Find hotels in Winchester, VA from $60

Top reasons to visit Winchester

• Historic Charm: Explore the beautiful Winchester Historic District, filled with rich history and stunning architecture.
• Outdoor Adventures: Enjoy scenic landscapes and engage in activities like hiking, skiing, and visiting nearby lakes.
• Local Wineries: Experience delightful wine tastings at local vineyards, perfect for wine enthusiasts.
• Cultural Exploration: Visit the Winchester Museum and discover historic sites that showcase the area's heritage.
• Comfortable Accommodations: Choose from a range of charming hotels that cater to various travel needs.

Find great hotels in Winchester

Discover the charming accommodations in Winchester, Virginia, where a variety of hotels await to cater to your unique travel needs. Whether you're seeking pet-friendly options, business-themed amenities, or an LGBTQIA-welcoming environment, Winchester has it all. From the well-known Wyndham Winchester to quality inns and luxurious suites, you'll find the perfect place to unwind after exploring this historic town.

• Travelodge by Wyndham Winchester: This cozy motel offers a welcoming pet-friendly atmosphere, perfect for travelers seeking a relaxed getaway. With its convenient location in Winchester, it's ideal for those who want to explore the area's charm while bringing along their furry friends. Amenities include a pet policy that allows dogs and cats, ensuring that your pets are permitted in your room. Guests appreciate the straightforward accommodations and value for money, making it a solid choice for budget-conscious travelers.
• La Quinta Inn & Suites by Wyndham Winchester: A contemporary hotel that blends comfort with a business-friendly environment, La Quinta Inn & Suites is perfect for both leisure and corporate guests. This LGBTQIA-welcoming property features multiple meeting rooms and an accessible business center, catering to professional needs. Pet owners will find accommodations available for dogs and cats, allowing for a stress-free stay with pets. Guests rave about the warm atmosphere and the property's close proximity to local attractions, making it an excellent base for exploring Winchester.
• Red Roof Inn Winchester, VA: This family-friendly hotel strikes a harmonious balance between comfort and convenience, welcoming both pets and children. With an emphasis on accommodating families, Red Roof Inn offers free cribs and ensures a safe environment for young guests. The LGBTQIA-friendly hotel is also pet-friendly with a flexible pet policy. Visitors appreciate the value and comfort of the rooms, along with the hotel's prime location, making it easy to enjoy all that Winchester has to offer.

Where to stay in and around Winchester

Winchester, Virginia, is a charming destination perfect for outdoor enthusiasts and history buffs alike. Explore scenic landscapes, visit local wineries, and dine at delightful eateries that reflect the area's rich cultural vibe. Nearby attractions offer family-friendly adventures and urban experiences, making it an ideal weekend getaway. Discover the blend of historical sites and modern amenities in this premier destination, where every corner tells a story waiting to be explored.

• Old Town Winchester: Nestled in the heart of Winchester, Old Town offers a charming blend of history and modernity. With its cobblestone streets, it invites visitors to explore unique boutiques, local eateries, and a vibrant arts scene. Outdoor enthusiasts will appreciate nearby parks and recreational areas, while families can enjoy educational attractions like historic sites and museums. The bustling atmosphere peaks in the summer and fall, making it an ideal spot for those seeking adventure and fun.
• Stephenson: Located a short drive of 5 miles from Winchester, Stephenson is a delightful city known for its scenic beauty and outdoor activities. Visitors can indulge in exhilarating experiences at the local racetrack or unwind by the picturesque lake. With a welcoming community vibe, Stephenson is perfect for those looking to escape urban life while enjoying nature. The peak travel seasons, during the summer and fall, attract adventurers and nature lovers seeking both excitement and tranquility.
• Winchester Historic District: This historic neighborhood in Winchester showcases the city’s rich heritage and offers a plethora of activities for visitors. With beautiful parks and well-maintained golf courses, it's a fantastic destination for outdoor enthusiasts and families alike. The district's proximity to shopping centers and a visitor center makes it convenient for tourists. Peak visitation occurs in the summer and fall, providing ample opportunities for adventure and exploration of the area's fascinating history.

Things to do in and around Winchester

Winchester, Virginia, is an ideal destination for outdoor enthusiasts and adventure seekers, offering scenic landscapes and a range of activities. Visitors can enjoy wine tastings at local vineyards, explore recreational areas, and catch a movie at the local theater. Additionally, winter sports like skiing provide thrilling options for adventure lovers. With its blend of education and leisure, Winchester promises an enjoyable vacation experience.

Shopping

In Winchester, you can shop at Apple Blossom Mall for a variety of stores and entertainment options. Also, visit Nalls Farm Market for local goods, or explore Apple Valley Square Shopping Center for family-friendly shopping. If you're up for a drive, check out nearby markets for unique finds.

Recreation

At Rock Harbor Golf Course, enjoy a round of golf amidst serene landscapes, perfect for both relaxation and a bit of friendly competition. Jim Barnett Park offers a peaceful environment for leisurely walks and picnics, while Appleland Sports Center provides various recreational activities focused on wellness and relaxation.

Adventure

Experience the thrill of racing at Summit Point Motorsports Park, located 11 miles from Winchester, where adrenaline-fueled events await. For a family-friendly adventure, head to Watermelon Park Campground, 13 miles away, offering outdoor activities. Enjoy scenic hiking at Tuckers Lane Trailhead, situated 20 miles from Winchester.

Nightlife

Enjoy a night at Bright Box Theater for a mix of culture and entertainment, or catch a show at Winchester Little Theater for a romantic family-friendly atmosphere. For a unique experience, head to Morgan County Observatory to gaze at the stars and enjoy some cosmic entertainment.

Booking tips and Expedia advantages for Winchester

Winchester, Virginia, offers several ways to save on your vacation. Enjoy free entry to local attractions like Shenandoah University and Mackintosh Fruit Farm. Opt for budget-friendly transportation by walking, biking, or driving. Visit between January and March for the lowest accommodation rates, particularly on Tuesdays. Use Expedia to compare hotel prices, consider booking a package deal that includes flights and activities, and join their One Key membership for exclusive discounts and OneKeyCash on future stays. This approach ensures an affordable and enjoyable travel experience in Winchester.

• 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 narrow down your options based on your budget, preferred location, and the type of hotel you desire. To find the best prices and deals, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: Consider saving money by combining your hotel stay in Winchester with your flights and activities through an Expedia package. This way, you can enjoy a more affordable travel experience.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in Winchester

Winchester, Virginia, is a fantastic destination for outdoor and adventure enthusiasts, offering stunning scenery and rich history. Visitors can explore the charming Winchester Historic District, delve into local culture at the Winchester Museum, and discover the many historic sites throughout the area. With attractions like historic houses and nearby lakes, Winchester provides a perfect blend of family-friendly experiences and cultural exploration, making it an ideal spot for your vacation.

• Shenandoah University: Explore the historic campus of Shenandoah University, known for its beautiful architecture and vibrant campus life. Experience a blend of education and culture as you stroll through its grounds, soaking in the artistic and intellectual atmosphere.
• Museum of the Shenandoah Valley: Delve into regional history and art at this captivating museum. Featuring stunning exhibitions and a picturesque garden, it's a perfect spot for art lovers and history buffs to connect with the area's rich cultural heritage.
• Shenandoah Valley Discovery Museum: Ideal for families, this interactive children's museum offers hands-on exhibits that spark curiosity and creativity. Engage in educational activities while enjoying a fun and family-friendly 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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.3°F (-0.4°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	34.7°F (1.5°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	52.9°F (11.6°C)	Light Rain	Mostly Sunny	Average	Average
May	62.4°F (16.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	70.9°F (21.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	75.9°F (24.4°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	73.8°F (23.2°C)	Light Rain	Mostly Sunny	Average	Average
September	66.9°F (19.4°C)	Light Rain	Mostly Sunny	Average	Average
October	55.8°F (13.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
November	43.5°F (6.4°C)	Light Rain	Mostly Sunny	Average	Average
December	36.7°F (2.6°C)	Light Rain	Mostly Sunny	Slightly Low	Average

The nearest major airports for your trip to Winchester

Traveling to Winchester, Virginia, is convenient with access to several major airports. Washington Dulles International Airport (IAD) is 42 miles away, with nearby hotel options like the 4-star Hyatt Regency Dulles, just 1 mile from the airport, and the Hilton Washington Dulles Airport, located 2 miles away. Martinsburg, WV (MRB), is 18 miles from Winchester, offering accommodations such as the Hillbrook Inn, a 4-star bed & breakfast 11 miles from the airport. Hagerstown Regional Airport (HGR) is 43 miles away, with options like the 4-star Mercersburg Inn, 12 miles distant. Each airport provides accessible transport to these hotels, ensuring a comfortable stay.