Winchester hotels from HK$582

Top reasons to visit Winchester

• Historic Charm: Explore Winchester's charming historic district, where the past beautifully intertwines with modern urban life.
• Outdoor Adventures: Enjoy stunning landscapes and a variety of recreational activities in the surrounding countryside and nearby Shenandoah Valley.
• Unique Cinema Experience: Visit the Alamo Drafthouse for a distinctive film-watching experience.
• Diverse Accommodation: Choose from a range of lodgings, including charming agritourism properties and modern hotels catering to all guests.
• Family-Friendly Activities: Discover a plethora of attractions suitable for families, ensuring fun for all ages.

Find great hotels in Winchester

Winchester, Virginia offers a delightful array of accommodation options, from charming agritourism properties to modern hotels. Whether you're seeking a Wyndham Grand or a Wyndham Historic hotel, you'll find abundant amenities that cater to business travellers and those with pets. Many establishments prioritise accessibility, ensuring a welcoming experience for all, including LGBTQIA guests. Discover the perfect base for your adventures in this historic and picturesque city.

• Travelodge by Wyndham Winchester: A welcoming motel that offers a pet-friendly environment, perfect for travellers seeking a relaxed and casual stay. This property features essential amenities for a comfortable visit, including spacious rooms that cater to both leisure and business needs. With a convenient location in Winchester, guests appreciate the accessibility to local attractions. The motel’s pet policy allows for certain pets to accompany you, ensuring your furry friends can join in on the adventure. Ideal for budget-conscious travellers, Travelodge combines affordability with a warm atmosphere, making it a suitable choice for families and solo adventurers alike.
• La Quinta Inn & Suites by Wyndham Winchester: This modern hotel combines comfort with a welcoming atmosphere for both business and leisure travellers. Known for its pet-friendly policies, La Quinta Inn & Suites is particularly accommodating to LGBTQIA guests, providing a safe space for all. Offering a range of amenities, including a fitness centre and complimentary breakfast, this hotel ensures that all guests feel at home. The property’s strategic location allows easy access to Winchester's attractions, while its thoughtful services make it an excellent choice for those on business trips or family vacations. Enjoy the convenience and comfort that this hotel provides.
• Red Roof Inn Winchester, VA: A family-oriented hotel that prides itself on being pet-friendly and LGBTQIA welcoming, Red Roof Inn is an excellent choice for all types of travellers. The hotel offers amenities specifically designed for children, such as complimentary cribs, ensuring a comfortable stay for families. With its modern rooms and a convenient location in Winchester, guests can easily explore local sights. The pet policies allow for pets in the rooms, making it a perfect spot for those who wish to travel with their furry companions. Red Roof Inn balances comfort and accessibility, making it a standout for both families and couples.

Where to stay near Winchester

Winchester, Virginia, is a delightful blend of history and scenic beauty, perfect for outdoor enthusiasts. Explore the charming historic district, where the allure of the past meets vibrant urban life. With easy access to interstate routes, you can venture into the surrounding countryside for hiking and nature exploration. Nearby destinations like the picturesque Shenandoah Valley offer stunning landscapes and family-friendly activities, ensuring a memorable vacation experience in this enchanting region.

• Boyce: Nestled a mere 12.9km from Winchester, Boyce is a charming city that offers a delightful retreat for those seeking outdoor adventure and stunning scenery. With a consistent flow of visitors throughout the year, this locale sees peak arrivals in April, July, and September. Nature enthusiasts can explore the nearby national and state parks, while thrill-seekers can enjoy skiing and other outdoor activities at the local recreational areas. The picturesque rivers enhance Boyce's appeal, making it a perfect spot for a tranquil getaway.
• Millwood: Situated 16.1km from Winchester, Millwood is a seasonal gem that attracts visitors primarily in April and from August to September. This city is a haven for outdoor lovers and adventure seekers, offering a variety of recreational areas, including scenic golf courses. History buffs will appreciate the proximity to notable historic sites, ensuring a rich cultural experience. The vibrant landscape and community spirit make Millwood an inviting destination for those looking to immerse themselves in nature and history.
• Shenandoah: Located 19.3km away from Winchester, Shenandoah is a captivating area that draws visitors year-round, with peak seasons in July to August and October. Renowned for its outdoor activities, visitors can indulge in skiing at local resorts or relax by the serene lakes and national parks. The breathtaking scenery and recreational opportunities make Shenandoah an ideal destination for both relaxation and adventure. Its diverse offerings cater to all types of travellers, ensuring a memorable experience in this vibrant locale.

Things to do in and around Winchester

Winchester, Virginia, is perfect for outdoor and adventure enthusiasts, offering stunning scenery and various recreational activities. Visitors can enjoy the Alamo Drafthouse for a unique cinema experience, explore local attractions, and have fun at nearby amusement parks. With its blend of education and entertainment, Winchester provides a delightful getaway for tourists seeking both relaxation and excitement.

Shopping

In Winchester, you can enjoy shopping at Apple Blossom Mall, featuring a variety of shops and entertainment options. Nalls Farm Market offers local produce and unique gifts. If you're up for a drive, visit Winchester Gateway for more family-friendly shopping experiences.

Recreation

At Rock Harbor Golf Course, enjoy a leisurely round of golf amidst picturesque landscapes, perfect for sports enthusiasts. Jim Barnett Park offers a serene environment for relaxation, with lush greenery and walking trails. Just 9.7km away, Appleland Sports Center provides additional wellness activities, ensuring a rejuvenating experience.

Adventure

Summit Point Motorsports Park, located 17.7km from Winchester, offers exhilarating motor racing experiences for thrill-seekers. North Mountain Paintball, also 17.7km away, provides an adrenaline-pumping adventure with exciting paintball matches. Watermelon Park Campground, 20.9km away, is perfect for outdoor family fun amidst nature.

Nightlife

Experience the vibrant nightlife at Bright Box Theater, where romance and culture come alive. For a unique outing, visit the Morgan County Observatory, perfect for family entertainment and stargazing. Don’t miss the Winchester Little Theater for a blend of romance and artistic performances.

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, consider visiting between January and March, when accommodation prices are lower. Make the most of free attractions like Shenandoah University and Mackintosh Fruit Farm. For transportation, walking and cycling are cost-effective options. Book your stay on a Tuesday for the best rates, and use Expedia to compare prices and find package deals that combine flights, hotels, and activities for additional savings. Remember to filter your search from lowest to highest price to uncover the best offers.

• 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 choices based on your budget, preferred location, and the type of accommodation you desire. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel booking in Winchester with your flights and activities by opting for an Expedia package.

Find the best attractions in and around Winchester

Winchester is an ideal destination for those seeking outdoor adventures and scenic beauty. Visitors can immerse themselves in local culture by exploring historic houses and places, while also enjoying the tranquil lakes in the area. The attractions cater to families and outdoor enthusiasts alike, providing a perfect blend of history and nature for a memorable holiday experience.

• Shenandoah University: Immerse yourself in the vibrant atmosphere of Shenandoah University, a historic institution nestled in Winchester. Explore its beautiful campus, rich in culture and art, and engage with the local community through various events and performances.
• Stonewall Jackson's Headquarters: Step back in time at Stonewall Jackson's Headquarters, a historic house that offers a glimpse into the life of the famed Confederate general. The site features fascinating exhibits detailing his military strategies and personal life, enriching your understanding of American history.
• Cedar Creek and Belle Grove National Historical Park: Experience the great outdoors at Cedar Creek and Belle Grove National Historical Park, located 20.9km from Winchester. With breathtaking scenery and adventurous trails, it's perfect for hiking, picnicking, and learning about the area's historical significance.

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.

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

For a visit to Winchester, Virginia, you can fly into several major airports. Washington Dulles International Airport (IAD) is approximately 67.6km away and offers nearby hotels such as the Hyatt Regency Dulles and Hilton Washington Dulles Airport, both just a couple of miles from the airport. Another option is Eastern West Virginia Regional Airport (MRB), located 29.0km from Winchester, with charming accommodations like Hillbrook Inn and The Carriage Inn B&B nearby. Hagerstown Regional Airport (HGR) is about 69.2km away, featuring options like The Mercersburg Inn and Springhill Suites by Marriott. Each airport provides convenient access to Winchester and surrounding areas.