Winchester Hotels

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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, (1,005 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is P5,400
P6,118 total
includes taxes & fees
May 28 - May 29
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 P5,434
P5,912 total
includes taxes & fees
Jun 21 - Jun 22
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 P5,716
P6,219 total
includes taxes & fees
Jun 21 - Jun 22
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 P6,812
P7,412 total
includes taxes & fees
Jun 7 - Jun 8
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 P5,765
P6,272 total
includes taxes & fees
Jun 22 - Jun 23
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 P6,515
P7,088 total
includes taxes & fees
Jun 2 - Jun 3
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 P5,130
P5,710 total
includes taxes & fees
Jun 21 - Jun 22
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 P4,496
P5,004 total
includes taxes & fees
May 24 - May 25
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 P4,373
P4,758 total
includes taxes & fees
May 24 - May 25
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 P4,003
P4,456 total
includes taxes & fees
May 24 - May 25
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 P6,590
P7,170 total
includes taxes & fees
Jun 2 - Jun 3
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 P7,525
P8,526 total
includes taxes & fees
Jun 4 - Jun 5
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 P5,706
P6,208 total
includes taxes & fees
Jun 7 - Jun 8
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 P6,405
P7,154 total
includes taxes & fees
May 24 - May 25
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 P7,525
P8,375 total
includes taxes & fees
Jun 7 - Jun 8
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 P7,197
P7,830 total
includes taxes & fees
May 28 - May 29
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 P5,445
P5,924 total
includes taxes & fees
Jun 14 - Jun 15
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 P6,278
P7,113 total
includes taxes & fees
May 31 - Jun 1
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 P5,174
P5,758 total
includes taxes & fees
May 27 - May 28
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 P6,992
P7,607 total
includes taxes & fees
Jun 3 - Jun 4
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.
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Where to stay in Winchester

Find the best Winchester areas and neighborhoods for the activities you enjoy most.

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

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

Find out more about Winchester

Top reasons to visit Winchester

  • Historic Charm: Explore the captivating historic district, rich with heritage and charming architecture.
  • Scenic Outdoor Activities: Enjoy various recreational activities and stunning views by local lakes.
  • Cultural Experiences: Visit the Winchester Museum to delve into the region's vibrant history and culture.
  • Local Wine Tasting: Indulge in delightful wine tastings at nearby premier wineries.
  • Diverse Accommodation: Choose from a variety of hotels catering to all traveller needs, ensuring a comfortable stay.

Find great hotels in Winchester

Discover a charming selection of hotels in Winchester, Virginia, offering diverse options to suit every traveller’s needs. Whether you seek pet-friendly accommodations, business-friendly facilities, or an LGBTQIA-welcoming environment, you'll find a warm welcome here. From the renowned Wyndham Winchester to the inviting Quality Inn, Winchester boasts a variety of hotels and suites, ensuring a comfortable and memorable stay amidst its rich history and scenic beauty.

  • La Quinta Inn & Suites by Wyndham Winchester: Emphasising a welcoming atmosphere, La Quinta Inn & Suites is an ideal choice for those seeking a comfortable stay with a touch of modernity. Situated conveniently in Winchester, this hotel caters to business travellers and LGBTQIA guests alike. Its pet-friendly policy, which allows dogs and cats, ensures that furry companions can join in on the adventure. Amenities include complimentary breakfast, Wi-Fi, and well-appointed rooms designed for relaxation. The property’s affiliation with LGBTQI travel guides enhances its reputation as an inclusive destination.
  • Red Roof Inn Winchester, VA: Red Roof Inn stands out for its family-oriented environment and pet-friendly approach, making it a fantastic option for travellers with children and pets. Located in Winchester, this hotel provides a comfortable base for exploring the area. Children’s amenities, including free cribs, ensure a family-friendly experience. The hotel also welcomes pets, with a flexible pet policy that allows dogs and cats. Guests can enjoy complimentary Wi-Fi and a convenient location, making it an excellent choice for both leisure and business stays.
  • Country Inn & Suites by Radisson, Winchester, VA: Offering a blend of comfort and convenience, Country Inn & Suites is perfect for families and business travellers. This 3-star hotel in Winchester features a range of child-friendly amenities, including free cribs, ensuring a pleasant stay for families. Pets are also welcome, with facilities such as food and water bowls available. Guests can enjoy a complimentary breakfast, free Wi-Fi, and spacious rooms designed for relaxation. The hotel’s warm atmosphere and attentive service make it a go-to choice for visitors.

Where to stay in and around Winchester

Winchester, Virginia, offers a delightful blend of historical charm and scenic beauty, perfect for an outdoor adventure. Explore its vibrant downtown, savour local dining options, and indulge in nearby premier wineries. With family-friendly neighbourhoods and a rich historical atmosphere, Winchester serves as an ideal weekend getaway. Discover the surrounding regions for more picturesque landscapes and urban experiences, ensuring a memorable holiday filled with diverse vibes and activities.

  • Old Town Winchester: Nestled in the heart of Winchester, Old Town Winchester is a charming neighbourhood that seamlessly blends history with modern amenities. Visitors flock here for its vibrant outdoor experiences and scenic surroundings. While peak travel occurs in July to August and October, the area remains inviting year-round. Enjoy shopping at local boutiques and malls, or unwind in recreational areas. Notable landmarks include the picturesque national parks and visitor centres, which provide a wealth of information about the area's rich heritage.
  • Winchester Historic District: Just a stone’s throw from Old Town, the Winchester Historic District is a treasure trove of history and culture. With a similar travel pattern, this neighbourhood attracts outdoor enthusiasts and those seeking adventure. Visitors can engage in a variety of activities, from exploring educational sites to enjoying a round of golf. The proximity to national parks and a historic college university brings an added layer of interest, making it a perfect spot for history buffs and nature lovers alike.
  • Stephenson: Located a mere 8.0km from Winchester, Stephenson offers a unique blend of outdoor adventures and cultural experiences. This city is a great choice for those looking to embark on thrilling activities, including motor racing at local venues. Peak visitor numbers are seen during the summer and autumn months, but the charm of Stephenson is constant. Explore its historic places and civic buildings, which reflect the local heritage, or enjoy recreational areas perfect for family outings and relaxation.

Things to do in and around Winchester

Winchester, Virginia, offers a delightful blend of outdoor adventures and scenic beauty. Visitors can enjoy wine tastings, explore the local movie theatre, and partake in various recreational activities. With its charming surroundings, Winchester is an ideal destination for those seeking a mix of relaxation and adventure, making it perfect for a memorable holiday.

Shopping

In Winchester, you can enjoy shopping at Apple Blossom Mall, which offers a mix of entertainment and family-friendly vibes. Nalls Farm Market provides a taste of local produce. If you're up for a drive, Winchester Gateway also features a variety of shops in a pleasant atmosphere.

Recreation

Rock Harbor Golf Course offers a tranquil outdoor setting for golf enthusiasts, surrounded by lush greenery and scenic views. For relaxation, Jim Barnett Park provides a peaceful atmosphere with walking trails and picnic spots. Just a short drive away, Appleland Sports Center features various wellness activities to rejuvenate your spirit.

Adventure

Experience the thrill of racing at Summit Point Motorsports Park, located 17.7km from Winchester, where adrenaline meets speed. Alternatively, enjoy family camping at Watermelon Park Campground, 20.9km away, perfect for outdoor adventures. For a unique challenge, try North Mountain Paintball, also 17.7km from the city.

Nightlife

Experience Winchester's vibrant nightlife at Bright Box Theater, where romance and culture collide. For a family-friendly outing, visit the Morgan County Observatory, 33.8km away, for a stellar evening. Alternatively, enjoy another dose of culture at Winchester Little Theater, nestled in the heart of the city.

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

Booking tips and Expedia advantages for Winchester

For a budget-friendly visit to Winchester, consider travelling between January and March for lower accommodation rates. Walking, biking, or using a car are economical transport options. Enjoy free attractions like Shenandoah University and Mackintosh Fruit Farm. Book your stay on a Tuesday for the best rates, and avoid Saturdays when prices peak. Use Expedia to find eco-friendly hotels and combine your bookings for extra savings. Remember to filter for the best deals and last-minute offers to maximise your budget.

  • 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, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly accommodation options currently available. To find the most affordable rates and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winchester with your flights and activities through an Expedia package.

Find the best attractions in Winchester

Winchester, Virginia, offers an enchanting blend of outdoor adventure and rich history, making it perfect for tourists. Visitors can explore the historic Winchester district, delve into the local culture at the Winchester Museum, and enjoy scenic views by the lake. This charming destination caters to families and culture enthusiasts alike, providing plenty of opportunities to experience its historic houses and captivating sites both within and around the city.

  • Abrams Creek Wetlands Preserve: Immerse yourself in nature at this serene preserve, where you can explore trails that meander through lush wetlands. Enjoy birdwatching and the tranquil sounds of nature, making it a perfect eco-friendly adventure.
  • Shenandoah University: Experience the rich cultural heritage at this historic university, where you can stroll through its picturesque campus and engage with art and performances that reflect the local community’s vibrant spirit.
  • Museum of the Shenandoah Valley: Delve into the region's history and artistry at this engaging museum, featuring stunning exhibits and beautiful gardens that celebrate the cultural legacy of the Shenandoah Valley.

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

Reaching Winchester, Virginia, is convenient with several nearby airports. Washington Dulles International Airport (IAD) is situated 67.6km away, with excellent hotel options such as the 4-star Hyatt Regency Dulles, only 1.6km from the airport. Hagerstown Regional Airport (HGR) is 69.2km distant, offering hotels like the 3-star Springhill Suites by Marriott, located 9.7km away. Closer still is Eastern West Virginia Regional Airport (MRB), just 29.0km from Winchester, with accommodations including the 3-star Home2 Suites by Hilton, 4.8km from the airport. Each hotel provides accessible transport services to their respective airports, ensuring a smooth arrival for tourists.

Frequently asked questions

Where is the best place to stay in Winchester?
Based on our traveler 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 stay 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 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.
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 Travelodge by Wyndham Winchester and Microtel Inn & Suites 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 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 La Quinta 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 feature an onsite 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 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 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 77 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 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. 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.