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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, (2244)
"Staff is very pleasant and personable. "
United States
Julie
The price is NT$3,103
NT$3,376 total
includes taxes & fees
Jan 6 - Jan 7
La Quinta Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1098)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is NT$2,988
NT$3,251 total
includes taxes & fees
Jan 25 - Jan 26
Comfort Inn & Suites Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1421)
"Clean room great helpful staff good breakfast"
United States
Loretta
The price is NT$2,488
NT$2,707 total
includes taxes & fees
Jan 13 - Jan 14
Microtel Inn & Suites by Wyndham 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, (1005)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is NT$2,607
NT$2,836 total
includes taxes & fees
Feb 1 - Feb 2
Country Inn & Suites by Radisson, Winchester, VA

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1003)
"The place is spotless, comfortable and quiet. Very convenient as well, right off of 81"
United States
Michael
The price is NT$2,421
NT$2,743 total
includes taxes & fees
Jan 25 - Jan 26
Spark by Hilton Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (794)
"Great stay!"
United States
Rene
The price is NT$3,364
NT$3,660 total
includes taxes & fees
Jan 18 - Jan 19
SpringHill Suites by Marriott Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very Good, (1007)
"The complimentary breakfast was good. But the authentic Mexican restaurant on the premises was awesome."
United States
Robert
The price is NT$2,296
NT$2,556 total
includes taxes & fees
Jan 13 - Jan 14
Ramada by Wyndham Strasburg/Shenandoah Valley

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (781)
"Clean rooms, courteous staff"
United States
Holly
The price is NT$2,324
NT$2,529 total
includes taxes & fees
Jan 26 - Jan 27
TRU By Hilton Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1003)
"Great stay, as usual"
United States
Mary
The price is NT$2,376
NT$2,585 total
includes taxes & fees
Jan 18 - Jan 19
Quality Inn Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (809)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is NT$2,830
NT$3,079 total
includes taxes & fees
Jan 7 - Jan 8
Fairfield Inn & Suites by Marriott Winchester

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is NT$9,077
NT$9,922 total
includes taxes & fees
Jan 20 - Jan 21
Glen Gordon Manor

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (483)
"Nice place to stay. Great staff and breakfast."
United States
Stormy
The price is NT$3,364
NT$3,660 total
includes taxes & fees
Jan 5 - Jan 6
TownePlace Suites by Marriott Winchester

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, (1003)
"Clean rooms and property. Staff was amazing. Hot tub and pool area were great and clean. Very comfortable stay. Only issue was shower was very slow to drain but confident staff will fix it for next"
United States
Edward
The price is NT$3,065
NT$3,381 total
includes taxes & fees
Jan 11 - Jan 12
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1005)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is NT$3,580
NT$3,985 total
includes taxes & fees
Jan 11 - Jan 12
Hampton Inn Front Royal

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1001)
"Good condition "
United States
Phillip
The price is NT$1,947
NT$2,168 total
includes taxes & fees
Jan 5 - Jan 6
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (810)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is NT$2,324
NT$2,529 total
includes taxes & fees
Jan 11 - Jan 12
Holiday Inn Express Winchester South-Stephens City by IHG

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1083)
"Hotels well Located off 81 for a nice pull Off and overnight stay. Staff is friendly and helpful and rooms comfortable and quiet. "
United States
Stefanie
The price is NT$2,136
NT$2,324 total
includes taxes & fees
Jan 18 - Jan 19
Travelodge by Wyndham Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (923)
"Easy check in, friendly staff, clean and quiet room. Location convenient to store."
United States
Brenda
The price is NT$3,361
NT$3,657 total
includes taxes & fees
Jan 10 - Jan 11
Courtyard by Marriott Winchester

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1005)
"great stay with breakfast too"
United States
James
The price is NT$2,269
NT$2,469 total
includes taxes & fees
Jan 26 - Jan 27
Sleep Inn & Suites Winchester near University

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1001)
"We like staying here on our way south."
United States
Catherine
The price is NT$3,549
NT$3,950 total
includes taxes & fees
Jan 8 - Jan 9
Fairfield Inn & Suites Strasburg Shenandoah Valley
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?
SpringHill Suites by Marriott Winchester is a favorite property for Expedia customers. This hotel offers free breakfast and an indoor pool. Other top choices based on reviews include Quality Inn 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, Microtel Inn & Suites by Wyndham Winchester is a popular hotel for our travelers who want a more economical choice, and features free breakfast and free WiFi. Other good options for your budget-friendly stay include Travelodge by Wyndham Winchester and La Quinta Inn & Suites 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 Quality Inn Winchester and Hampton Inn Winchester-University/Mall Area. Attractions like Shenandoah Valley Discovery Museum and Nalls Farm Market are also fun for kids of all ages. Find more child-friendly accommodations in Winchester.
What's the best LGBTQ-friendly hotel in Winchester?
La Quinta Inn & Suites by Wyndham Winchester is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. Holiday Inn Winchester Se-Historic Gateway by IHG and Microtel Inn & Suites by Wyndham Winchester are other good options for your vacation. See all available hotels listed as LGBTQ-friendly in Winchester.
What's the best pet-friendly place to stay in Winchester?
Microtel 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 Quality Inn Winchester and Hampton Inn Winchester N/Conference Center, VA. 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?
Microtel Inn & Suites by Wyndham Winchester is a top hotel with an indoor pool, free breakfast, and free WiFi. Other choices that feature an onsite pool include La Quinta 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 76 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 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, Stonewall Jackson's Headquarters, and The Kernstown Battlefield 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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