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Top reasons to visit Winchester

• Rich History: Explore Winchester's historic sites, including the stunning Winchester Cathedral and charming downtown area.
• Outdoor Adventures: Enjoy a variety of outdoor activities, from scenic walks to recreational sports in beautiful parks.
• Festive Atmosphere: Experience the Winchester Christmas Market for unique shopping and a lively holiday spirit.
• Wine Tastings: Visit nearby wineries for delightful tastings and scenic vineyard views.
• Family-Friendly Activities: Engage in family-oriented attractions and play zones, perfect for all ages.

Find great hotels in Winchester

Discover the charm of Winchester, Virginia, with a range of accommodation options that cater to all travellers. From pet-friendly hotels to welcoming agritourism properties, you'll find the perfect stay to suit your needs. Whether you're seeking a business-focused environment or an inclusive experience, Winchester's hotels offer comfort and convenience for every guest. Enjoy your visit with the best in local hospitality.

• Travelodge by Wyndham Winchester: A welcoming retreat for pet lovers, Travelodge by Wyndham Winchester offers a comfortable and convenient stay for those travelling with furry companions. The motel-style lodging features essential amenities and a relaxed atmosphere, making it ideal for budget-conscious travellers. With a pet-friendly policy that allows certain pets onsite, guests can enjoy peace of mind while exploring the beautiful surroundings of Winchester. The hotel also provides essential conveniences to ensure a pleasant stay, including complimentary breakfast and free Wi-Fi.
• La Quinta Inn & Suites by Wyndham Winchester: This hotel stands out with its vibrant and inclusive atmosphere, catering to both business travellers and leisure seekers. La Quinta Inn & Suites is LGBTQIA welcoming and offers a variety of business amenities, including multiple meeting rooms and an accessible business centre, making it a prime choice for corporate guests. The pet-friendly policy allows for dogs and cats, ensuring that your furry friends can join in on the adventure. With comfortable rooms and a complimentary breakfast, this hotel provides a welcoming environment for all guests.
• Red Roof Inn Winchester, VA: Perfect for families and pet owners, Red Roof Inn Winchester, VA combines comfort with modern amenities. The hotel is particularly suited for those travelling with children, offering free cribs and a family-friendly atmosphere. With its LGBTQIA welcoming stance, this property ensures that all guests feel at home. The pet policy allows for a variety of pets with some restrictions, making it a versatile option for your stay. Guests rave about the convenient location and the friendly service, making it an excellent choice for your Winchester visit.

Where to stay in and around Winchester

Winchester, Virginia, is a charming city perfect for outdoor adventures and scenic experiences. Explore the vibrant city centre, rich in history and urban vibes, or venture to nearby wineries for delightful tastings. With its family-friendly atmosphere and stunning views, Winchester offers a unique blend of historical charm and modern conveniences, making it an ideal destination for any traveller seeking a memorable getaway.

• Old Town Winchester: Nestled in the heart of Winchester, Old Town Winchester boasts a vibrant atmosphere with its charming streets and historic architecture. Visitors flock to this neighbourhood year-round, especially during the warmer months and autumn, for its outdoor adventures and family-friendly activities. Explore the local parks, enjoy shopping at unique boutiques, and immerse yourself in the educational experiences available at nearby historic sites. Notable landmarks include a historic college and the stunning National State Park, making it a delightful destination for both relaxation and exploration.
• Stephenson: Located just 8.0km from Winchester, Stephenson offers a quaint escape with a focus on outdoor adventures and scenic landscapes. This city attracts visitors throughout the year, particularly in the summer and autumn months. Experience the thrill of motor racing at local tracks or enjoy recreational activities in the surrounding natural areas. The nearby national state park and picturesque lakes provide ample opportunities for hiking, picnicking, and water activities, making Stephenson an ideal spot for adventure seekers looking to connect with nature.
• Winchester Historic District: Just a stone’s throw from the city centre, the Winchester Historic District captivates visitors with its rich history and vibrant community. This neighbourhood sees consistent visitor engagement, particularly in the summer and autumn seasons. Families and adventure enthusiasts alike can enjoy the local golf courses and shopping centres while exploring the nearby parks and visitor centre. The district is also close to a national park, offering a blend of outdoor fun and historical intrigue, perfect for those looking to delve into Winchester’s heritage while enjoying the great outdoors.

Things to do in and around Winchester

Winchester offers a fantastic blend of outdoor adventures and scenic beauty, making it perfect for a relaxing getaway. You can enjoy various leisure activities, including walking tours that highlight the city's rich history, while shopping options abound for a unique retail experience. For those seeking excitement, look out for local sporting events and recreational areas, along with play zones for the whole family to enjoy.

Shopping

In Winchester, you can enjoy shopping at Apple Blossom Mall, which offers a vibrant mix of entertainment and family-friendly shops. For a more local experience, visit Nalls Farm Market for fresh produce and unique gifts. If you're up for a drive, explore Apple Valley Square Shopping Center for more options.

Recreation

At Rock Harbor Golf Course, enjoy a round of golf surrounded by beautiful landscapes, perfect for outdoor enthusiasts. Jim Barnett Park offers tranquil pathways and green spaces for relaxation, while Clearbrook Park, located 9.7km from Winchester, provides serene settings for leisurely strolls and rejuvenation.

Adventure

At Summit Point Motorsports Park, experience the thrill of motor racing only 17.7km from Winchester, where adrenaline meets speed. For a family-friendly adventure, head to Watermelon Park Campground, situated 20.9km away, offering outdoor fun among nature. Don't miss North Mountain Paintball, also 17.7km away, for an exciting paintball experience.

Nightlife

In Winchester, Bright Box Theater offers a charming ambiance with diverse performances, perfect for a romantic night out. For a unique experience, the Morgan County Observatory, located 33.8km away, invites stargazers with its captivating planetarium shows. The Winchester Little Theater also presents delightful family-friendly entertainment.

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, visit during the off-peak months of January to March for lower accommodation rates. Take advantage of free attractions like Shenandoah University and Mackintosh Fruit Farm. For transport, consider walking, biking, or driving rather than public transport. Book your stay on a Tuesday for the best rates and use Expedia to find eco-friendly hotels and package deals that combine flights and activities. Sorting prices from low to high will help you find the best deals and potentially free nights.

• 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: Take advantage of Expedia’s search tool to refine your preferences, such as your budget, preferred location, and type of accommodation you’re after. For instance, selecting the Eco-certified option will show you sustainable and environmentally-friendly hotels that are currently available. To discover the best prices and deals, simply sort the price filter from low to high.
• Consider bundling your trip: You can save some cash by combining your Winchester hotel accommodation with your flights and activities through an Expedia package deal.

Find the best attractions in Winchester

Winchester, Virginia, offers a delightful mix of outdoor adventures and rich history. Visitors can explore charming attractions like the Winchester Cathedral and the historic places scattered throughout the area. Don't miss the Winchester Christmas Market for a festive atmosphere, and take time to relax at the Winchester Sanctuary. With its scenic lakes and family-friendly experiences, Winchester is perfect for those seeking culture and adventure in a welcoming setting.

• Shenandoah University: Experience the vibrant atmosphere of this historic university, known for its beautiful campus and rich cultural offerings. Engage with local art and music events, and soak in the academic spirit that defines this institution.
• Museum of the Shenandoah Valley: Explore this captivating art museum showcasing regional history and art. The museum features stunning exhibits and beautiful gardens, making it a perfect spot for culture enthusiasts and art lovers alike.
• Shenandoah Valley Discovery Museum: A delightful experience for families, this children's museum offers interactive exhibits and educational activities that inspire curiosity and creativity in young minds, ensuring a fun outing for all ages.

Best time to go to Winchester

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	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

Visiting Winchester, Virginia, is convenient via several nearby airports. Washington Dulles International Airport (IAD) is located 67.6km away, with excellent hotel options like Hyatt Regency Dulles, The Westin Washington Dulles Airport, and Hilton Washington Dulles Airport, all offering easy access to the airport. Eastern West Virginia Regional Airport (MRB) is 29.0km away, with charming stays such as Hillbrook Inn and The Carriage Inn B&B. Hagerstown Regional Airport (HGR) lies 69.2km from Winchester, featuring hotels like Springhill Suites by Marriott and The Mercersburg Inn, ensuring a comfortable stay for your trip.