Winchester hotels from RM306

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

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, (1,005 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is RM353
RM399 total
includes taxes & fees
9 Jun - 10 Jun
Spark by Hilton Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,002 reviews)
"Breakfast was great and we love that they let us bring small dogs"
United States
Claire VanWinkle
The price is RM333
RM363 total
includes taxes & fees
28 May - 29 May
Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,458 reviews)
"This was my first stay at a Microtel and i was very impressed wirh the design and how well sound was controlled. I'll definitely stay again. "
United States
Carol
The price is RM375
RM407 total
includes taxes & fees
24 May - 25 May
Microtel Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,100 reviews)
"Very friendly front desk Quiet surroundings. Great restaurant nearby"
United States
Rosemary
The price is RM445
RM484 total
includes taxes & fees
9 Jun - 10 Jun
Comfort Inn & Suites 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, (1,002 reviews)
"Staff are so nice and everything was good"
United States
Osama
The price is RM371
RM403 total
includes taxes & fees
22 Jun - 23 Jun
Country Inn & Suites by Radisson, Winchester, VA

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (876 reviews)
"Excellent hotel, great value!"
United States
Boris
The price is RM452
RM492 total
includes taxes & fees
14 Jun - 15 Jun
TRU By Hilton Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,006 reviews)
"Friendly staff and well maintained facilities. Great dog friendly property"
United States
Elaine
The price is RM330
RM367 total
includes taxes & fees
21 Jun - 22 Jun
Ramada by Wyndham Strasburg/Shenandoah Valley

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, (1,010 reviews)
"Location is right across the road from Spelunker's, the best casual restaurant in Virginia."
United States
Rachel
The price is RM289
RM322 total
includes taxes & fees
25 May - 26 May
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,077 reviews)
"always a great stay here... and walking distance from Shenandoah University."
United States
Faith
The price is RM281
RM306 total
includes taxes & fees
24 May - 25 May
Travelodge by Wyndham Winchester

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (275 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 RM257
RM287 total
includes taxes & fees
26 May - 27 May
Relax Inn Motel

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (979 reviews)
"Beautiful hotel!"
United States
David
The price is RM424
RM461 total
includes taxes & fees
14 Jun - 15 Jun
Courtyard 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, (1,002 reviews)
"Great area in historic Winchester….go to Violinos and the Knead Bakery!"
United States
Steven
The price is RM516
RM585 total
includes taxes & fees
15 Jun - 16 Jun
The George Washington Hotel, A Wyndham Grand Hotel

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (859 reviews)
"great rooms!"
United States
Justine Patrick E.F.
The price is RM367
RM399 total
includes taxes & fees
21 Jun - 22 Jun
Fairfield Inn & Suites by Marriott Winchester

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, (1,001 reviews)
"Good for an overnight stay on our way up north."
United States
Cherilyn
The price is RM412
RM460 total
includes taxes & fees
24 May - 25 May
Holiday Inn Winchester Se-Historic Gateway by IHG

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,015 reviews)
"I enjoyed my stay. The room was clean and the breakfast was varied."
United States
Brenda
The price is RM516
RM575 total
includes taxes & fees
21 Jun - 22 Jun
Hampton Inn Front Royal

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, (2,269 reviews)
"Friendly staff, clean spacious rooms, plenty of parking and a great breakfast. We enjoyed our stay here for sure!!"
United States
Natalie
The price is RM479
RM521 total
includes taxes & fees
27 May - 28 May
La Quinta Inn & Suites by Wyndham Winchester

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, (664 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 RM350
RM381 total
includes taxes & fees
21 Jun - 22 Jun
Quality Inn Stephens City - Winchester South

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
8.0 out of 10, Very good, (6 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 RM427
RM484 total
includes taxes & fees
2 Jun - 3 Jun
Home2 Suites By Hilton Winchester

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (553 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 RM337
RM375 total
includes taxes & fees
25 May - 26 May
Twi-Lite Inn

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (853 reviews)
"Great visit! "
United States
Susan
The price is RM450
RM489 total
includes taxes & fees
3 Jun - 4 Jun
SpringHill Suites by Marriott 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.
Save an average of 15% on thousands of hotels when you're signed in

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 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 Theatre.

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 through its historic houses and landmarks that tell the story of the town.
  • Outdoor Adventures: Enjoy scenic landscapes and recreational activities at local lakes and parks, perfect for nature enthusiasts.
  • Unique Cinema Experience: Experience a film at the Alamo Drafthouse, known for its distinctive atmosphere and food offerings.
  • Family-Friendly Attractions: Visit the local amusement park for fun-filled family activities that cater to all ages.
  • Diverse Accommodations: Choose from a variety of charming stays, including agritourism properties and well-equipped hotels.

Find great hotels in Winchester

Winchester, Virginia, offers a delightful selection of accommodations, ranging from charming agritourism properties to well-appointed hotels. Whether you seek a Wyndham Grand or a Wyndham Historic hotel, you'll discover abundant amenities tailored for both leisure and business travellers. Many establishments welcome pets and provide accessible rooms, ensuring a comfortable stay for all. Experience a welcoming atmosphere that embraces diversity and caters to your every need in this picturesque destination.

  • Travelodge by Wyndham Winchester: Nestled in the heart of Winchester, the Travelodge by Wyndham is an ideal choice for those seeking a pet-friendly escape. This motel-style accommodation prioritises comfort and convenience, allowing guests to enjoy a relaxed stay with their furry companions. With a welcoming atmosphere, the hotel features essential amenities for travellers, including free parking and complimentary breakfast. The pet policy is accommodating, permitting pets with certain restrictions, making it a great choice for animal lovers.
  • La Quinta Inn & Suites by Wyndham Winchester: A contemporary hotel that caters to both business and leisure travellers, La Quinta Inn & Suites offers a vibrant and inclusive environment. This establishment is particularly welcoming to LGBTQIA guests and is equipped with thoughtful amenities for both pets and their owners. Guests can enjoy a complimentary breakfast, free Wi-Fi, and a fitness centre. The hotel also ensures a comfortable stay for pets, allowing dogs and cats with specific conditions, making it an ideal spot for those travelling with their four-legged friends.
  • Country Inn & Suites by Radisson, Winchester, VA: This charming 3-star hotel is perfect for families, business travellers, and pet owners alike. Country Inn & Suites provides a warm and inviting atmosphere, complemented by family-friendly amenities such as free cribs for younger guests. The property also features a variety of facilities, including a fitness centre, a heated indoor pool, and complimentary breakfast. With its pet-friendly policy, guests can comfortably bring their pets along, ensuring a delightful and hassle-free stay.

Where to stay in and around Winchester

Winchester, Virginia, is a delightful blend of historical charm and natural beauty. Nestled conveniently near major interstates, it offers easy access to stunning outdoor adventures and scenic landscapes. Explore its inviting urban atmosphere, rich heritage, and family-friendly neighbourhoods. Nearby attractions promise an array of experiences, from vibrant city life to tranquil escapes. Whether you're seeking history or nature, Winchester provides the perfect backdrop for an unforgettable holiday.

  • Gore: Situated approximately 16.1km from Winchester, Gore is a hidden gem for outdoor enthusiasts. The town experiences seasonal visitor peaks from March to May, drawing adventure seekers for its stunning scenery and recreational opportunities. Guests can indulge in skiing during the winter months and explore nearby natural attractions, including a picturesque lake and the expansive national and state parks. Gore's tranquil environment and adventure-centric activities make it an ideal spot for those looking to connect with nature.
  • Shenandoah: Located around 19.3km from Winchester, Shenandoah offers a year-round adventure experience without significant seasonal fluctuations. Popular during the warmer months of July to August and the vibrant autumn of October, this area is perfect for outdoor activities and scenic exploration. Visitors can enjoy skiing, recreational areas, and luxurious resorts, all while being surrounded by breathtaking landscapes. The proximity to national parks and serene lakes enhances the allure of Shenandoah, making it a captivating destination for nature lovers.
  • Old Town Winchester: Nestled within the heart of Winchester, Old Town is a charming neighbourhood that beautifully merges history with modern conveniences. While visitor numbers peak from July to August and October, the area remains lively throughout the year. Guests can partake in outdoor activities and enjoy the local shopping centres and recreational areas. With nearby attractions like national and state parks, as well as a visitor centre, Old Town Winchester provides a delightful mix of adventure, culture, and scenic beauty, ensuring a memorable experience for every traveller.

Things to do in and around Winchester

Winchester offers a delightful blend of outdoor adventures and scenic beauty, perfect for a memorable holiday. Visitors can enjoy various activities, including exploring the recreational areas and indulging in the local education centres. Don't miss the Alamo Drafthouse for a unique cinema experience and the amusement park for family fun. With its charming attractions, Winchester promises an exciting getaway for all.

Shopping

The nearest shopping destination is Apple Blossom Mall, where you'll find a variety of shops and entertainment options. If you're up for a drive, visit Winchester Gateway for more family-friendly vibes and Nalls Farm Market for fresh produce and unique gifts.

Recreation

At Rock Harbor Golf Course, enjoy a serene round of golf amidst picturesque landscapes, perfect for outdoor enthusiasts. Jim Barnett Park provides a tranquil setting for relaxation and wellness activities, while Appleland Sports Center, just 9.7km away, offers a variety of recreational options to rejuvenate your spirit.

Adventure

At Summit Point Motorsports Park, located 17.7km from Winchester, thrill-seekers can indulge in high-speed motor racing amid an exhilarating atmosphere. For family-friendly outdoor adventures, Watermelon Park Campground, situated 20.9km away, offers camping experiences surrounded by nature. North Mountain Paintball, also 17.7km away, provides an action-packed paintball experience.

Nightlife

Experience the vibrant nightlife in Winchester at the Bright Box Theater, where romance and culture intertwine. For a family-friendly evening, visit the Morgan County Observatory, just 33.8km away, offering stunning celestial views. Don't miss the Winchester Little Theater for more entertainment and cultural experiences.

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

Booking tips and Expedia advantages for Winchester

Winchester, Virginia, offers numerous ways to save money during your visit. Enjoy free entry to local attractions like Shenandoah University and Mackintosh Fruit Farm. For transport, consider walking, cycling, or driving, as these options are budget-friendly. The best time to visit is from January to March, when accommodation prices are lower, especially on Tuesdays. Avoid Saturdays for better rates. Use Expedia to find tailored deals by filtering for your budget and combining bookings for additional savings on flights, hotels, and activities.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are January to March, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winchester is Tuesday. The most expensive day to stay in Winchester is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, including your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your hotel booking in Winchester with your flights and activities through an Expedia package.

Find the best attractions in Winchester

Winchester offers a delightful blend of outdoor adventures and scenic beauty, ideal for travellers seeking culture and family experiences. Explore historic houses and places that narrate the town's rich history, or enjoy leisurely activities at local lakes. This charming destination is perfect for those wanting to immerse themselves in nature while discovering the area's heritage.

  • Shenandoah University: Nestled in the heart of Winchester, Shenandoah University offers a vibrant atmosphere steeped in history. Explore its beautiful campus, which hosts various cultural events, and appreciate the blend of tradition and modern educational excellence.
  • Museum of the Shenandoah Valley: This art museum showcases an impressive collection of regional art and artefacts. Visitors can immerse themselves in the rich cultural heritage of the Shenandoah Valley while enjoying beautiful gardens and engaging exhibitions.
  • Shenandoah Valley Discovery Museum: Perfect for families, this children’s museum provides interactive exhibits that spark curiosity and creativity. It’s a fun place for children to explore the wonders of science, history, and art in an engaging environment.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

To reach Winchester, Virginia, you can fly into several major airports. Washington Dulles International Airport (IAD) is situated 67.6km away, with nearby hotels such as the 4-star Hyatt Regency Dulles and Hilton Washington Dulles Airport, both offering convenient access to the airport. Martinsburg, WV (MRB) is only 29.0km from Winchester, with options like the 4-star Hillbrook Inn and Hampton Inn & Suites Charles Town. Furthermore, Hagerstown Regional Airport (HGR) is 69.2km away, with nearby accommodations like the 3.5-star Beaver Creek Inn and Spa. Each hotel provides various transportation services to ensure smooth airport access.

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 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 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 Travelodge by Wyndham Winchester and Microtel Inn & Suites 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 Country Inn & Suites by Radisson, Winchester, VA. Also, attractions such as Shenandoah Valley Discovery Museum and Nalls Farm Market are fun for children of all ages. Find more child-friendly accommodations 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?
La Quinta Inn & Suites by Wyndham Winchester is a top hotel for people travelling with their pets, and offers an indoor pool and free WiFi for its human guests. Other good choices for you and your pet include Travelodge by Wyndham Winchester and Microtel Inn & Suites by Wyndham Winchester. See more pet-friendly hotel accommodations 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 77 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, 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 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.

Explore a world of travel with Expedia