
What's the best hotel for a couple visiting Winchester?
Secret Gardens Carriage House A Sweet Space Among the Gardens is a favourite guest house 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 place to stay in Winchester?
La Quinta Inn & Suites by Wyndham Winchester is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Holiday Inn Winchester Se-Historic Gateway by IHG and Microtel Inn & Suites by Wyndham Winchester are two other good options for your holiday. See all available hotels listed as LGBTQ-friendly in Winchester.
What's the best dog-friendly accommodation option in Winchester?
Spark by Hilton Winchester is a top hotel for people travelling with their pets, and offers a fitness centre and flat-screen TVs for its human guests. Other good choices for you and your pet include TRU By Hilton Winchester and La Quinta Inn & Suites by Wyndham Winchester. See more pet-friendly hotel accommodations in Winchester.
What's the best accommodation in Winchester to learn about local history?
Based on our travel expertise, Secret Gardens Carriage House A Sweet Space Among the Gardens is a top guest house on Expedia for those interested in history, and it features on-site 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, 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?
La Quinta Inn & Suites by Wyndham Winchester is a top hotel with an indoor pool, free buffet breakfast and free WiFi. Other choices that offer an on-site 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 centre, 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.
How is it to stay in Winchester?
Families will find child-friendly activities in Winchester, and visitors give high marks for the shopping and top-notch restaurants. Scenic and urban, this city attracts tourists with its theatres and entertainment. In Winchester, there are 78 hotels and other accommodation options to choose from. Find out more about Winchester.
What is there to see 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. Take a look at what more there is 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 temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.

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