Find hotels in Winchester, VA from CA $95

Top reasons to visit Winchester

• Stunning Outdoor Activities: Winchester offers beautiful scenery and a variety of recreational activities for outdoor enthusiasts, perfect for adventure seekers.
• Festive Holiday Markets: Experience the charm of holiday markets, ideal for festive shopping and local crafts.
• Historic Exploration: Discover historic houses and colleges that highlight the region's rich cultural heritage.
• Charming Downtown: Stroll through downtown Winchester, with its quaint shops and friendly atmosphere.
• Diverse Accommodation Options: Enjoy a variety of lodging choices, from charming motels to comfortable hotels, catering to all budgets.

Find great hotels in Winchester

Explore an array of hotel accommodations in Winchester, Virginia, catering to all budgets and preferences. From charming motels to comfortable 4-star hotels, you'll find options that suit your needs, whether you're travelling with family, pets, or for business. Discover the best hotels in the area and enjoy a memorable stay in this historic city, known for its welcoming atmosphere and diverse lodging choices.

• La Quinta Inn & Suites by Wyndham Winchester: Experience a blend of convenience and comfort at La Quinta Inn & Suites, ideal for business travellers and pet owners alike. This hotel offers a Business theme with a fully equipped Business Centre and multiple meeting rooms, ensuring a productive stay. The property welcomes pets with certain restrictions, providing a hassle-free experience for furry companions. Guests appreciate the modern amenities and the warm atmosphere that makes them feel right at home, whether on a business trip or a leisurely getaway.
• Travelodge by Wyndham Winchester: For a budget-friendly option that doesn’t compromise on comfort, Travelodge by Wyndham Winchester is a top choice for pet lovers. This motel provides a relaxed atmosphere where pets are welcome, allowing you to travel without leaving your furry friend behind. Its straightforward amenities cater to guests looking for convenience and ease, making it an excellent stopover for those exploring Winchester and its surroundings. Enjoy the friendly service and straightforward accommodations that make your stay enjoyable.
• Country Inn & Suites by Radisson, Winchester, VA: Perfect for families, business travellers, and pet owners, Country Inn & Suites offers a welcoming retreat with thoughtful amenities. This 3-star hotel features a well-equipped Business Centre, meeting space, and free cribs for children, ensuring both business and family needs are met. With a pet-friendly policy that includes food and water bowls, your furry family members are well taken care of too. Guests rave about the inviting atmosphere, complimentary breakfast, and its convenient location near local attractions.

Where to stay in Winchester

Winchester, Virginia, offers a delightful blend of history and scenery, making it an ideal destination for outdoor enthusiasts and urban explorers alike. Stroll through the heart of downtown Winchester, where charming shops and friendly locals create a welcoming atmosphere. Nearby, you can discover family-friendly attractions and vibrant neighborhoods, all within walking distance. Immerse yourself in the region's rich heritage while enjoying breathtaking vistas and engaging adventures throughout the Winchester area.

• Old Town Winchester: Nestled in the heart of Winchester, Old Town Winchester offers a charming blend of history and modernity. This vibrant neighbourhood attracts visitors year-round, with peak seasons in the summer and autumn months. Ideal for families and outdoor enthusiasts, you'll find a plethora of recreational areas, shopping centres, and historic landmarks like parks and a national state park. The picturesque streets are lined with boutiques, eateries, and cultural venues, making it a perfect spot for exploration and relaxation.
• Winchester Historic District: The Winchester Historic District is a treasure trove of American history, boasting well-preserved architecture and rich cultural heritage. Like Old Town, it sees consistent visitor numbers, with spikes during warmer months. This neighbourhood is perfect for those seeking outdoor adventures and family-friendly activities, featuring golf courses and shopping centres. Local highlights include informative visitor centres and scenic parks, inviting you to immerse yourself in the area's storied past while enjoying leisurely outdoor pursuits.
• Kernstown: Just a short drive from Winchester, the village of Kernstown is ideal for nature lovers and adventure seekers. With a steady stream of visitors throughout the year, its peak seasons coincide with summer and fall. Here, you can take advantage of expansive hiking trails and access to national parks, offering stunning scenery and opportunities for outdoor recreation. Kernstown's proximity to beautiful waterfalls and serene natural landscapes makes it a must-visit for those looking to connect with nature and experience the great outdoors.

Things to do in Winchester

Winchester, Virginia, is a fantastic destination for outdoor and adventure enthusiasts, offering stunning scenery and recreational activities. Visitors can enjoy holiday markets, perfect for a festive shopping experience, as well as weekend getaways filled with exploration. Don't miss the unique chair swings that add a touch of whimsy to your outdoor adventures. With its blend of education and skiing options, Winchester promises a memorable vacation experience.

Shopping

In Winchester, you'll enjoy shopping at Apple Blossom Mall, which offers a variety of stores and family-friendly entertainment. For fresh produce and local goods, visit Nalls Farm Market. If you’re up for a drive, Apple Valley Square Shopping Center also has a great selection of shops and eateries.

Recreation

Experience the scenic Rock Harbor Golf Course, where you can enjoy a round of golf amidst beautiful outdoor surroundings. For relaxation, visit Jim Barnett Park to unwind in nature, or head to Appleland Sports Center, located 9.7km away, for additional wellness and recreational activities.

Adventure

Experience the thrill of racing at Summit Point Motorsports Park, located 17.7km from Winchester, where adrenaline meets sports excitement. For a family-friendly adventure, head to Watermelon Park Campground, 20.9km away, offering outdoor fun amidst nature. Don't miss Tuckers Lane Trailhead, a scenic hiking trail 32.2km out.

Nightlife

Enjoy a night at Bright Box Theater for a blend of culture and entertainment. For a thrilling experience, visit Hollywood Casino at Charles Town Races, offering romance and excitement. If you're curious about the stars, head to Morgan County Observatory for a family-friendly evening under the night sky.

Booking tips and Expedia advantages for Winchester

Winchester offers various ways to save during your visit. Explore free attractions like Shenandoah University, Apple Blossom Mall, and Jim Barnett Park. For budget-friendly transportation, consider walking or biking. The cheapest months to visit are January to March, with Tuesdays being the most affordable days to book accommodations. Use Expedia to find the best hotel deals by filtering for eco-certified options and sorting prices from lowest to highest. Combining your hotel, flights, and activities into a package can yield significant savings.

• 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, desired location, and preferred hotel style. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, sort the price filter from lowest to highest.
• Consider bundling your trip: You can potentially save money by combining your hotel reservation in Winchester with your flights and activities through an Expedia package.

Find the best attractions in Winchester

Winchester, Virginia, is an excellent destination for outdoor enthusiasts and those seeking scenic beauty. Visitors can explore historic houses and colleges, as well as enjoy leisurely activities by the lake. The area offers a rich cultural experience and family-friendly attractions, perfect for creating lasting memories during your vacation.

• Shenandoah University: Immerse yourself in the rich history and vibrant culture of Shenandoah University. This historic institution is not only an educational hub but also a picturesque setting where you can enjoy scenic walks and engaging events that reflect the local heritage.
• Museum of the Shenandoah Valley: Explore the captivating art and history at the Museum of the Shenandoah Valley. This museum showcases unique exhibitions, stunning gardens, and a deep dive into the region's cultural significance, making it a delightful experience for art enthusiasts.
• Shenandoah Valley Discovery Museum: Perfect for families, the Shenandoah Valley Discovery Museum offers interactive exhibits that spark curiosity in children. This engaging space promotes learning through play, ensuring a fun-filled day for visitors of all ages.

Best time to go to Winchester

Visitor numbers in Winchester is generally unchanged in popularity throughout the year. The best time to visit Winchester is dependant 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	Average	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	Slightly High	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

If you're planning a trip to Winchester, Virginia, you have several airport options. Washington Dulles International Airport (IAD) is approximately 67.6km away, with nearby hotels like the 4-star Hyatt Regency Dulles, 1.6km from the airport, and Hilton Washington Dulles Airport, 3.2km away. Hagerstown Regional Airport (HGR) is about 69.2km from Winchester, with options such as the 4-star Mercersburg Inn, 13.2km away. The closest airport is Eastern West Virginia Regional Airport (MRB), located 29.0km away, with accommodations like the 4-star Hillbrook Inn, 11.6kms from the airport. Each airport provides convenient access to Winchester and surrounding areas.