Find hotels in Winchester, VA from AED 274

  • 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

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,249 reviews)
"yes, room was spotless very nice place to stay"
United States
ROBERT
The price is AED 337
AED 367 total
includes taxes & fees
25 Jan - 26 Jan
La Quinta Inn & Suites by Wyndham Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Great stay, as usual"
United States
Mary
The price is AED 303
AED 329 total
includes taxes & fees
20 Feb - 21 Feb
Quality Inn Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,098 reviews)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is AED 360
AED 391 total
includes taxes & fees
8 Feb - 9 Feb
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, (1,439 reviews)
"Clean, spacious room with friendly staff and good breakfast..... would stay there again for sure!"
United States
Eleanor
The price is AED 306
AED 332 total
includes taxes & fees
2 Feb - 3 Feb
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, (1,002 reviews)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is AED 302
AED 328 total
includes taxes & fees
22 Feb - 23 Feb
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, (1,002 reviews)
"Rooms was clean, staff friendly all in all great place to stay for price close to all we needed and cozy "
United States
Frederick
The price is AED 283
AED 321 total
includes taxes & fees
8 Feb - 9 Feb
Spark by Hilton 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, (1,001 reviews)
"Great stay everyone friendly will stay again"
United States
Mary K
The price is AED 278
AED 309 total
includes taxes & fees
2 Feb - 3 Feb
Ramada by Wyndham Strasburg/Shenandoah Valley

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,002 reviews)
"Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's."
United States
kenneth
The price is AED 358
AED 399 total
includes taxes & fees
15 Feb - 16 Feb
Hampton Inn Front Royal

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (815 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is AED 340
AED 370 total
includes taxes & fees
26 Jan - 27 Jan
Fairfield Inn & Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (801 reviews)
"Great stay!"
United States
Rene
The price is AED 393
AED 428 total
includes taxes & fees
1 Feb - 2 Feb
SpringHill Suites by Marriott Winchester

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, (814 reviews)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is AED 272
AED 296 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express Winchester South-Stephens City by IHG

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,000 reviews)
"Great room and staff. Nice restaurant and bar also with good prices. Very nice hotel. 5 stars"
United States
Vincent
The price is AED 358
AED 395 total
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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)
"Great hotel!"
United States
CHARLES
The price is AED 465
AED 527 total
includes taxes & fees
1 Feb - 2 Feb
The George Washington Hotel, A Wyndham Grand Hotel

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,072 reviews)
"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 AED 257
AED 280 total
includes taxes & fees
25 Jan - 26 Jan
Travelodge by Wyndham Winchester

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)
"Good condition "
United States
Phillip
The price is AED 228
AED 253 total
includes taxes & fees
26 Jan - 27 Jan
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (928 reviews)
"Room was great. Staff was extremely friendly."
United States
Amy
The price is AED 393
AED 428 total
includes taxes & fees
31 Jan - 1 Feb
Courtyard by Marriott Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (789 reviews)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is AED 358
AED 390 total
includes taxes & fees
1 Feb - 2 Feb
TRU By Hilton 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, (561 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
The price is AED 404
AED 453 total
includes taxes & fees
28 Jan - 29 Jan
TownePlace Suites by Marriott Front Royal

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1,002 reviews)
"We stay here every year on our way to NC. Always very nice and helpful staff."
United States
Catherine
The price is AED 415
AED 462 total
includes taxes & fees
30 Jan - 31 Jan
Fairfield Inn & Suites Strasburg Shenandoah Valley

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (857 reviews)
"Super clean room comfy beds"
United States
Joy
The price is AED 389
AED 440 total
includes taxes & fees
31 Jan - 1 Feb
Hampton Inn Winchester N/Conference Center, 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.
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

Hotels in Winchester with star-rating

Find out more about Winchester

Top reasons to visit Winchester

  • Rich Historical Significance: Discover Winchester's captivating history through its museums and historic district, showcasing its role in the Civil War.
  • Scenic Outdoor Adventures: Enjoy beautiful lakes and recreational areas perfect for hiking, fishing, and exploring nature.
  • Charming Neighborhoods: Stroll through family-friendly neighborhoods filled with local eateries and boutique shops.
  • Vineyard Visits: Experience delightful wine tastings at nearby vineyards, savoring the region's finest offerings.
  • Diverse Accommodation Options: Choose from a variety of hotels, including pet-friendly and LGBTQIA-friendly options for a comfortable stay.

Find great hotels in Winchester

Explore a variety of hotel accommodations in Winchester, Virginia, ideal for both leisure and business travelers. From pet-friendly options to welcoming environments for LGBTQIA guests, Winchester offers diverse lodging choices, including well-known chains like Wyndham and Quality Inn. Whether you're seeking a cozy suite or a unique agritourism experience, you'll find the perfect place to unwind during your visit to this charming historic town.

  • Travelodge by Wyndham Winchester: Experience comfortable and budget-friendly lodging at Travelodge by Wyndham Winchester, a pet-friendly motel ideal for travelers seeking a hassle-free stay. This welcoming property allows pets onsite, making it perfect for furry companions. Guests appreciate the relaxed atmosphere and essential amenities that cater to both leisure and business travelers. With a straightforward approach to comfort, this motel ensures you feel right at home, offering a cozy retreat after a day of exploring the charming city of Winchester.
  • La Quinta Inn & Suites by Wyndham Winchester: La Quinta Inn & Suites stands out as a modern hotel that combines convenience with a welcoming atmosphere, making it a great choice for business and leisure travelers alike. With its pet-friendly policy and LGBTQIA+ inclusivity, this hotel caters to diverse needs, ensuring every guest feels comfortable. Enjoy spacious rooms equipped with modern amenities, a complimentary breakfast, and easy access to local attractions. The property is designed to accommodate both work and relaxation, providing an ideal environment for all types of travelers.
  • Red Roof Inn Winchester, VA: The Red Roof Inn Winchester, VA offers family-friendly accommodations with a strong focus on inclusivity and comfort. This hotel is not only pet-friendly but also welcomes LGBTQIA+ travelers, ensuring a warm and accepting environment for all guests. Families will appreciate the amenities designed for children, including complimentary cribs and a welcoming atmosphere. With its convenient location, guests can easily access local attractions while enjoying the essential comforts of home, making it a fantastic choice for families and pet owners alike.

Where to stay in and around Winchester

Winchester, Virginia, offers a captivating blend of history and outdoor adventure. Explore charming neighborhoods filled with family-friendly attractions, dine at local eateries, and visit nearby wineries for a taste of the region's finest. Whether you're seeking a scenic weekend getaway or a vibrant urban experience, Winchester serves as a premier destination that promises lasting memories and delightful exploration.

  • Old Town Winchester: Nestled in the heart of Winchester, Old Town is a charming neighborhood that offers a delightful blend of history, shopping, and outdoor experiences. Visitors flock here for its vibrant atmosphere, especially during peak seasons like July to August and October. The area features an array of shopping centers and recreational areas, making it perfect for those looking to explore local boutiques or enjoy a leisurely stroll. Notable landmarks nearby include national parks and a visitor center, providing scenic views and educational experiences to enhance your stay.
  • Winchester Historic District: A short distance from the bustling center, the Winchester Historic District is rich in heritage and offers a picturesque setting for exploration. With its outdoor adventures, recreational areas, and educational facilities, this district attracts visitors year-round, peaking in the warmer months. Golf enthusiasts will find several courses nearby, while the area's historic college university adds a touch of academic charm. You'll also find national parks in close proximity, perfect for nature lovers seeking scenic beauty and adventure.
  • Stephens City: Located a mere 11.3km from Winchester, Stephens City is a quaint town that invites visitors to enjoy its outdoor offerings and recreational facilities. Popular for its arcade adventure zone and entertainment venues, Stephens City experiences a peak in tourist arrivals during the spring and summer months. With nearby national parks and a serene lake, this city provides a refreshing escape for those seeking both adventure and relaxation in a picturesque setting.

Things to do in and around Winchester

Winchester, Virginia, is perfect for outdoor enthusiasts and adventure seekers, offering scenic recreational areas and educational opportunities. Visitors can enjoy wine tastings at local vineyards, catch a film at a movie theater, or explore the area's beautiful landscapes. This charming city combines relaxation and entertainment, making it an ideal vacation destination.

Shopping

In Winchester, you can shop at Apple Blossom Mall, which offers a variety of stores and entertainment. Nalls Farm Market is perfect for local produce and unique gifts. If you're up for a drive, check out Winchester Gateway for more shopping options in a family-friendly atmosphere.

Recreation

At Rock Harbor Golf Course in Winchester, enjoy a round of golf amidst scenic landscapes and vibrant outdoor vibes, perfect for relaxation and friendly competition. Jim Barnett Park offers a tranquil space for leisurely walks and picnics, enhancing your wellness experience. Nearby, Appleland Sports Center provides invigorating recreational activities in a serene environment.

Adventure

At Summit Point Motorsports Park, only 17.7km from Winchester, experience thrilling motor racing in an adrenaline-fueled environment. Watermelon Park Campground, 20.9km away, offers family-friendly outdoor adventures amidst nature. For scenic hiking, explore the Tuckers Lane Trailhead, situated 32.2km from Winchester, featuring beautiful landscapes.

Nightlife

Winchester boasts a vibrant nightlife with venues like Bright Box Theater and Winchester Little Theater, both offering a mix of romance and entertainment. For a unique experience, visit the nearby Morgan County Observatory, perfect for family fun under the stars.

*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, provides numerous budget-friendly options for travelers. Enjoy free attractions like Shenandoah University and Mackintosh Fruit Farm. For transportation, consider walking or biking to save on costs. The best time to visit is from January to March when prices are lower, and Tuesdays are the cheapest days to stay. Use Expedia's search tool for hotel deals, discounts, and package savings by combining flights and activities. Sorting by price can help you find the best deals, ensuring a memorable trip without breaking the bank.

  • 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 options based on your budget, desired location, and preferred type of hotel. To find the best prices and deals, simply 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, is perfect for outdoor and adventure enthusiasts, offering scenic views and rich history. Visitors can explore attractions like the Winchester Museum, the historic district, and various historic sites. Whether you’re seeking cultural experiences or family-friendly activities, Winchester has something for everyone, including beautiful lakes and historic homes to discover.

  • Shenandoah University: Experience the vibrant atmosphere of Shenandoah University, a historic institution that combines education with rich cultural vibes. Explore its beautiful campus, engage with students and faculty, and enjoy various events and performances throughout the year.
  • Museum of the Shenandoah Valley: Discover the artistic treasures at the Museum of the Shenandoah Valley, where art, history, and natural beauty intertwine. Enjoy diverse exhibits ranging from local art to regional history, all set within stunning gardens.
  • Shenandoah Valley Discovery Museum: Perfect for families, the Shenandoah Valley Discovery Museum offers interactive exhibits that encourage learning through play. Kids can explore science, history, and culture in a fun, engaging environment.

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

For your trip to Winchester, Virginia, you can fly into several major airports. Washington Dulles International Airport (IAD) is 67.6km away and offers nearby hotels like the 4-star Hyatt Regency Dulles, just 1.6km from the airport. Martinsburg, WV, has Eastern West Virginia Regional Airport (MRB), located 29.0km away, with options like the Hillbrook Inn, a 4-star B&B 11.6kms from MRB. Hagerstown Regional Airport (HGR) is 69.2km from Winchester, featuring hotels such as the 4-star Mercersburg Inn, 19.3km away. Each hotel provides convenient access to their respective airports, making your travel seamless.

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 The George Washington Hotel, A Wyndham Grand Hotel and Quality Inn Winchester. See all available top hotels, or vacation rentals in Winchester.
What are some of the best vacation rentals that Winchester has to offer?
NEW! Ferrystone Lodge: Mountain Retreat w/ Patio & Fireplace: This vacation home rental near Winchester offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games. See all 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 La Quinta 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?
Quality Inn Winchester is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Microtel Inn & Suites by Wyndham 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 hotel for couples in Winchester?
Secret Gardens Carriage House is a favorite guesthouse for couples, and features a garden and laundry facilities. Other good choices for a stay with your sweetheart include ANS Inn has clean, spacious rooms located on 5 acres with little traffic. and Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed. See all romantic hotels 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.
What's the best pet-friendly place to stay in Winchester?
Quality Inn Winchester is a top hotel for people traveling with their pets, and offers a restaurant and a seasonal outdoor pool for its human guests. Other good options for you and your pet's trip include Hampton Inn Winchester N/Conference Center, VA and Microtel Inn & Suites by Wyndham 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's the best hotel in Winchester that's close to historical sites?
Based on our travel expertise, Secret Gardens Carriage House is a top guesthouse on Expedia for those interested in history, and it features onsite laundry facilities and in-room kitchens. Other choices to soak up the local history include ANS Inn has clean, spacious rooms located on 5 acres with little traffic. and Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed. Also notable landmarks to visit include Stonewall Jackson's Headquarters, Patsy Cline Historic House, and George Washington's Office. See more options for historical stays 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 breakfast, and free WiFi. Other choices that feature an onsite 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 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 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 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 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.

Explore a world of travel with Expedia