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Our top choices for Winchester hotels

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,111 reviews)
"Very friendly front desk Quiet surroundings. Great restaurant nearby"
United States
Rosemary
The price is Rp1.879.810
Rp2.045.235 total
includes taxes & fees
25 May - 26 May
Comfort Inn & Suites Winchester

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, (2,268 reviews)
"Hotel was clean, staff were attentive and breakfast was good."
Canada
Sandra
The price is Rp2.031.786
Rp2.210.583 total
includes taxes & fees
17 May - 18 May
La Quinta Inn & Suites by Wyndham Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (855 reviews)
"great rooms!"
United States
Justine Patrick E.F.
The price is Rp1.613.407
Rp1.755.388 total
includes taxes & fees
24 May - 25 May
Fairfield Inn & Suites by Marriott Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is Rp1.489.089
Rp1.687.166 total
includes taxes & fees
31 May - 1 Jun
Spark by Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (851 reviews)
"I'd vouch for them as if it was my Hotel, Very nice place to stay."
United States
Jhoan
The price is Rp1.997.955
Rp2.173.774 total
includes taxes & fees
8 Jun - 9 Jun
TRU By Hilton Winchester

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (888 reviews)
"Location was excellent"
United States
Jennie
The price is Rp1.882.965
Rp2.133.399 total
includes taxes & fees
24 May - 25 May
Hampton Inn Winchester N/Conference Center, VA

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)
"Staff are so nice and everything was good"
United States
Osama
The price is Rp1.730.463
Rp1.882.742 total
includes taxes & fees
3 Jun - 4 Jun
Country Inn & Suites by Radisson, Winchester, VA

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 Rp1.989.892
Rp2.165.001 total
includes taxes & fees
21 May - 22 May
SpringHill Suites by Marriott Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,456 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 Rp1.698.560
Rp1.848.034 total
includes taxes & fees
17 May - 18 May
Microtel Inn & Suites by Wyndham Winchester

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (500 reviews)
"Nice stay.. but the large mirror in front of the toilet freaked me out "
United States
Jennifer
The price is Rp1.968.653
Rp2.141.894 total
includes taxes & fees
20 May - 21 May
TownePlace Suites by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (976 reviews)
"Beautiful hotel!"
United States
David
The price is Rp1.875.603
Rp2.040.657 total
includes taxes & fees
1 Jun - 2 Jun
Courtyard by Marriott Winchester

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, (839 reviews)
"Checking in was quick and staff was very friendly. Room was clean and comfortable. Kids enjoyed the pool and great breakfast options. "
United States
Danielle
The price is Rp2.208.654
Rp2.403.051 total
includes taxes & fees
24 May - 25 May
Holiday Inn Express Hotel & Suites Winchester by IHG

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 reviews)
"Great staff"
United States
Thomas
The price is Rp2.054.852
Rp2.287.051 total
includes taxes & fees
20 May - 21 May
Fairfield Inn & Suites Strasburg Shenandoah Valley

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)
"Good for an overnight stay on our way up north."
United States
Cherilyn
The price is Rp1.770.429
Rp1.978.849 total
includes taxes & fees
24 May - 25 May
Holiday Inn Winchester Se-Historic Gateway by IHG

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
"Great breakfast. Very clean. Parking was safe and easy. Staff was excellent!"
United States
Diane
The price is Rp1.548.161
Rp1.684.399 total
includes taxes & fees
25 May - 26 May
Quality Inn Winchester

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)
"Was a very nice stay. Breakfast was good. Room was good"
United States
Marilyn
The price is Rp1.997.955
Rp2.263.684 total
includes taxes & fees
25 May - 26 May
Hampton Inn Winchester-University/Mall Area

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1,001 reviews)
"Parking is always safe and easy, staff is friendly and breakfast is good"
United States
Talia
The price is Rp1.489.965
Rp1.658.332 total
includes taxes & fees
10 Jun - 11 Jun
Ramada by Wyndham Strasburg/Shenandoah Valley

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,065 reviews)
"always a great stay here... and walking distance from Shenandoah University."
United States
Faith
The price is Rp1.244.559
Rp1.354.115 total
includes taxes & fees
17 May - 18 May
Travelodge by Wyndham Winchester

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (274 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 Rp1.131.910
Rp1.259.903 total
includes taxes & fees
26 May - 27 May
Relax Inn Motel

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (577 reviews)
"Great location to explore the Shenandoah mountains . Lots of shops and eateries."
United States
katherine
The price is Rp2.226.183
Rp2.490.537 total
includes taxes & fees
31 May - 1 Jun
TownePlace Suites by Marriott Front Royal
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 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

  • Stunning Natural Landscapes: Winchester is surrounded by picturesque lakes and scenic beauty, perfect for outdoor adventures.
  • Rich Historical Significance: Explore historic houses and significant sites that showcase the area's cultural heritage.
  • Family-Friendly Attractions: Enjoy a variety of entertainment options, including an amusement park and the Alamo Drafthouse.
  • Diverse Accommodation: Choose from a range of welcoming hotels and charming agritourism properties tailored for all travellers.
  • Convenient Location: Winchester serves as an ideal base for discovering the captivating surroundings of Virginia.

Find great hotels in and around Winchester

Discover a variety of accommodation options in Winchester, Virginia, tailored to suit every traveller's needs. From the elegant Wyndham Grand and historic Wyndham hotels to charming agritourism properties, you’ll find a welcoming atmosphere for business or leisure. Enjoy an array of abundant and accessible amenities, along with pet-friendly options, ensuring a comfortable stay for all guests. Winchester’s hospitality embraces diversity, promising an inviting experience for everyone, including LGBTQIA visitors.

  • Quality Inn Winchester: Quality Inn Winchester is a welcoming hotel that caters to both families and pet lovers alike, making it an ideal choice for your vacation. With a focus on family-friendly amenities, the hotel offers complimentary cribs for younger guests, ensuring a comfortable stay for families with children. The pet policy allows dogs and cats, providing a home-like atmosphere for your furry companions. Situated conveniently within Winchester, this hotel provides easy access to local attractions while ensuring a relaxing retreat with all the necessary amenities.
  • Twi-Lite Inn: Located 27.4km from Winchester, Twi-Lite Inn offers a classic motel experience with a touch of modern entertainment. Guests can unwind in well-appointed rooms equipped with flat-screen televisions, premium TV channels, and cable TV, ensuring plenty of viewing options during your stay. The motel's emphasis on comfort and convenience makes it a suitable choice for those looking for a straightforward lodging experience with easy access to nearby attractions and amenities.
  • Travelodge by Wyndham Winchester: Travelodge by Wyndham Winchester is another excellent option for travellers seeking a pet-friendly stay. With a welcoming atmosphere, the property allows pets with certain restrictions, ensuring that your furry friends are accommodated. The hotel features essential amenities to make your stay comfortable and enjoyable, with a focus on providing a hassle-free experience. Situated conveniently within Winchester, this motel allows you to explore local attractions while returning to a relaxing environment at the end of the day.

Where to stay in and around Winchester

Winchester, Virginia, offers an enchanting blend of history and natural beauty, making it an ideal destination for outdoor enthusiasts and culture seekers alike. Explore its charming urban vibe, with family-friendly attractions and scenic landscapes just a short drive away. With easy access to interstates and nearby nature, Winchester serves as a perfect base for discovering the allure of Virginia's picturesque surroundings and alternative destinations that capture the essence of American heritage.

  • Old Town Winchester: Nestled in the heart of Winchester, Old Town Winchester is a charming neighbourhood that beckons visitors with its quaint streets and rich history. The area is particularly lively during the summer months and autumn, making it an ideal spot for those seeking outdoor adventures and scenic experiences. Visitors can enjoy a variety of activities, from shopping in local boutiques to exploring the nearby national parks. The picturesque landscape is complemented by landmarks such as the historic visitor centre, ensuring a delightful travel experience.
  • Stephenson: Located a mere 8.0km from Winchester, Stephenson is a vibrant city that offers a unique blend of culture and outdoor activities. This destination is a family-friendly haven, attracting visitors year-round, especially during the warmer months and autumn. Guests can partake in various recreational activities and immerse themselves in the local culture, with notable landmarks including historic civic buildings that tell the story of the region. The city's motor racing events are particularly popular, providing thrilling experiences for adventure seekers.
  • Gainesboro: A quaint village situated within the Winchester area, Gainesboro is a perfect retreat for families and outdoor enthusiasts alike. With its peak visitor numbers during the summer and autumn, the village offers a range of activities from skiing to exploring its stunning parks and lakes. The natural beauty surrounding Gainesboro, including impressive caves, makes it an ideal location for those looking to connect with nature. This charming village promises a memorable experience for all who visit.

Things to do in and around Winchester

Winchester, Virginia, offers an array of outdoor and adventurous activities, making it an ideal destination for nature enthusiasts. Visitors can explore its recreational areas, enjoy educational attractions, and even partake in skiing. Notable highlights include an amusement park and the Alamo Drafthouse, which provide entertainment for all ages. With its scenic beauty and engaging activities, Winchester promises a delightful holiday experience for tourists.

Shopping

In Winchester, explore the Apple Blossom Mall for a vibrant shopping experience with a mix of business and entertainment. Nalls Farm Market offers local produce, while Winchester Gateway provides a family-friendly atmosphere. If you're up for a drive, consider visiting nearby shops for more options.

Recreation

At Rock Harbor Golf Course, enjoy a round of golf amidst scenic landscapes, perfect for outdoor enthusiasts. Jim Barnett Park offers tranquil walking trails and serene picnic spots, ideal for relaxation. Just six miles away, Appleland Sports Center provides a range of wellness activities to rejuvenate your spirit.

Adventure

At Summit Point Motorsports Park, 17.7km from Winchester, thrill-seekers can experience the adrenaline rush of motor racing. North Mountain Paintball, also 17.7km away, offers exhilarating paintball battles amidst a vibrant adventure atmosphere. For a family-friendly outdoor experience, Watermelon Park Campground, located 20.9km from Winchester, is perfect for camping and exploration.

Nightlife

In Winchester, the Bright Box Theater and Winchester Little Theater offer a delightful blend of romance and culture, perfect for an enchanting evening. For a unique experience, head to the Morgan County Observatory, just 33.8km away, where you can enjoy family-friendly entertainment under the stars.

*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 a variety of budget-friendly activities and transport options for tourists. Enjoy free entry to sites like Shenandoah University and Mackintosh Fruit Farm. To save on accommodation, consider visiting between January and March, with Tuesdays being the cheapest nights to stay. For transport, walking, biking, or driving are good options. Use Expedia's search wizard to find the best deals by filtering for your budget and preferences, and consider package deals that combine flights and hotels for additional savings.

  • 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 wizard to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. To discover the most affordable prices 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 deal.

Find the best attractions in Winchester

Winchester is an ideal destination for those seeking outdoor adventures and scenic beauty. The area boasts popular attractions such as historic houses, picturesque lakes, and significant historic sites. Visitors can enjoy a blend of culture and family-friendly experiences as they explore the rich heritage and natural surroundings of Winchester and its vicinity.

  • Shenandoah University: Experience the vibrant atmosphere of this historic institution, where education meets rich cultural traditions. Explore its beautiful campus, showcasing both modern and historical architecture, and immerse yourself in the local academic and artistic community.
  • Museum of the Shenandoah Valley: This art museum offers a unique blend of regional history and contemporary art. Wander through its galleries featuring local artists and enjoy the stunning gardens, making it a perfect spot for culture enthusiasts.
  • Shenandoah Valley Discovery Museum: A delightful children’s museum designed to inspire curiosity and learning. With interactive exhibits and hands-on activities, it's a fantastic family destination that fosters creativity and exploration for visitors of all ages.

Best time to go to Winchester

The best time to visit Winchester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

Winchester, Virginia, is conveniently accessible via several major airports. Washington Dulles International Airport (IAD) is situated 67.6km away, with notable hotels nearby such as the 4-star Hyatt Regency Dulles, located a mile from the airport, and the Hilton Washington Dulles Airport, just 3.2km away. Eastern West Virginia Regional Airport (MRB) is only 29.0km from Winchester, with hotel options like the Quality Inn Shepherdstown, 14.5km away. Hagerstown Regional Airport (HGR) is 69.2km distant, featuring accommodations including the 4-star Mercersburg Inn, located 13.2km from the airport. Each airport offers convenient access to their respective hotels.

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 Travelodge by Wyndham 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 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, Museum of the Shenandoah Valley and Winchester Little 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 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.