Search Windham hotels

Top reasons to visit Windham

• Thrilling Ski Resorts: Windham is renowned for its ski fields, making it a paradise for winter sports enthusiasts.
• Stunning Natural Landscapes: The area boasts breathtaking scenery, perfect for outdoor adventures like hiking and fishing.
• Charming Accommodation: From cosy B&Bs to unique agritourism stays, there's something for every traveller.
• Family-Friendly Activities: Windham offers a range of experiences suitable for families, ensuring fun for all ages.
• Proximity to New York: A short drive to New York adds a vibrant touch to your Windham getaway.

Find great hotels near Windham

Experience the charm of Windham, Vermont, with a range of accommodation options to suit every traveller. From cosy bed and breakfasts to unique agritourism properties, you’ll find family-friendly, adventure-ready, and pet-friendly options. Whether you’re staying at the Wylder Hotel or exploring the Wyndham offerings, Windham provides a warm welcome for all visitors seeking a memorable getaway.

• The Black Bear Lodge at Stratton Mountain Resort: Nestled 16.1km from Windham, The Black Bear Lodge offers a cozy retreat tailored for adventure enthusiasts. This 3-star resort captures the spirit of outdoor exploration, making it ideal for those keen on skiing and other adventure sports. Guests can enjoy easy access to ski shuttles and lifts, along with a variety of on-site activities such as rock climbing and nearby rafting. The lodge also features amenities that keep adrenaline seekers engaged, including snow tubing, snowshoeing, and horse riding, all within close proximity.
• The Upper Pass Lodge at Magic Mountain: Located a mere 4.8km from Windham, The Upper Pass Lodge is a budget-friendly option with a guest rating of 8.2 out of 10. This motel-style accommodation welcomes adventure seekers and pet owners alike, allowing pets on-site. Guests can enjoy activities such as hiking, snowboarding, and downhill skiing, with rentals available nearby. The lodge is particularly appealing for those wanting a relaxed atmosphere that celebrates the great outdoors, making it a solid choice for families travelling with pets.
• Toll Road Inn: Just 24.1km from Windham, Toll Road Inn is a budget-friendly hotel boasting a commendable guest rating of 9.0 out of 10. This property is particularly suited for adventure lovers, offering easy access to activities like cross-country skiing, hiking, and horse riding. With its inviting atmosphere and array of recreational options, guests can immerse themselves in the beauty of the surrounding landscapes while enjoying a comfortable stay.

Where to stay near Windham

Windham, Vermont, offers a delightful escape for those seeking adventure and relaxation alike. Experience the thrill of skiing at nearby winter resorts, or explore the picturesque valley surrounding the village. Just a drive away, New York's vibrant atmosphere adds a touch of luxury to your journey. With friendly locals and breathtaking scenery, your visit promises a perfect blend of romance and outdoor fun in this charming region.

• Londonderry: Situated 9.7km from Windham, Londonderry offers a unique blend of outdoor adventure and seasonal charm. Known for its skiing facilities, this city attracts visitors year-round, with peak arrivals in January, July, and September. Whether you're hitting the slopes or exploring its stunning mountain landscapes, Londonderry promises thrilling activities. With proximity to beautiful lakes and the expansive national state park, you can immerse yourself in nature while enjoying a variety of sports experiences.
• Jamaica: Also located 9.7km from Windham, Jamaica is a vibrant city that showcases the beauty of Vermont’s outdoor offerings. With seasonal visitor peaks in July and November to December, it is a hotspot for ski enthusiasts and adventure seekers. The city boasts easy access to ski fields and resorts, and its picturesque surroundings of lakes and mountains make it an ideal destination for those looking to connect with nature. Expect a delightful blend of exhilarating activities and stunning scenery, especially during the winter months.
• West River Trail: Just 6.4km from Windham, the West River Trail is a popular local route for outdoor enthusiasts, offering scenic views and a romantic atmosphere. With a steady influx of visitors, particularly in February, August, and October, this trail is perfect for cycling and leisurely walks. Along the way, you’ll encounter historic monuments and beautiful lakes that enhance the experience. Whether you're after a peaceful retreat or an active day out, the West River Trail is a must-visit for those seeking a connection with Vermont's natural beauty.

Things to do in Windham

Shopping

In Windham, you’ll find quaint local shops like the Windham Country Store for unique gifts and handmade souvenirs. If you’re up for a drive, head to Brattleboro, about 19.3km away, where you can explore more boutiques and artisan markets offering local crafts and specialties.

Recreation

Experience the serenity at the Windham Spa with rejuvenating treatments and calming aromatherapy. For outdoor enthusiasts, hiking the nearby Green Mountain National Forest offers stunning vistas and invigorating trails, perfect for reconnecting with nature.

Adventure

In Windham, explore the scenic trails of the Green Mountain National Forest, where hiking offers breathtaking views. Experience thrilling winter sports at the nearby Windham Mountain Resort, featuring skiing and snowboarding for adventure seekers. For a unique adventure, try zip-lining through the vibrant autumn foliage.

Nightlife

In Windham, the Anchor Inn offers a cosy pub vibe with local brews and live music, while the nearby Windham Country Club features evening events and dining. For a relaxed night, the local eateries serve up hearty meals and warm atmospheres, perfect for unwinding after a day of exploring.

Booking tips and Expedia advantages for Windham

To save money on your trip to Windham, consider visiting during the cheaper months of April to May and November, with Tuesday being the most affordable day to book your stay. Use Expedia to compare hotels and package deals, which can save you money on flights and activities. Look for free outdoor activities like hiking and exploring the beautiful surroundings. For transport, check local bus services for economical travel options around Windham. By planning ahead and being flexible with your dates, you can make the most of your budget.

• 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of accommodation you desire. To uncover the best prices and deals, arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save some dollars by combining your Windham hotel booking with your flights and activities through an Expedia package.

Find the best attractions near Windham

Windham, Vermont, is an excellent choice for a ski and adventure holiday, offering a range of outdoor activities in stunning settings. Visitors can explore captivating national parks, serene rivers, and local parks, making it a perfect destination for culture enthusiasts and families alike. With its breathtaking landscapes, Windham provides memorable experiences for all types of travellers seeking adventure and relaxation in nature.

• Weston Priory: Located 19.3km from Windham, Weston Priory is a serene monastery offering a glimpse into monastic life. Visitors can enjoy the tranquil atmosphere, beautiful gardens, and the opportunity to engage in reflective moments amidst a rich cultural backdrop.
• Fletcher Farm School for the Arts and Crafts: Situated 24.1km away, this creative haven provides workshops in various arts and crafts. It's a great spot to immerse yourself in local culture while honing your artistic skills in a picturesque setting.
• Jamaica State Park: Just 8.0km from Windham, Jamaica State Park features stunning natural scenery and outdoor adventures. Enjoy hiking, picnicking, or simply soaking in the beauty of the landscapes that invite exploration.

Best time to go to Windham

The best time to visit Windham can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windham falls in July, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Windham falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	19.8°F (-6.8°C)	Light Rain	Mostly Cloudy	Average	Slightly High
February	21.7°F (-5.7°C)	Light Rain	Mostly Cloudy	Low	Slightly High
March	29.7°F (-1.3°C)	Light Rain	Mostly Cloudy	High	Average
April	41.9°F (5.5°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly Low
June	62.2°F (16.8°C)	Light Rain	Mostly Sunny	Average	Average
July	68.2°F (20.1°C)	Light Rain	Mostly Sunny	High	Average
August	66.2°F (19.0°C)	Light Rain	Mostly Sunny	Average	Average
September	59.4°F (15.2°C)	Light Rain	Mostly Sunny	High	Average
October	47.8°F (8.8°C)	Light Rain	Mostly Cloudy	Low	Slightly High
November	35.4°F (1.9°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	26.8°F (-2.9°C)	Light Rain	Mostly Cloudy	Low	Average

The nearest major airports for your trip to Windham

Flying into Windham, Vermont, offers several airport options. Hartford, CT (BDL-Bradley Intl.) is 138.4km away, with notable hotels like DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. Burlington, VT (BTV-Burlington Intl.) is 148.1km distant, featuring hotels such as DoubleTree by Hilton Burlington Vermont, located 3.2km away. Albany, NY (ALB-Albany Intl.) is 99.8km from Windham, with excellent accommodation options like The Landing Hotel at Rivers Casino & Resort, 12.9km from the airport. Each hotel provides easy access to airport transport services, making your journey seamless.