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

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Our top choices for Winchester hotels

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, (2,274 reviews)
"Breakfast was great and the staff were very nice!"
United States
Madeline
The price is Rp1.951.706
Rp2.123.456 total
includes taxes & fees
1 Jul - 2 Jul
La Quinta Inn & Suites by Wyndham Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean , close to National park"
United States
Robert
The price is Rp2.336.670
Rp2.600.713 total
includes taxes & fees
5 Jul - 6 Jul
Hampton Inn Front Royal

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,004 reviews)
"Staff were polite and helpful, room was clean."
United States
Kimberly
The price is Rp1.666.746
Rp1.867.186 total
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Winchester Se-Historic Gateway by IHG

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,442 reviews)
"Excellent stay"
United States
Michael
The price is Rp1.749.187
Rp1.903.116 total
includes taxes & fees
30 Jun - 1 Jul
Microtel 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, (880 reviews)
"The room was clean and the breakfast was very good."
United States
Don
The price is Rp1.660.473
Rp1.806.595 total
includes taxes & fees
8 Jul - 9 Jul
Fairfield Inn & Suites by Marriott Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,011 reviews)
"Clean, quiet, great breakfast! Perfect for our quick stay in Winchester."
United States
Hannah
The price is Rp1.774.816
Rp1.975.371 total
includes taxes & fees
13 Jul - 14 Jul
Quality Inn Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,009 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is Rp1.550.611
Rp1.756.843 total
includes taxes & fees
26 Jul - 27 Jul
Spark by Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (988 reviews)
"It was great for a stay."
United States
Sheree
The price is Rp1.521.040
Rp1.677.678 total
includes taxes & fees
5 Jul - 6 Jul
TRU By Hilton Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (866 reviews)
"Staff was very helpful, room was better than expected, pool was fantastic. Nice fitness center too."
United States
Chris
The price is Rp2.034.505
Rp2.213.541 total
includes taxes & fees
5 Jul - 6 Jul
SpringHill Suites by Marriott Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,118 reviews)
"Decent accommodations, friendly staff."
United States
Juliet
The price is Rp1.858.153
Rp2.021.672 total
includes taxes & fees
20 Jul - 21 Jul
Comfort Inn & Suites 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)
"Everything thing was good and there is a Mexican bar and restaurant attached to hotel."
United States
Ronald
The price is Rp1.447.202
Rp1.610.736 total
includes taxes & fees
5 Jul - 6 Jul
Ramada by Wyndham Strasburg/Shenandoah Valley

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 Rp2.042.750
Rp2.314.436 total
includes taxes & fees
4 Jul - 5 Jul
Hampton Inn Winchester N/Conference Center, VA

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very good, (860 reviews)
" Breakfast was delicious!"
Canada
Betty
The price is Rp1.756.356
Rp1.910.914 total
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn Express Winchester South-Stephens City by IHG

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 reviews)
"Easy parking, great location. The room was quiet and very comfortable."
United States
Joe
The price is Rp2.301.902
Rp2.538.998 total
includes taxes & fees
13 Jul - 14 Jul
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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)
"It was a nice hotel for an over night stay. The room took a while to cool down but the overall stay was great."
United States
Joni
The price is Rp2.114.796
Rp2.353.768 total
includes taxes & fees
5 Jul - 6 Jul
Fairfield Inn & Suites Strasburg Shenandoah Valley

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,047 reviews)
"always a great stay here... and walking distance from Shenandoah University."
United States
Faith
The price is Rp1.236.618
Rp1.345.584 total
includes taxes & fees
29 Jun - 30 Jun
Travelodge by Wyndham Winchester

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 Rp1.917.654
Rp2.086.408 total
includes taxes & fees
9 Jul - 10 Jul
Courtyard by Marriott 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, (1,004 reviews)
"Location is great, near popular restaurants. Bed was so comfortable! Staff was very friendly and helpful."
United States
Brenda
The price is Rp1.701.873
Rp1.851.638 total
includes taxes & fees
27 Jul - 28 Jul
Country Inn & Suites by Radisson, Winchester, VA

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (584 reviews)
"Great location to explore the Shenandoah mountains . Lots of shops and eateries."
United States
katherine
The price is Rp2.491.158
Rp2.783.590 total
includes taxes & fees
13 Jul - 14 Jul
TownePlace Suites by Marriott Front Royal

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1,001 reviews)
"Bed amazing breakfast always has the kiddo full pool always a plus"
United States
Autumn
The price is Rp1.371.033
Rp1.491.683 total
includes taxes & fees
19 Jul - 20 Jul
Sleep Inn & Suites Winchester near University
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.

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

Top Winchester Hotel Reviews

More cheap stays in Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Historic Charm: Explore the well-preserved architecture of Historic Winchester, offering a glimpse into the city's rich past.
  • Outdoor Activities: Enjoy skiing, scenic recreational areas, and tranquil lakes, perfect for outdoor enthusiasts.
  • Cultural Experiences: Participate in local art exhibitions, live music events, and numerous cultural activities throughout the year.
  • Vibrant Shopping: Discover the lively shopping scene in Central Winchester, featuring unique local shops.
  • Diverse Accommodation: Choose from a range of welcoming places to stay, including pet-friendly and LGBTQIA-friendly options.

Find great hotels in Winchester

Winchester, Virginia, offers a diverse selection of accommodation options, from traditional hotels to unique agritourism properties. With a focus on pet-friendly services and a welcoming atmosphere for LGBTQIA travellers, visitors can enjoy a comfortable stay tailored to their needs. Whether you’re seeking a business-friendly environment or a leisurely retreat, Winchester's hotels, including the esteemed Wyndham, promise a delightful experience for all types of guests.

  • Travelodge by Wyndham Winchester: This budget-friendly motel offers a welcoming atmosphere with a guest rating of 8.6 out of 10. Ideal for pet owners, Travelodge by Wyndham Winchester provides a relaxed stay with pet-friendly amenities, allowing certain pets on-site with applicable restrictions. Guests appreciate the convenience of service animals being welcomed without fees. The property is well-suited for those seeking a simple and comfortable lodging experience while exploring Winchester.
  • La Quinta Inn & Suites by Wyndham Winchester: Rated 9.2 out of 10, La Quinta Inn & Suites stands out with its blend of affordability and business-friendly features. This hotel welcomes pets, with specific guidelines for size and type, making it a great choice for both leisure and corporate travellers. Amenities include comfortable rooms and a commitment to providing a hassle-free experience for guests. The location is advantageous for those on business trips, ensuring easy access to local enterprises and attractions.
  • Red Roof Inn Winchester, VA: A family and pet-friendly option, Red Roof Inn Winchester provides a comfortable base for travellers looking to enjoy the area's offerings. With child-friendly amenities, including free cribs, this hotel is suitable for families. Pets are also welcomed with specific restrictions and fees. The property is designed to accommodate both families and pet owners, ensuring a pleasant stay with essential services to cater to all guests.

Where to stay in and around Winchester

Winchester, Virginia, offers a delightful blend of history and scenic beauty. Delve into the rich past at Historic Winchester, where charming streets are lined with well-preserved architecture. For a modern twist, explore Central Winchester’s vibrant shopping scene. Families will appreciate the welcoming atmosphere, while outdoor enthusiasts can enjoy the stunning landscapes. Don't miss the renowned Winchester Medical Center, a historic gem in the heart of the city, perfect for those seeking a blend of urban and natural experiences.

  • Old Town Winchester: Nestled in the heart of Winchester, Old Town is a charming neighbourhood steeped in history and character. Its vibrant streets are lined with a mix of quaint shops, delightful cafes, and historical landmarks. The area boasts stunning outdoor spaces, making it perfect for those seeking adventure and picturesque scenery. Visitors can explore the nearby national parks and historic college campuses, while the local recreational areas offer ample opportunities for relaxation and enjoyment. The peak tourist seasons of July to August and October bring a lively atmosphere, making it an ideal time to experience the local culture.
  • Stephenson: Located a mere 8km from Winchester, the city of Stephenson offers a unique blend of outdoor activities and cultural experiences. With its rich history evident in various historic sites, including civic buildings and a renowned college, visitors are drawn to its vibrant atmosphere. The city is especially popular during the summer months and autumn, attracting those interested in motor racing and recreational pursuits. The local parks and educational venues provide excellent opportunities for family outings and adventure seekers alike, ensuring a memorable visit.
  • College Park: This quaint village, situated within the Winchester area, is perfect for families and outdoor enthusiasts. College Park features lovely recreational areas and shopping centres, catering to various interests. It is surrounded by beautiful national parks, making it an ideal spot for nature lovers and adventure seekers. With tourist numbers peaking in the warmer months, visitors can expect a lively community atmosphere, rich in family-friendly activities and experiences that ensure a delightful stay.

Things to do near Winchester

Shopping

In Winchester, you’ll find the Apple Blossom Mall, featuring popular retailers and dining options. If you're up for a drive, check out the Valley Mall in Harrisonburg, where a larger selection of shops awaits, including department stores and specialty boutiques.

Recreation

Winchester's Serenity Spa offers a tranquil environment where you can indulge in soothing massages and rejuvenating facials. For outdoor enthusiasts, the beautiful Jim Barnett Park presents walking paths, picnic areas, and serene lakes, ideal for relaxation and connecting with nature.

Adventure

At Summit Point Motorsports Park, located 18km from Winchester, adrenaline seekers can enjoy thrilling motor racing experiences. The venue offers a vibrant atmosphere for motorsport enthusiasts, where you can watch or participate in exhilarating races and embrace the spirit of competition.

Nightlife

Winchester's nightlife offers a charming blend of local pubs and vibrant bars. Enjoy live music at the Bright Box Theatre or sip craft cocktails at the Alamo Drafthouse. For a casual vibe, the Old Town Tavern provides a welcoming atmosphere to unwind with friends.

*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 and around Winchester

Winchester, Virginia, is an excellent destination for outdoor enthusiasts and those seeking scenic experiences. Visitors can explore historic houses and places, as well as enjoy the tranquil beauty of local lakes. The area's attractions provide a rich cultural experience, perfect for families and adventurers alike, making Winchester a delightful spot for a memorable vacation.

  • Patsy Cline Historic House: Step into the life of the legendary country singer Patsy Cline at her former home. This charming historic house showcases memorabilia and offers insights into her remarkable career, allowing visitors to feel the cultural essence of her legacy in Winchester.
  • Museum of the Shenandoah Valley: Explore a captivating blend of art and history at this art museum, featuring exquisite exhibitions and beautifully landscaped gardens. The museum highlights the rich heritage of the Shenandoah Valley, making it an enriching experience for art and culture enthusiasts.
  • Summit Point Motorsports Park: Located 18km from Winchester, this motorsports park offers exhilarating racing experiences. Whether you're a spectator or a participant, the adrenaline of the races and the vibrant atmosphere create a thrilling adventure for motorsport fans.

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, is convenient with three major airports nearby. Ronald Reagan Washington National Airport (DCA) is situated 105km away, with luxury hotels such as the InterContinental Washington D.C. - The Wharf and Pendry Washington DC - The Wharf, both just 3km from the airport. Washington Dulles International Airport (IAD) is closer at 68km, featuring the Hyatt Regency Dulles International Airport and The Westin Washington Dulles Airport, both 2km from the terminal. Lastly, Baltimore Washington International Airport (BWI) is 129km away, with excellent options like the Four Seasons Hotel Baltimore, located 13km 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 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 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 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?
TRU By Hilton 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 Spark 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 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 79 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, Nalls Farm Market and Rocking S Ranch. Notable for its historic sites, landmarks like Patsy Cline Historic House, Stonewall Jackson's Headquarters and George Washington's Office 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.