Find hotels in Winchester, VA from NT$2,065

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Compare 2,034 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1012)
"Great hotel!"
United States
CHARLES
The price is NT$3,956
NT$4,483 total
includes taxes & fees
Dec 15 - Dec 16
The George Washington Hotel, A Wyndham Grand Hotel

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
Winchester
9.2 out of 10, Wonderful, (2219)
"Clean, beautiful bedding Friendly staff"
United States
Heather
The price is NT$3,264
NT$3,552 total
includes taxes & fees
Dec 16 - Dec 17
La Quinta Inn & Suites by Wyndham Winchester

TRU By Hilton Winchester

2.5 star property
Winchester
9.0 out of 10, Wonderful, (765)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is NT$2,274
NT$2,474 total
includes taxes & fees
Jan 7 - 2026/1/8
TRU By Hilton Winchester

Travelodge by Wyndham Winchester

2.5 star property
Winchester
8.6 out of 10, Excellent, (1079)
"Good price, good location "
United States
George
The price is NT$2,124
NT$2,311 total
includes taxes & fees
Dec 22 - Dec 23
Travelodge by Wyndham Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
Winchester
9.0 out of 10, Wonderful, (1005)
"Clean room, nicely furnished."
United States
Marilyn
The price is NT$2,312
NT$2,609 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Winchester Se-Historic Gateway by IHG

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1374)
"Excellent accommodations"
United States
Loretta
The price is NT$2,249
NT$2,447 total
includes taxes & fees
Jan 5 - 2026/1/6
Microtel Inn & Suites by Wyndham Winchester

Quality Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1006)
"Great stay"
United States
Jaron
The price is NT$2,363
NT$2,571 total
includes taxes & fees
Dec 15 - Dec 16
Quality Inn Winchester

Candlewood Suites Winchester by IHG

2.5 star property
Winchester
8.8 out of 10, Excellent, (542)
"Very clean room, excellent staff!!!"
United States
James
The price is NT$2,437
NT$2,651 total
includes taxes & fees
Jan 3 - 2026/1/4
Candlewood Suites Winchester by IHG

SpringHill Suites by Marriott Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (774)
"Clean room, courteous and professional staff. Great breakfast selections"
United States
Lauris
The price is NT$3,346
NT$3,640 total
includes taxes & fees
Dec 14 - Dec 15
SpringHill Suites by Marriott Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (508)
"Great hotel"
United States
DONNA D
The price is NT$2,983
NT$3,379 total
includes taxes & fees
Dec 14 - Dec 15
Hilton Garden Inn Winchester

Spark by Hilton Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (1001)
"Great location close to restaurants "
United States
SILVIA
The price is NT$2,349
NT$2,662 total
includes taxes & fees
Jan 4 - 2026/1/5
Spark by Hilton Winchester

Holiday Inn Express Hotel & Suites Winchester by IHG

2.5 star property
Winchester
9.0 out of 10, Wonderful, (798)
"Clean room, easy and quick check in."
United States
Jacqueline
The price is NT$3,249
NT$3,535 total
includes taxes & fees
Dec 16 - Dec 17
Holiday Inn Express Hotel & Suites Winchester by IHG

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
Winchester
9.0 out of 10, Wonderful, (797)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is NT$2,894
NT$3,149 total
includes taxes & fees
Dec 11 - Dec 12
Fairfield Inn & Suites by Marriott Winchester

Comfort Inn & Suites Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (1075)
"Very clean, helpful staff"
United States
Kathleen
The price is NT$3,120
NT$3,395 total
includes taxes & fees
Jan 5 - 2026/1/6
Comfort Inn & Suites Winchester

Hampton Inn Winchester-University/Mall Area

2.5 star property
Winchester
9.0 out of 10, Wonderful, (1002)
"Staff, clean room, very comfortable bed!"
United States
Terri
The price is NT$3,099
NT$3,511 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn Winchester-University/Mall Area

Courtyard by Marriott Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (912)
"comfortable room, amenities and staff"
United States
Prashant
The price is NT$3,343
NT$3,637 total
includes taxes & fees
Dec 14 - Dec 15
Courtyard by Marriott Winchester

Sleep Inn & Suites Winchester near University

2.5 star property
Winchester
7.8 out of 10, Good, (1000)
"The rooms were clean and the facility seemed safe and well maintained. The room had seen many patches and repairs and had a distinct smell. The indoor pool, “gym” and breakfast were a plus. "
United States
tyshia
The price is NT$2,132
NT$2,320 total
includes taxes & fees
Jan 4 - 2026/1/5
Sleep Inn & Suites Winchester near University

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
Winchester
8.8 out of 10, Excellent, (1004)
"Have stayed here multiple times -always good"
United States
Robert
The price is NT$2,662
NT$2,896 total
includes taxes & fees
Jan 4 - 2026/1/5
Country Inn & Suites by Radisson, Winchester, VA

Days Inn by Wyndham Winchester

2.0 star property
Winchester
6.6 out of 10, (480)
"Very comfortable stay"
United States
Jose David
The price is NT$2,109
NT$2,294 total
includes taxes & fees
Dec 11 - Dec 12
Days Inn by Wyndham Winchester

Motel 6 Winchester, VA

2.0 star property
Winchester
8.2 out of 10, Very Good, (1001)
"Very good and convenient budget motel in Winchester, happy to recommend."
United States
Jane
The price is NT$2,124
NT$2,406 total
includes taxes & fees
Dec 9 - Dec 10
Motel 6 Winchester, VA
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

Hotels in Winchester with star-rating

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Enjoy stunning scenery and a variety of activities in Winchester's beautiful landscapes.
  • Rich History: Explore the charming historic district, including the Winchester Museum and captivating historic houses.
  • Local Wineries: Experience delightful wine tastings at nearby vineyards, perfect for a relaxing getaway.
  • Family-Friendly Atmosphere: Discover a vibrant community with dining options and boutique shops suitable for all ages.
  • Welcoming Accommodations: Choose from diverse hotels that cater to various traveler needs, ensuring a comfortable stay.

Find great hotels in Winchester

Discover the charming accommodations in Winchester, Virginia, where a variety of hotels cater to every traveler’s needs. Whether you're seeking pet-friendly options, a welcoming environment for LGBTQIA guests, or comfortable business travel facilities, you'll find plenty of choices. From the renowned Wyndham Winchester to quality suites, this historic city offers a delightful stay for everyone. Embrace the warmth and hospitality of Winchester as you explore its rich heritage and vibrant culture.

  • Travelodge by Wyndham Winchester: Nestled in the heart of Winchester, Travelodge by Wyndham offers a comfortable and budget-friendly stay, perfect for travelers seeking a pet-friendly experience. This Motel-style lodging welcomes furry companions with specific pet policies that ensure a pleasant stay for all. With amenities like free Wi-Fi and parking, guests can enjoy convenience without breaking the bank. Whether you're here for leisure or business, this property provides a cozy atmosphere and essential facilities to make your visit enjoyable.
  • La Quinta Inn & Suites by Wyndham Winchester: A welcoming haven for both leisure and business travelers, La Quinta Inn & Suites combines modern comfort with a pet-friendly policy and a commitment to inclusivity. This hotel is LGBTQIA welcoming, providing a safe and friendly environment for all guests. Enjoy complimentary breakfast, an indoor pool, and spacious rooms equipped with all necessary amenities. With a convenient location, you can explore Winchester while knowing your pets are well accommodated, making it an ideal choice for family trips.
  • Red Roof Inn Winchester, VA: Known for its family-friendly atmosphere and LGBTQIA welcoming spirit, Red Roof Inn Winchester is an excellent option for those traveling with kids and pets. This hotel offers amenities tailored for children, including free cribs, ensuring a comfortable stay for families. With its pet-friendly policy, guests can bring their furry friends along without worry. The property also features free Wi-Fi and a convenient location to explore nearby attractions, making it a suitable choice for both relaxation and adventure.

Where to stay in and around Winchester

Winchester, Virginia, offers a delightful blend of history and outdoor adventure. Explore its charming downtown, featuring family-friendly dining and boutique shops. Venture nearby to discover local wineries and scenic landscapes perfect for a weekend getaway. The area is rich in historical sites, providing a unique glimpse into America's past while maintaining a vibrant urban atmosphere. Whether you're seeking relaxation or exploration, Winchester promises an unforgettable travel experience.

  • Old Town Winchester: Nestled in the heart of Winchester, Old Town is a charming neighborhood that showcases the area's rich history and vibrant community. Visitors flock here for outdoor adventures, scenic strolls, and shopping experiences. From unique boutiques to bustling shopping centers, there is something for everyone. The nearby national park and visitor center offer opportunities for exploration and relaxation amidst nature. The peak travel months are July to August and October, making it a lively spot during the warm seasons.
  • Winchester Historic District: This captivating neighborhood is a treasure trove of historical significance and outdoor activities. The Winchester Historic District is perfect for those seeking adventure and scenic beauty. With recreational areas, educational institutions, and golf facilities, there are plenty of ways to enjoy your time here. The proximity to national parks and historic college universities adds to the allure. Like Old Town, visitor numbers peak in the summer and fall months, ensuring a bustling atmosphere.
  • Stephenson: Located approximately 8.0km from Winchester, Stephenson is a vibrant city that offers a blend of culture and adventure. Known for its outdoor attractions, this area is ideal for those seeking to immerse themselves in recreational activities. Visitors can enjoy educational experiences and even motor racing events. The city's historic sites and civic government buildings provide a glimpse into the past, making it an interesting stop on your journey. Travel to Stephenson peaks during the warm months, ensuring plenty of excitement awaits.

Things to do in and around Winchester

Winchester, Virginia, is perfect for outdoor and adventure enthusiasts, offering stunning scenery and a variety of activities. Visitors can enjoy wine tastings at local vineyards, catch a film at the movie theater, and explore the recreational areas. With its rich history and vibrant community, Winchester promises an enjoyable vacation filled with unique experiences and attractions for everyone.

Shopping

Winchester offers a delightful shopping experience with places like Apple Blossom Mall, perfect for family vibes, and Nalls Farm Market for unique local goods. If you're up for a drive, Winchester Gateway also provides a great selection in a vibrant atmosphere.

Recreation

Rock Harbor Golf Course offers a serene outdoor experience for golf enthusiasts, with beautifully maintained greens and stunning views. For relaxation, Jim Barnett Park features walking trails and peaceful picnic areas, perfect for unwinding amid nature. Appleland Sports Center, located 9.7km from Winchester, provides various wellness activities to rejuvenate your spirit.

Adventure

At Summit Point Motorsports Park, immerse yourself in the exhilarating world of motor racing, located 17.7km from Winchester. For family-friendly outdoor fun, Watermelon Park Campground invites you to enjoy camping adventures 20.9km away. Experience breathtaking views along the Tuckers Lane Trailhead, 32.2km from the city.

Nightlife

Experience the vibrant nightlife at Bright Box Theater with its romantic and cultural shows. For a family-friendly outing, visit the Morgan County Observatory, just 33.8km away, where entertainment meets stargazing. Don't miss the Winchester Little Theater for more captivating performances in a charming setting.

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

Booking tips and Expedia advantages for Winchester

To save money during your visit to Winchester, consider enjoying free attractions like Shenandoah University and Mackintosh Fruit Farm. For transportation, walking or biking is ideal, while car rentals can also be economical. Plan your trip between January and March for the lowest accommodation prices, especially on Tuesdays. For the best deals, utilize Expedia to sort hotel prices and consider package deals that combine flights and activities. Look out for discounts and last-minute offers to maximize your savings while exploring this charming city.

  • 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: Utilize Expedia’s search tool to refine your preferences, such as your budget, preferred location, and desired hotel type. To find the best prices and deals, be sure to sort 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, Virginia, offers a perfect blend of outdoor adventures and rich history, making it an ideal vacation spot. Explore the charming historic district, visit the Winchester Museum, and discover the captivating historic houses and lakes nearby. With a focus on culture and family-friendly experiences, Winchester provides a variety of attractions that cater to all types of travelers seeking scenic beauty and engaging activities.

  • Shenandoah University: Experience the vibrant atmosphere of this historic university, known for its beautiful campus and diverse cultural events. Engage with students and faculty, explore the arts, and enjoy the university's commitment to education and innovation.
  • Museum of the Shenandoah Valley: Discover the region's rich history and artistic heritage at this art museum. Featuring stunning exhibits and beautiful gardens, it's a delightful place to immerse yourself in local culture and art.
  • Shenandoah Valley Discovery Museum: Perfect for families, this children's museum offers hands-on exhibits that inspire creativity and learning. Enjoy interactive displays that engage visitors of all ages in the wonders of science and nature.

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

When traveling to Winchester, Virginia, you have several airport options. Washington Dulles International Airport (IAD) is located 67.6km away, with nearby hotels such as the 4-star Hyatt Regency Dulles and The Westin Washington Dulles Airport, both just 1.6km from the airport. Martinsburg, WV (MRB), 29.0km from Winchester, offers accommodations like the Hillbrook Inn, an upscale bed & breakfast 11.6kms away. Hagerstown Regional Airport (HGR) is 69.2km away, with options like the 4-star Mercersburg Inn, located 19.3km from the airport. Each hotel provides convenient access to their respective airports for a smooth travel experience.

Frequently asked questions

Where is the best place to stay in Winchester?
Comfort Inn & Suites Winchester is a favorite property for Expedia customers. This hotel offers free breakfast and free parking. Other top choices based on reviews include SpringHill Suites by Marriott 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.
Where can I learn more about changing or cancelling my trip to Winchester?
To find more details about updating your trip to Winchester or cancelling it, click here.
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 Microtel Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester. View all budget hotels in Winchester.
What's the best place to stay when traveling with kids to Winchester?
Microtel Inn & Suites by Wyndham Winchester is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Country Inn & Suites by Radisson, Winchester, VA and Holiday Inn Winchester Se-Historic Gateway by IHG. Attractions like Shenandoah Valley Discovery Museum and Rocking S Ranch 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?
La Quinta Inn & Suites by Wyndham Winchester is a top hotel for people traveling with their pets, and offers an indoor pool and free WiFi for its human guests. Other good options for you and your pet's trip include Microtel Inn & Suites by Wyndham Winchester and Comfort Inn & Suites Winchester. See more pet-friendly hotel accommodations in Winchester.
Where is the best place to stay with easy access to Shenandoah University?
Adjacent to Shenandoah University, Hampton Inn Winchester-University/Mall Area is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. Other good choices close by include La Quinta Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester.
What about the best place to stay near Bluemont Vineyard?
One of the top choices for your stay is Weddings at Highholdborne, located 1.6 mi (2.5 km) from Bluemont Vineyard, and this 3.5-star villa offers free breakfast and a restaurant. The Manor at Airmont and Airwell Bed and Breakfast are a couple of other good options within a few miles.
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 Hilton Garden Inn 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 the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?
Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.
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 79 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, Rocking S Ranch, and Nalls Farm Market. Notable for its historic sites, landmarks like Stonewall Jackson's Headquarters, Patsy Cline Historic House, and George Washington's Office 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.

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