Find hotels in Windham, VT from $89

Top reasons to visit Windham

• Thrilling Skiing: Windham Mountain Ski Resort offers exhilarating skiing experiences for all skill levels.
• Scenic Outdoor Adventures: Explore breathtaking landscapes through hiking, biking, and other outdoor activities.
• Charming Nearby Towns: Visit the friendly town of Windham, NY, for stunning scenery and a welcoming atmosphere.
• Cultural Attractions: Discover local history at museums and enjoy the rich cultural heritage of the region.
• Cozy Accommodations: Choose from charming bed & breakfasts and agritourism properties for a unique stay.

Find great hotels near Windham

Windham, Vermont, offers a delightful selection of accommodations, including charming agritourism properties and cozy bed & breakfasts. Whether you’re seeking a family-friendly retreat, an adventure-filled getaway, or a pet-friendly stay, you'll find options that cater to your needs. With various Wyndham hotels in nearby Stockton and Sacramento, your perfect vacation experience awaits in this picturesque destination.

• The Black Bear Lodge at Stratton Mountain Resort: The Black Bear Lodge at Stratton Mountain Resort is a 3-star resort located 10 miles from Windham, perfect for adventure seekers. With a cozy mountain lodge atmosphere, this property is ideal for skiing enthusiasts and outdoor lovers. Guests can enjoy easy access to ski shuttles and lifts, making it a prime spot for winter sports. The lodge also offers a variety of adventure sports, including snowshoeing, cross-country skiing, and fishing, ensuring an active and exciting stay in the heart of the Green Mountains.
• The Upper Pass Lodge at Magic Mountain: The Upper Pass Lodge at Magic Mountain is a budget-friendly motel just 3 miles from Windham, boasting a guest rating of 8.2. This charming lodge welcomes adventure travelers and their pets, making it a convenient choice for families. With nearby opportunities for mountain biking, hiking, and skiing, guests can take full advantage of the beautiful Vermont landscape. The property also offers a pet-friendly policy, allowing you to enjoy your stay without leaving your furry friend behind.
• Toll Road Inn: Toll Road Inn is a budget-friendly hotel rated 9.0, located 15 miles from Windham. This inviting inn is perfect for adventure seekers looking for a retreat in nature. With a range of outdoor activities available, including downhill skiing, snowboarding, and hiking, guests can immerse themselves in the scenic beauty of Vermont. The inn's welcoming atmosphere and top-notch service make it a popular choice for travelers seeking both comfort and adventure.

Where to stay near Windham

Windham, Vermont, offers an ideal retreat for adventure and relaxation. Nestled near ski resorts and lush landscapes, you can explore charming nearby towns, including Windham, NY, known for its friendly atmosphere and stunning scenery. Whether you're seeking thrilling outdoor sports or a romantic getaway, Windham is perfectly situated for a memorable vacation. With luxurious accommodations and easy access to prime attractions, your stay promises to be both exciting and rejuvenating.

• Stratton: Located 12 miles from Windham, Stratton is a haven for outdoor enthusiasts, especially those who love skiing and adventure sports. This city boasts a vibrant atmosphere year-round, with peak visitor numbers in April and December to January. Stratton is famous for its expansive ski fields and the popular Stratton Mountain Resort, where thrill-seekers can enjoy some of the best slopes in Vermont. Beyond skiing, visitors can explore the stunning natural surroundings, including lakes and the nearby national state park, making it a perfect spot for both winter and summer activities.
• Londonderry: Just 6 miles from Windham, Londonderry offers a charming small-town experience with easy access to outdoor adventures. Like Stratton, Londonderry attracts visitors year-round, with peak times in January, July, and September. The town is known for its ski resorts and scenic skiing opportunities. Visitors can also enjoy hiking in the nearby mountains and relaxing by the lakes that dot the landscape. Londonderry’s friendly community and beautiful surroundings make it an ideal destination for those looking to immerse themselves in nature and partake in various sports activities.
• Jamaica: Situated 6 miles from Windham, Jamaica is a picturesque town that draws visitors with its seasonal charm. Peak seasons in July and from November to December see an influx of tourists, all eager to partake in skiing, adventure, and sports. Jamaica is home to beautiful ski fields and resorts, as well as breathtaking views of the local mountains and lakes. The surrounding national state park offers numerous trails for hiking, making it a favorite spot for outdoor lovers. Jamaica's captivating scenery and vibrant community make it a delightful stop during your Vermont vacation.

Things to do near Windham

Windham, Vermont, is an ideal destination for ski enthusiasts and adventure seekers. Visitors can enjoy exhilarating activities such as skiing at Windham Mountain Ski Resort, exploring local attractions, and embarking on outdoor adventures. Don't miss the chance to create a bucket list of experiences, including a visit to the area's hidden gems and a treasure trove of scenic views. Whether you're hitting the slopes or enjoying the beautiful surroundings, Windham offers something for everyone.

Shopping

In Windham, you can explore unique local boutiques like The Windham Flower Shop for charming gifts. If you're up for a drive, check out the larger shopping options at the Brattleboro Outlet Center, about 12 miles away, offering various name-brand stores perfect for souvenir hunting.

Recreation

Explore Brattleboro Country Club, a luxurious private club located 22 miles from Windham. Enjoy a round of golf surrounded by scenic beauty, unwind in the serene atmosphere, and take advantage of the club's amenities for a rejuvenating experience in nature.

Adventure

Experience thrilling zip-lining at the Adventure Park in Windham, soaring through the treetops with breathtaking views. For hiking enthusiasts, the nearby Green Mountain National Forest offers scenic trails that range from easy walks to challenging climbs, perfect for all adventure levels.

Nightlife

Windham boasts a cozy nightlife with spots like the Red Fox Inn, where you can enjoy live music and craft beers. For a more relaxed vibe, check out the Village Inn, perfect for a laid-back evening with friends over good food and drinks.

Booking tips and Expedia advantages for Windham

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windham are April to May and November, where the prices are slightly lower. This is in comparison to January to February 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 Windham is Tuesday. The most expensive day to stay in Windham is Friday.
• Find cheap hotels on Expedia: Expedia's search tool makes it easy for you to set your budget and choose your ideal location, among other preferences. You can organize your results to display prices from lowest to highest, helping you find the most affordable hotels right away. Additionally, you have the option to narrow down your choices by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and environmentally friendly hotels that are available for booking.
• Consider bundling your trip: You can save money by combining your Windham hotel reservations with your flights and activities through an Expedia package deal.

Find the best attractions near Windham

Windham, Vermont, is an ideal destination for a vacation filled with skiing, adventure, and sports. Visitors can explore a variety of attractions, including national and state parks, as well as historical museums. With a focus on culture, outdoor activities, and family experiences, Windham offers something for every type of traveler seeking to enjoy the beauty and charm of this picturesque region.

• Jamaica State Park: Nestled 5 miles from Windham, Jamaica State Park offers breathtaking scenery and a plethora of outdoor adventures. Explore its hiking trails, picnic spots, and stunning landscapes, perfect for nature enthusiasts and those seeking tranquility.
• Winhall River: Located 6 miles away, Winhall River is a serene spot for outdoor lovers. Enjoy picturesque views while kayaking, fishing, or simply relaxing by the water. Its peaceful ambiance makes it ideal for unwinding in nature.
• Vermont Summer Festival: Just 15 miles from Windham, the Vermont Summer Festival is a vibrant fairground showcasing family-friendly events. Experience the lively atmosphere with outdoor activities, entertainment, and community spirit that brings families together.

Best time to go to Windham

The best time to visit Windham is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

The nearest major airports for your trip to Windham

Traveling to Windham, Vermont, is convenient with several nearby airports. Hartford, CT (BDL-Bradley Intl.) is located 86 miles away and offers hotels like DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport. ALBany, NY (ALB-Albany Intl.) is 62 miles away, with options such as The Landing Hotel at Rivers Casino & Resort, 8 miles from the airport. Lastly, Burlington, VT (BTV-Burlington Intl.) is 92 miles away, featuring the DoubleTree by Hilton Burlington Vermont, 2 miles from the airport. Each hotel provides easy access to their respective airports, making your travel seamless.