Winchester Hotels

  • 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

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
4.0 out of 10, (1 review)
"Our first room was not cleaned when we went in so they moved us to another room. In the new room there was no body wash in the shower. Breakfast was underwhelming with limited options and what was there was dry and tasted old. There were no towels in the pool area and when asked they brought hand towels not even big enough to dry off a 6 year old! Not the experience we are used to for this brand of hotel. "
United States
Courtney
The price is P5,878
P6,659 total
includes taxes & fees
Apr 19 - Apr 20
Home2 Suites By Hilton Winchester

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (263 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is P3,722
P4,142 total
includes taxes & fees
Apr 12 - Apr 13
Relax Inn Motel

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,002 reviews)
"All the staff members were so nice and kind!! The hotel room I booked were very clean and spotless, and the breakfast was even fresh too!"
United States
Kenny
The price is P6,594
P7,340 total
includes taxes & fees
Apr 12 - Apr 13
Hampton Inn Front Royal

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,463 reviews)
"Everything,room was amazing, staff so friendly, breakfast very good "
United States
Douglas Gary
The price is P5,282
P5,747 total
includes taxes & fees
Apr 12 - Apr 13
Microtel Inn & Suites by Wyndham 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, (1,008 reviews)
"Nice room and good location for an overnight stay."
United States
Edward
The price is P4,847
P5,395 total
includes taxes & fees
Apr 14 - Apr 15
Ramada by Wyndham Strasburg/Shenandoah Valley

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)
"Clean, staff was very polite and efficient."
United States
Marc
The price is P6,040
P6,662 total
includes taxes & fees
Apr 12 - Apr 13
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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, (1,001 reviews)
"Breakfast options were minimal."
United States
gregory
The price is P3,842
P4,276 total
includes taxes & fees
Apr 14 - Apr 15
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (836 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is P5,561
P6,051 total
includes taxes & fees
Apr 12 - Apr 13
Fairfield Inn & Suites by Marriott Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,076 reviews)
"Very clean and great rates will stay again if in the area "
United States
Cindi
The price is P4,262
P4,637 total
includes taxes & fees
Apr 8 - Apr 9
Travelodge by Wyndham Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,004 reviews)
"Nice staff, clean with a convenient location make it a good choice for a stay in Winchester. "
United States
Mira
The price is P5,186
P5,876 total
includes taxes & fees
Apr 19 - Apr 20
Spark by Hilton Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,094 reviews)
"Overall a pleasant stay!"
United States
Mark
The price is P6,258
P6,808 total
includes taxes & fees
Apr 29 - Apr 30
Comfort Inn & Suites Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,274 reviews)
"Very nice would stay there again"
United States
John
The price is P6,591
P7,171 total
includes taxes & fees
Apr 8 - Apr 9
La Quinta Inn & Suites by Wyndham Winchester

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (549 reviews)
"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"
United States
Daniel
The price is P4,502
P5,011 total
includes taxes & fees
Apr 12 - Apr 13
Twi-Lite Inn

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,003 reviews)
"Everything was perfect. Would highly recommend this hotel"
Canada
Phyllis
The price is P5,492
P5,976 total
includes taxes & fees
May 5 - May 6
Quality Inn Winchester

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)
"Location of hotel is great for walking to restaurants and shops. "
United States
Paul
The price is P7,334
P8,309 total
includes taxes & fees
Apr 20 - Apr 21
The George Washington Hotel, A Wyndham Grand Hotel

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, (872 reviews)
"The staff was wonderful! "
United States
Jayne
The price is P6,366
P7,212 total
includes taxes & fees
Apr 18 - Apr 19
Hampton Inn Winchester N/Conference Center, VA

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,000 reviews)
"Very clean rooms and friendly staff."
United States
Christine
The price is P5,712
P6,215 total
includes taxes & fees
May 4 - May 5
Country Inn & Suites by Radisson, Winchester, VA

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (952 reviews)
"Great location"
Canada
jim
The price is P6,423
P6,988 total
includes taxes & fees
Apr 14 - Apr 15
Courtyard by Marriott Winchester

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (569 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
The price is P7,623
P8,528 total
includes taxes & fees
Apr 12 - Apr 13
TownePlace Suites by Marriott Front Royal

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, (1,003 reviews)
"Staff was very friendly."
United States
Dixie
The price is P5,282
P5,927 total
includes taxes & fees
Apr 19 - Apr 20
Holiday Inn Winchester Se-Historic Gateway by IHG
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.
Save an average of 15% on thousands of hotels when you're signed in

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

Find out more about Winchester

Top reasons to visit Winchester

  • Historic Charm: Explore the captivating historic district, rich with heritage and charming architecture.
  • Scenic Outdoor Activities: Enjoy various recreational activities and stunning views by local lakes.
  • Cultural Experiences: Visit the Winchester Museum to delve into the region's vibrant history and culture.
  • Local Wine Tasting: Indulge in delightful wine tastings at nearby premier wineries.
  • Diverse Accommodation: Choose from a variety of hotels catering to all traveller needs, ensuring a comfortable stay.

Find great hotels in Winchester

Discover a charming selection of hotels in Winchester, Virginia, offering diverse options to suit every traveller’s needs. Whether you seek pet-friendly accommodations, business-friendly facilities, or an LGBTQIA-welcoming environment, you'll find a warm welcome here. From the renowned Wyndham Winchester to the inviting Quality Inn, Winchester boasts a variety of hotels and suites, ensuring a comfortable and memorable stay amidst its rich history and scenic beauty.

  • La Quinta Inn & Suites by Wyndham Winchester: Emphasising a welcoming atmosphere, La Quinta Inn & Suites is an ideal choice for those seeking a comfortable stay with a touch of modernity. Situated conveniently in Winchester, this hotel caters to business travellers and LGBTQIA guests alike. Its pet-friendly policy, which allows dogs and cats, ensures that furry companions can join in on the adventure. Amenities include complimentary breakfast, Wi-Fi, and well-appointed rooms designed for relaxation. The property’s affiliation with LGBTQI travel guides enhances its reputation as an inclusive destination.
  • Red Roof Inn Winchester, VA: Red Roof Inn stands out for its family-oriented environment and pet-friendly approach, making it a fantastic option for travellers with children and pets. Located in Winchester, this hotel provides a comfortable base for exploring the area. Children’s amenities, including free cribs, ensure a family-friendly experience. The hotel also welcomes pets, with a flexible pet policy that allows dogs and cats. Guests can enjoy complimentary Wi-Fi and a convenient location, making it an excellent choice for both leisure and business stays.
  • Country Inn & Suites by Radisson, Winchester, VA: Offering a blend of comfort and convenience, Country Inn & Suites is perfect for families and business travellers. This 3-star hotel in Winchester features a range of child-friendly amenities, including free cribs, ensuring a pleasant stay for families. Pets are also welcome, with facilities such as food and water bowls available. Guests can enjoy a complimentary breakfast, free Wi-Fi, and spacious rooms designed for relaxation. The hotel’s warm atmosphere and attentive service make it a go-to choice for visitors.

Where to stay in and around Winchester

Winchester, Virginia, offers a delightful blend of historical charm and scenic beauty, perfect for an outdoor adventure. Explore its vibrant downtown, savour local dining options, and indulge in nearby premier wineries. With family-friendly neighbourhoods and a rich historical atmosphere, Winchester serves as an ideal weekend getaway. Discover the surrounding regions for more picturesque landscapes and urban experiences, ensuring a memorable holiday filled with diverse vibes and activities.

  • Old Town Winchester: Nestled in the heart of Winchester, Old Town Winchester is a charming neighbourhood that seamlessly blends history with modern amenities. Visitors flock here for its vibrant outdoor experiences and scenic surroundings. While peak travel occurs in July to August and October, the area remains inviting year-round. Enjoy shopping at local boutiques and malls, or unwind in recreational areas. Notable landmarks include the picturesque national parks and visitor centres, which provide a wealth of information about the area's rich heritage.
  • Winchester Historic District: Just a stone’s throw from Old Town, the Winchester Historic District is a treasure trove of history and culture. With a similar travel pattern, this neighbourhood attracts outdoor enthusiasts and those seeking adventure. Visitors can engage in a variety of activities, from exploring educational sites to enjoying a round of golf. The proximity to national parks and a historic college university brings an added layer of interest, making it a perfect spot for history buffs and nature lovers alike.
  • Stephenson: Located a mere 8.0km from Winchester, Stephenson offers a unique blend of outdoor adventures and cultural experiences. This city is a great choice for those looking to embark on thrilling activities, including motor racing at local venues. Peak visitor numbers are seen during the summer and autumn months, but the charm of Stephenson is constant. Explore its historic places and civic buildings, which reflect the local heritage, or enjoy recreational areas perfect for family outings and relaxation.

Things to do in and around Winchester

Winchester, Virginia, offers a delightful blend of outdoor adventures and scenic beauty. Visitors can enjoy wine tastings, explore the local movie theatre, and partake in various recreational activities. With its charming surroundings, Winchester is an ideal destination for those seeking a mix of relaxation and adventure, making it perfect for a memorable holiday.

Shopping

In Winchester, you can enjoy shopping at Apple Blossom Mall, which offers a mix of entertainment and family-friendly vibes. Nalls Farm Market provides a taste of local produce. If you're up for a drive, Winchester Gateway also features a variety of shops in a pleasant atmosphere.

Recreation

Rock Harbor Golf Course offers a tranquil outdoor setting for golf enthusiasts, surrounded by lush greenery and scenic views. For relaxation, Jim Barnett Park provides a peaceful atmosphere with walking trails and picnic spots. Just a short drive away, Appleland Sports Center features various wellness activities to rejuvenate your spirit.

Adventure

Experience the thrill of racing at Summit Point Motorsports Park, located 17.7km from Winchester, where adrenaline meets speed. Alternatively, enjoy family camping at Watermelon Park Campground, 20.9km away, perfect for outdoor adventures. For a unique challenge, try North Mountain Paintball, also 17.7km from the city.

Nightlife

Experience Winchester's vibrant nightlife at Bright Box Theater, where romance and culture collide. For a family-friendly outing, visit the Morgan County Observatory, 33.8km away, for a stellar evening. Alternatively, enjoy another dose of culture at Winchester Little Theater, nestled in the heart of the city.

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

Booking tips and Expedia advantages for Winchester

For a budget-friendly visit to Winchester, consider travelling between January and March for lower accommodation rates. Walking, biking, or using a car are economical transport options. Enjoy free attractions like Shenandoah University and Mackintosh Fruit Farm. Book your stay on a Tuesday for the best rates, and avoid Saturdays when prices peak. Use Expedia to find eco-friendly hotels and combine your bookings for extra savings. Remember to filter for the best deals and last-minute offers to maximise your budget.

  • 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 tool to refine your preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly accommodation options currently available. To find the most affordable rates 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.

Find the best attractions in Winchester

Winchester, Virginia, offers an enchanting blend of outdoor adventure and rich history, making it perfect for tourists. Visitors can explore the historic Winchester district, delve into the local culture at the Winchester Museum, and enjoy scenic views by the lake. This charming destination caters to families and culture enthusiasts alike, providing plenty of opportunities to experience its historic houses and captivating sites both within and around the city.

  • Abrams Creek Wetlands Preserve: Immerse yourself in nature at this serene preserve, where you can explore trails that meander through lush wetlands. Enjoy birdwatching and the tranquil sounds of nature, making it a perfect eco-friendly adventure.
  • Shenandoah University: Experience the rich cultural heritage at this historic university, where you can stroll through its picturesque campus and engage with art and performances that reflect the local community’s vibrant spirit.
  • Museum of the Shenandoah Valley: Delve into the region's history and artistry at this engaging museum, featuring stunning exhibits and beautiful gardens that celebrate the cultural legacy of the Shenandoah Valley.

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.

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

Reaching Winchester, Virginia, is convenient with several nearby airports. Washington Dulles International Airport (IAD) is situated 67.6km away, with excellent hotel options such as the 4-star Hyatt Regency Dulles, only 1.6km from the airport. Hagerstown Regional Airport (HGR) is 69.2km distant, offering hotels like the 3-star Springhill Suites by Marriott, located 9.7km away. Closer still is Eastern West Virginia Regional Airport (MRB), just 29.0km from Winchester, with accommodations including the 3-star Home2 Suites by Hilton, 4.8km from the airport. Each hotel provides accessible transport services to their respective airports, ensuring a smooth arrival for tourists.

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.
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?
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 options for your kid-friendly vacation include Hampton Inn Winchester-University/Mall Area and Microtel Inn & Suites by Wyndham Winchester. 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?
Hampton Inn Winchester-University/Mall Area is a top hotel for people traveling with their pets, and offers an outdoor pool and a fitness center for its human guests. Other good options for you and your pet's trip include La Quinta Inn & Suites by Wyndham Winchester and Microtel Inn & Suites by Wyndham Winchester. See more pet-friendly hotel accommodations in Winchester.
What are some hotels with pools in Winchester?
La Quinta Inn & Suites by Wyndham Winchester is a top hotel with an indoor pool, free buffet breakfast, and free WiFi. Other choices that feature an onsite 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 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 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 77 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, Nalls Farm Market, and Rocking S Ranch. Notable for its historic sites, landmarks like Patsy Cline Historic House, Mt Hebron Cemetery, and Stonewall Jackson's Headquarters are not to be missed. 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.