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Our top choices for Windham hotels

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (434 reviews)
"Great place to stay. I really loved the place."
United States
Simon
$91 nightly
The price is $100
Apr 1 - Apr 2
Total with taxes and fees
Bromley View Inn

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (340 reviews)
"Check-in was easy and the property is cute and very clean. "
United States
Karin
$75 nightly
The price is $83
Mar 26 - Mar 27
Total with taxes and fees
Brittany Motel

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,000 reviews)
"Great Stay!"
United States
Nicholas
$78 nightly
The price is $86
Apr 16 - Apr 17
Total with taxes and fees
The Putney Inn

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (349 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
$145 nightly
The price is $160
Apr 2 - Apr 3
Total with taxes and fees
Colonel Williams Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful location and nice staff."
United States
Cynthia
$129 nightly
The price is $141
Mar 31 - Apr 1
Total with taxes and fees
Four Columns Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,001 reviews)
"Clean room, quiet, good price "
United States
Derek
$81 nightly
The price is $89
Mar 26 - Mar 27
Total with taxes and fees
The Covered Bridge Inn

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (255 reviews)
"Harvest Barn Inn was the perfect place to stay warm on a freezing Vermont winter weekend. We absolutely loved the cozy atmosphere - homemade cookies, endless tea, plenty of books, and beautiful views. The three-course weekend breakfast was the highlight of our stay. Blessing and Kaelan were very communicative and friendly hosts. "
United States
Hannah
$142 nightly
The price is $155
Apr 7 - Apr 8
Total with taxes and fees
Harvest Barn Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (954 reviews)
"I wish I could have stayed longer. Very nice hotel "
United States
Rosa
$130 nightly
The price is $143
Apr 1 - Apr 2
Total with taxes and fees
Hampton Inn Brattleboro

Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (117 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
$143 nightly
The price is $158
Mar 26 - Mar 27
Total with taxes and fees
Blue Gentian Lodge at Magic Mountain

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (844 reviews)
"Very friendly staff. The room and all surroundings were clean and fresh smelling."
United States
Alison
$152 nightly
The price is $167
Apr 5 - Apr 6
Total with taxes and fees
Best Western Springfield Hotel

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.0 out of 10, Very Good, (424 reviews)
"Gorgeous old Inn that is fairly well maintained to keep up with modern competition. We visited in the dead of winter so the quaint town of Chester, VT didn’t have a lot to offer. We plan on visiting again in the summer to get the full experience!"
United States
William
$129 nightly
The price is $141
Mar 26 - Mar 27
Total with taxes and fees
Fullerton Inn

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (118 reviews)
"The room was clean and staff were kind and friendly. "
United States
Sung
$130 nightly
The price is $144
Apr 6 - Apr 7
Total with taxes and fees
Chalet 239

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.6 out of 10, Excellent, (77 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
$115 nightly
The price is $127
Apr 19 - Apr 20
Total with taxes and fees
Hideaway Inn Mt. Snow

Stanford House

Stanford House
2.5 star property
Manchester Center
9.2 out of 10, Wonderful, (72 reviews)
"Perfect for a quick overnight to go skiing at Stratton."
United States
Benjamin
$131 nightly
The price is $144
Mar 26 - Mar 27
Total with taxes and fees
Stanford House

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (786 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
$141 nightly
The price is $155
Mar 30 - Mar 31
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91

Brook Bound Inn

Brook Bound Inn
2.0 star property
Wilmington
9.2 out of 10, Wonderful, (16 reviews)
"Clean room. Great location. Quiet. Would stay here again. "
United States
Pat
$208 nightly
The price is $229
Mar 31 - Apr 1
Total with taxes and fees
Brook Bound Inn

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very Good, (693 reviews)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
$95 nightly
The price is $104
Apr 23 - Apr 24
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (488 reviews)
"This is a pet friendly hotel when we told the front desk there were loud dogs they immediately spoke to owners and moved our room Clean rooms and excellent. Firm mattress would def go back"
United States
Rita
$95 nightly
The price is $104
Mar 29 - Mar 30
Total with taxes and fees
Black Mountain Inn

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (982 reviews)
"Great location, most convenient hotel , everything is perfect. "
United States
Weishuang
$148 nightly
The price is $163
Apr 15 - Apr 16
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort

The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant
4.0 star property
Manchester Village Historic District
9.8 out of 10, Exceptional, (356 reviews)
"We have stayed multiple times at the Reluctant Panther and will continue to do so. "
United States
Lisa
$169 nightly
The price is $186
Mar 26 - Mar 27
Total with taxes and fees
The Reluctant Panther Inn and Restaurant
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Top Windham Hotel Reviews

More cheap stays in Windham

Hotels in Windham with star-rating

Find out more about Windham

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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.8°F (-6.8°C)Light RainMostly CloudyAverageSlightly High
February21.7°F (-5.7°C)Light RainMostly CloudyLowSlightly High
March29.7°F (-1.3°C)Light RainMostly CloudyHighAverage
April41.9°F (5.5°C)Light RainMostly CloudyAverageSlightly Low
May54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly Low
June62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
July68.2°F (20.1°C)Light RainMostly SunnyHighAverage
August66.2°F (19.0°C)Light RainMostly SunnyAverageAverage
September59.4°F (15.2°C)Light RainMostly SunnyHighAverage
October47.8°F (8.8°C)Light RainMostly CloudyLowSlightly High
November35.4°F (1.9°C)Light RainMostly SunnyAverageSlightly Low
December26.8°F (-2.9°C)Light RainMostly CloudyLowAverage

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.

Frequently asked questions

What is the best area to stay in Windham?
The best area to stay in Windham is in the immediate vicinity of the Windham Mountain Club, particularly along Resort Road and the surrounding streets.

This area is the primary hub for visitors, offering direct access to the ski slopes, the golf course, and the core amenities of the club. It's a convenient location for those looking to maximize their time on the mountain or enjoying the club's facilities. Accommodations here range from upscale hotels to condominium rentals, many offering ski-in/ski-out access or shuttle services.

For families, staying near the Windham Mountain Club is ideal. The proximity to ski lessons, children's programs, and family-friendly dining options means less travel time and more time enjoying activities together. Many properties in this area also feature amenities like indoor pools and recreational areas, superb for unwinding after a day outdoors.

Couples seeking a refined mountain getaway will also appreciate this location. The area offers high-end dining experiences, spa services, and convenient access to the golf course or scenic hiking trails in warmer months.
When is the best time to go to Windham?
The best time to go to Windham, Vermont, is during the summer (June to August) for outdoor activities or in the autumn (late September to October) for the vibrant foliage.

For families, summer offers an ideal escape. The weather is pleasantly warm, superb for hiking and mountain biking on the numerous trails around Mount Snow and Stratton Mountain. Many local farms open for berry picking, and there are often community events and farmers' markets to enjoy. The clear skies and comfortable temperatures make it easy to explore the natural beauty of the region.

Couples seeking a picturesque and tranquil experience will find autumn in Windham particularly appealing. The Green Mountains transform into a stunning display of reds, oranges, and yellows, making scenic drives along Route 100 or through smaller country roads a highlight. This season is also excellent for enjoying local cider mills, pumpkin patches, and cozy evenings by a fireplace.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windham.
How can I save on a Windham hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Windham hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Windham hotel?
Prices for hotels in Windham often vary, but you can find a great deal from $86 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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