Find hotels in Winchester, VA from Rp1.150.738

  • 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

Go beyond your typical stay in Winchester

Check prices for these dates

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Winchester hotels

1. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,441 reviews)
"Perfect accommodation- great breakfast and attentive gracious staff"
United States
Kathleen
The price is Rp1.446.560
Rp1.610.022 total
includes taxes & fees
9 Nov - 10 Nov
Microtel Inn & Suites by Wyndham Winchester

2. 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, (2,264 reviews)
"Great place to stay the night after a long drive"
United States
lucy
The price is Rp1.872.391
Rp2.083.970 total
includes taxes & fees
15 Nov - 16 Nov
La Quinta Inn & Suites by Wyndham Winchester

3. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.6 out of 10, Exceptional, (1,151 reviews)
"Convenient to the highway and reasonably priced."
United States
Donna S.
The price is Rp1.795.181
Rp1.998.037 total
includes taxes & fees
29 Nov - 30 Nov
Comfort Inn & Suites Winchester

4. 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, (1,005 reviews)
"Always great place and the old nostalgic look is the best"
United States
Christophe
The price is Rp2.357.531
Rp2.671.082 total
includes taxes & fees
19 Nov - 20 Nov
The George Washington Hotel, A Wyndham Grand Hotel

5. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (970 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is Rp1.675.297
Rp1.864.606 total
includes taxes & fees
10 Nov - 11 Nov
Fairfield Inn & Suites by Marriott Winchester

6. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Hotel was very clean and breakfast was delicious with a lot of options"
United States
Kailyn
The price is Rp1.467.897
Rp1.633.768 total
includes taxes & fees
15 Nov - 16 Nov
TRU By Hilton Winchester

7. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,006 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
The price is Rp1.172.618
Rp1.328.575 total
includes taxes & fees
6 Dec - 7 Dec
Spark by Hilton Winchester

8. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,001 reviews)
"Welcoming Staff, clean room at a good price."
United States
DARLA
The price is Rp1.399.184
Rp1.557.292 total
includes taxes & fees
9 Nov - 10 Nov
Quality Inn Winchester

9. 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, (1,005 reviews)
"Great hotel."
United States
Nicholas
The price is Rp1.717.790
Rp1.966.146 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG

10. 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, (964 reviews)
"The breakfast was delicious, it was very welcoming very clean best ever had at motel"
United States
Elizabeth
The price is Rp1.912.714
Rp2.167.105 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Winchester N/Conference Center, VA

11. 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, (1,003 reviews)
"Comfortable bed, friendly staff, and convenient location"
United States
Zohair
The price is Rp1.543.480
Rp1.717.893 total
includes taxes & fees
6 Dec - 7 Dec
Country Inn & Suites by Radisson, Winchester, VA

12. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (915 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is Rp2.052.669
Rp2.284.622 total
includes taxes & fees
22 Nov - 23 Nov
SpringHill Suites by Marriott Winchester

13. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"We had an amazing stay and will be back! The rooms were clean and comfy and staff were very helpful."
United States
Jessica
The price is Rp1.936.582
Rp2.155.416 total
includes taxes & fees
15 Nov - 16 Nov
Courtyard by Marriott Winchester

14. 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, (871 reviews)
"Very clean comfortable bed good breakfast"
United States
David
The price is Rp1.989.790
Rp2.214.636 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Hotel & Suites Winchester by IHG

15. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (657 reviews)
"Nice place to stay. Convenient for our travels."
United States
marilyn
The price is Rp1.446.560
Rp1.610.021 total
includes taxes & fees
15 Nov - 16 Nov
Candlewood Suites Winchester by IHG

16. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,074 reviews)
"Clean room, good staff, good location"
United States
Gregory
The price is Rp1.265.740
Rp1.396.111 total
includes taxes & fees
1 Dec - 2 Dec
Travelodge by Wyndham Winchester

17. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (534 reviews)
"Always a great place to land!! Love the location!! Great walking areas, a grocery store and lots of restaurants within walking distance!! Many many good wineries as well!!"
United States
Lori
The price is Rp2.044.170
Rp2.275.162 total
includes taxes & fees
11 Nov - 12 Nov
TownePlace Suites by Marriott Winchester

18. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (562 reviews)
"Great location."
United States
Mark
The price is Rp2.136.388
Rp2.420.528 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Winchester

19. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.6 out of 10, Good, (1,005 reviews)
"I had a good stay and staff was friendly"
United States
Leah
The price is Rp1.150.738
Rp1.280.771 total
includes taxes & fees
6 Dec - 7 Dec
Sleep Inn & Suites Winchester near University

20. 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)
"I like the cleanliness of the room and the breakfast options."
United States
Henedina
The price is Rp1.659.928
Rp1.880.698 total
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn Winchester-University/Mall Area
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.

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.

A white neoclassical building with columns, an American flag, and a clock tower.

Top Winchester Hotel Reviews

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 MonthTemperaturePrecipitationCloudinessOccupancyPricing
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

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, Microtel Inn & Suites by Wyndham Winchester is a popular hotel for our travellers who want a more economical choice, and features free full breakfast and free Wi-Fi. Other options to stay on the cheap include La Quinta Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester. View all budget hotels in Winchester.

What's the best family accommodation in Winchester?

Quality Inn Winchester is a hotel with a restaurant and free parking, 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 Holiday Inn Winchester Se-Historic Gateway by IHG. Also, attractions such as Shenandoah Valley Discovery Museum and Rocking S Ranch are fun for children of all ages. Find more child-friendly accommodations in Winchester.

What's the best LGBTQ-friendly place to stay in Winchester?

TRU By Hilton Winchester is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. Microtel Inn & Suites by Wyndham Winchester and La Quinta 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 Quality Inn Winchester and Microtel Inn & Suites by Wyndham Winchester. See more pet-friendly hotel accommodations in Winchester.

What's the best hotel for a golf holiday in Winchester?

Comfort Inn & Suites Winchester is a top hotel that has an adjacent golf course and features free breakfast. You can tee off at Rock Harbor Golf Course during your trip. See more golf hotels in Winchester.

What are some hotels with pools in Winchester?

Microtel Inn & Suites by Wyndham Winchester is a top hotel with an indoor pool, free full breakfast and free self-parking. Other choices that offer an on-site pool include La Quinta 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 75 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, Rocking S Ranch and Nalls Farm Market. 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.

Where is the best place to stay in Winchester?

Based on our traveller data, The George Washington Hotel, A Wyndham Grand Hotel is one of the top choices for your stay. This hotel offers a full-service spa and 2 restaurants. Other good choices for your trip include Travelodge by Wyndham Winchester and La Quinta Inn & Suites by Wyndham Winchester. See all available top hotels, or vacation rentals in Winchester.