Find hotels in Winchester, VA from NT$2,299

Top reasons to visit Winchester

• Outdoor Adventures: Enjoy stunning scenery and a variety of activities in Winchester's beautiful landscapes.
• Rich History: Explore the charming historic district, including the Winchester Museum and captivating historic houses.
• Local Wineries: Experience delightful wine tastings at nearby vineyards, perfect for a relaxing getaway.
• Family-Friendly Atmosphere: Discover a vibrant community with dining options and boutique shops suitable for all ages.
• Welcoming Accommodations: Choose from diverse hotels that cater to various traveler needs, ensuring a comfortable stay.

Find great hotels in Winchester

Discover the charming accommodations in Winchester, Virginia, where a variety of hotels cater to every traveler’s needs. Whether you're seeking pet-friendly options, a welcoming environment for LGBTQIA guests, or comfortable business travel facilities, you'll find plenty of choices. From the renowned Wyndham Winchester to quality suites, this historic city offers a delightful stay for everyone. Embrace the warmth and hospitality of Winchester as you explore its rich heritage and vibrant culture.

• Travelodge by Wyndham Winchester: Nestled in the heart of Winchester, Travelodge by Wyndham offers a comfortable and budget-friendly stay, perfect for travelers seeking a pet-friendly experience. This Motel-style lodging welcomes furry companions with specific pet policies that ensure a pleasant stay for all. With amenities like free Wi-Fi and parking, guests can enjoy convenience without breaking the bank. Whether you're here for leisure or business, this property provides a cozy atmosphere and essential facilities to make your visit enjoyable.
• La Quinta Inn & Suites by Wyndham Winchester: A welcoming haven for both leisure and business travelers, La Quinta Inn & Suites combines modern comfort with a pet-friendly policy and a commitment to inclusivity. This hotel is LGBTQIA welcoming, providing a safe and friendly environment for all guests. Enjoy complimentary breakfast, an indoor pool, and spacious rooms equipped with all necessary amenities. With a convenient location, you can explore Winchester while knowing your pets are well accommodated, making it an ideal choice for family trips.
• Red Roof Inn Winchester, VA: Known for its family-friendly atmosphere and LGBTQIA welcoming spirit, Red Roof Inn Winchester is an excellent option for those traveling with kids and pets. This hotel offers amenities tailored for children, including free cribs, ensuring a comfortable stay for families. With its pet-friendly policy, guests can bring their furry friends along without worry. The property also features free Wi-Fi and a convenient location to explore nearby attractions, making it a suitable choice for both relaxation and adventure.

Where to stay in and around Winchester

Winchester, Virginia, offers a delightful blend of history and outdoor adventure. Explore its charming downtown, featuring family-friendly dining and boutique shops. Venture nearby to discover local wineries and scenic landscapes perfect for a weekend getaway. The area is rich in historical sites, providing a unique glimpse into America's past while maintaining a vibrant urban atmosphere. Whether you're seeking relaxation or exploration, Winchester promises an unforgettable travel experience.

• Old Town Winchester: Nestled in the heart of Winchester, Old Town is a charming neighborhood that showcases the area's rich history and vibrant community. Visitors flock here for outdoor adventures, scenic strolls, and shopping experiences. From unique boutiques to bustling shopping centers, there is something for everyone. The nearby national park and visitor center offer opportunities for exploration and relaxation amidst nature. The peak travel months are July to August and October, making it a lively spot during the warm seasons.
• Winchester Historic District: This captivating neighborhood is a treasure trove of historical significance and outdoor activities. The Winchester Historic District is perfect for those seeking adventure and scenic beauty. With recreational areas, educational institutions, and golf facilities, there are plenty of ways to enjoy your time here. The proximity to national parks and historic college universities adds to the allure. Like Old Town, visitor numbers peak in the summer and fall months, ensuring a bustling atmosphere.
• Stephenson: Located approximately 8.0km from Winchester, Stephenson is a vibrant city that offers a blend of culture and adventure. Known for its outdoor attractions, this area is ideal for those seeking to immerse themselves in recreational activities. Visitors can enjoy educational experiences and even motor racing events. The city's historic sites and civic government buildings provide a glimpse into the past, making it an interesting stop on your journey. Travel to Stephenson peaks during the warm months, ensuring plenty of excitement awaits.

Things to do in and around Winchester

Winchester, Virginia, is perfect for outdoor and adventure enthusiasts, offering stunning scenery and a variety of activities. Visitors can enjoy wine tastings at local vineyards, catch a film at the movie theater, and explore the recreational areas. With its rich history and vibrant community, Winchester promises an enjoyable vacation filled with unique experiences and attractions for everyone.

Shopping

Winchester offers a delightful shopping experience with places like Apple Blossom Mall, perfect for family vibes, and Nalls Farm Market for unique local goods. If you're up for a drive, Winchester Gateway also provides a great selection in a vibrant atmosphere.

Recreation

Rock Harbor Golf Course offers a serene outdoor experience for golf enthusiasts, with beautifully maintained greens and stunning views. For relaxation, Jim Barnett Park features walking trails and peaceful picnic areas, perfect for unwinding amid nature. Appleland Sports Center, located 9.7km from Winchester, provides various wellness activities to rejuvenate your spirit.

Adventure

At Summit Point Motorsports Park, immerse yourself in the exhilarating world of motor racing, located 17.7km from Winchester. For family-friendly outdoor fun, Watermelon Park Campground invites you to enjoy camping adventures 20.9km away. Experience breathtaking views along the Tuckers Lane Trailhead, 32.2km from the city.

Nightlife

Experience the vibrant nightlife at Bright Box Theater with its romantic and cultural shows. For a family-friendly outing, visit the Morgan County Observatory, just 33.8km away, where entertainment meets stargazing. Don't miss the Winchester Little Theater for more captivating performances in a charming setting.

Booking tips and Expedia advantages for Winchester

To save money during your visit to Winchester, consider enjoying free attractions like Shenandoah University and Mackintosh Fruit Farm. For transportation, walking or biking is ideal, while car rentals can also be economical. Plan your trip between January and March for the lowest accommodation prices, especially on Tuesdays. For the best deals, utilize Expedia to sort hotel prices and consider package deals that combine flights and activities. Look out for discounts and last-minute offers to maximize your savings while exploring this charming city.

• 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, preferred location, and desired hotel type. To find the best prices and deals, be sure to 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, offers a perfect blend of outdoor adventures and rich history, making it an ideal vacation spot. Explore the charming historic district, visit the Winchester Museum, and discover the captivating historic houses and lakes nearby. With a focus on culture and family-friendly experiences, Winchester provides a variety of attractions that cater to all types of travelers seeking scenic beauty and engaging activities.

• Shenandoah University: Experience the vibrant atmosphere of this historic university, known for its beautiful campus and diverse cultural events. Engage with students and faculty, explore the arts, and enjoy the university's commitment to education and innovation.
• Museum of the Shenandoah Valley: Discover the region's rich history and artistic heritage at this art museum. Featuring stunning exhibits and beautiful gardens, it's a delightful place to immerse yourself in local culture and art.
• Shenandoah Valley Discovery Museum: Perfect for families, this children's museum offers hands-on exhibits that inspire creativity and learning. Enjoy interactive displays that engage visitors of all ages in the wonders of science and nature.

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	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

When traveling to Winchester, Virginia, you have several airport options. Washington Dulles International Airport (IAD) is located 67.6km away, with nearby hotels such as the 4-star Hyatt Regency Dulles and The Westin Washington Dulles Airport, both just 1.6km from the airport. Martinsburg, WV (MRB), 29.0km from Winchester, offers accommodations like the Hillbrook Inn, an upscale bed & breakfast 11.6kms away. Hagerstown Regional Airport (HGR) is 69.2km away, with options like the 4-star Mercersburg Inn, located 19.3km from the airport. Each hotel provides convenient access to their respective airports for a smooth travel experience.