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Our top choices for Windham hotels

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,002 reviews)
"Excellent for a family stay"
United States
Harold
$141 nightly
The price is $153
May 13 - May 14
Total with taxes and fees
Pointe at Castle Hill Resort

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,006 reviews)
"I stay here every year. Convenient location, clean rooms good service good price."
United States
Jeanne Ann
$149 nightly
The price is $164
May 31 - Jun 1
Total with taxes and fees
Hampton Inn and Suites Manchester

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (831 reviews)
"The room was clean. Plenty of seats for everyone. The kitchen has dishes, utensils, bowls, pots, casserole dish, knives. Beds are comfortable. I will definitely return for a stay and recommend to others. "
United States
Kimberly
$164 nightly
The price is $179
May 11 - May 12
Total with taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (618 reviews)
"We love the Equinox. We usually stay here during ski season. Always looking forward to rest after a long day of ski. Amenities are amazing, the restaurant and bar are great to eat and hangout. "
United States
Patricia
$154 nightly
The price is $170
May 17 - May 18
Total with taxes and fees
The Equinox Golf Resort & Spa

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.4 out of 10, Very Good, (934 reviews)
"Very satisfied with our stay! Nice hot tub as well as pool"
United States
Anna
$113 nightly
The price is $124
May 17 - May 18
Total with taxes and fees
The Palmer House Resort, an Ascend Collection Hotel

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
3.0 star property
West Dover
8.6 out of 10, Excellent, (268 reviews)
"Great place to stay for ski trip"
United States
carlos
$139 nightly
The price is $152
May 18 - May 19
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property

The Manchester View

The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (821 reviews)
"Beautiful property, clean room, friendly staff. Will definitely be staying here again!"
United States
Leanne
$122 nightly
The price is $135
Jun 1 - Jun 2
Total with taxes and fees
The Manchester View

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, (991 reviews)
"Amazing hotel"
United States
Luis
$148 nightly
The price is $162
May 17 - May 18
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.6 out of 10, (1,007 reviews)
"Very nice property. "
United States
Carla
$127 nightly
The price is $139
May 12 - May 13
Total with taxes and fees
Days Inn by Wyndham Rutland/Killington Area

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,007 reviews)
"The stay was great"
United States
Devon
$154 nightly
The price is $167
May 11 - May 12
Total with taxes and fees
Best Western Plus Keene Hotel

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (852 reviews)
"Great location, pool, hot tub, game room, staff."
United States
Jonathan
$194 nightly
The price is $214
May 21 - May 22
Total with taxes and fees
Jackson Gore Village, A Vail Resorts Property

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,005 reviews)
"Dry nice stay"
United States
Theodore
$139 nightly
The price is $152
Jun 7 - Jun 8
Total with taxes and fees
Hampton Inn Rutland

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG
4.0 star property
Manchester Village Historic District
9.4 out of 10, Exceptional, (840 reviews)
"Best atmosphere and family stay ever. Kids friendly."
United States
Simona
$201 nightly
The price is $221
May 25 - May 26
Total with taxes and fees
Kimpton Taconic Hotel by IHG

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, (700 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
$114 nightly
The price is $125
Jun 9 - Jun 10
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (118 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
$149 nightly
The price is $164
May 28 - May 29
Total with taxes and fees
Blue Gentian Lodge at Magic Mountain

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.4 out of 10, Very Good, (40 reviews)
"We had a fantastic room! Staff was very friendly and accommodating. Though we visited during peak foliage season, we’ll be trying to book again in the near future to try out the pool."
United States
J
$186 nightly
The price is $203
Jun 9 - Jun 10
Total with taxes and fees
Windham Hill Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (972 reviews)
"Clean room, great included breakfast, staff was nice and overall was just a good time"
United States
Savanna
$122 nightly
The price is $134
Jun 7 - Jun 8
Total with taxes and fees
Hampton Inn Brattleboro

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (74 reviews)
"Good place to stay. "
United States
steven
$195 nightly
The price is $213
May 11 - May 12
Total with taxes and fees
COHO Inn & Motor Lodge

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,003 reviews)
"Pleasant stay!"
United States
Steven
$105 nightly
The price is $115
May 13 - May 14
Total with taxes and fees
The Putney Inn

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,002 reviews)
"Awesome and clean and quiet love the staff"
United States
Jeremiah
Colonial Motel And Spa
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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 $83 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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