Find hotels in Windham, VT from $83

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Our top choices for Windham hotels

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1001)
"Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street. "
United States
Megan
$78 nightly
The price is $85
Dec 26 - Dec 27
Total with taxes and fees
The Covered Bridge Inn

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (806)
"so clean and friendly it was a perfect stay!"
United States
Colette
$152 nightly
The price is $167
Jan 5 - Jan 6, 2026
Total with taxes and fees
Best Western Springfield Hotel

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (743)
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
$118 nightly
The price is $130
Dec 28 - Dec 29
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (4)
"Really happy with our stay and the way we felt at this hideaway "
United States
Edwin
$155 nightly
The price is $171
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hideaway Inn Mt. Snow

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (405)
"Clean and great location with fun lounge area."
United States
Marshall
$137 nightly
The price is $151
Jan 19 - Jan 20, 2026
Total with taxes and fees
Bromley View Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1001)
"The room was okay for a quick stop to rest. "
United States
Janice
$75 nightly
The price is $83
Dec 25 - Dec 26
Total with taxes and fees
The Putney Inn

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1000)
"Great time "
United States
Paul
$130 nightly
The price is $143
Jan 11 - Jan 12, 2026
Total with taxes and fees
Hampton Inn and Suites Manchester

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (15)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
$129 nightly
The price is $141
Dec 30 - Dec 31
Total with taxes and fees
Four Columns Inn

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, (866)
"Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! "
United States
Amanda
$116 nightly
The price is $128
Jan 14 - Jan 15, 2026
Total with taxes and fees
The Palmer House Resort, an Ascend Collection Hotel

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (928)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
$147 nightly
The price is $161
Dec 30 - Dec 31
Total with taxes and fees
Hampton Inn Brattleboro

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (403)
"Lovely stay"
United States
Christine
$129 nightly
The price is $141
Jan 5 - Jan 6, 2026
Total with taxes and fees
Fullerton Inn

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (71)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
$175 nightly
The price is $193
Dec 25 - Dec 26
Total with taxes and fees
The Inn At Quail Run

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, (944)
"Place definitely needs some updating but it was clean and the staff was great!"
United States
Jacqueline
$183 nightly
The price is $201
Jan 14 - Jan 15, 2026
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (326)
"Well, being that it was self check in I did not interact with the staff. I loved the room an thought the little xmas tree was an awesome touch. If I'm ever staying in the area again I will definitely stay there."
United States
Joseph
$102 nightly
The price is $113
Jan 4 - Jan 5, 2026
Total with taxes and fees
Brittany Motel

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (930)
"Great place to stay while skiing at okemo"
United States
Ken
$138 nightly
The price is $150
Jan 6 - Jan 7, 2026
Total with taxes and fees
Pointe at Castle Hill Resort

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1000)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
$144 nightly
The price is $158
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro 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, (577)
"Beautiful hotel! "
United States
sarah
$223 nightly
The price is $245
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Equinox Golf Resort & Spa

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (70)
"The location of the Inn was in an area that was just wonderful. Staff was very friendly and the menu options were very tasty. Room was clean and well maintained. "
United States
Joshua
$203 nightly
The price is $222
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Inn at Weathersfield

Aspen At Manchester

Aspen At Manchester
2.5 star property
Manchester Center
8.8 out of 10, Excellent, (613)
"Super clean and modern rooms, excellent location, scenic views… "
United States
Fernando
$109 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
Aspen At Manchester

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (474)
"Clean, very friendly staff. Will stay again."
United States
Scot
$110 nightly
The price is $121
Dec 29 - Dec 30
Total with taxes and fees
Black Mountain Inn
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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 Ski Resorts: Windham boasts top-notch ski resorts like Windham Mountain, perfect for winter sports enthusiasts.
  • Scenic Outdoor Adventures: Explore the picturesque Windham Path and partake in various outdoor activities year-round.
  • Charming Local Village: Discover the quaint village of Windham, New York, offering unique shops and local vineyards.
  • Cozy Accommodations: Enjoy a range of lodging options, from bed & breakfasts to agritourism properties, catering to all preferences.
  • Year-Round Excitement: Experience a blend of adventure and relaxation with activities suitable for families and couples alike.

Find great hotels near Windham

Discover charming accommodations in Windham, Vermont, where a range of options, including agritourism properties and cozy bed & breakfasts, await you. Whether you're seeking family-friendly amenities, pet-friendly stays, or adventurous experiences, Windham has something for everyone. Explore the best Wyndham hotels and local favorites that offer comfort and convenience for your unforgettable getaway.

  • The Black Bear Lodge at Stratton Mountain Resort: Embrace a family-friendly retreat at The Black Bear Lodge at Stratton Mountain Resort, a charming 3-star resort located 10 miles from Windham. This property is perfect for nature enthusiasts and ski lovers looking for a cozy escape. With convenient access to ski shuttles and lifts, guests can easily hit the slopes. Families will appreciate the amenities tailored for children, including a games room and supervised childcare services, ensuring that both kids and adults have a memorable vacation experience surrounded by the beauty of Vermont’s mountains.
  • The Upper Pass Lodge at Magic Mountain: Adventure awaits at The Upper Pass Lodge at Magic Mountain, a comfortable motel situated just 3 miles from Windham. This pet-friendly accommodation caters to thrill-seekers with a range of outdoor activities, including downhill skiing, horseback riding, and hunting. Its welcoming atmosphere for pets makes it an ideal choice for travelers who want to bring their furry friends along. With a focus on adventure sports and recreation, guests will find ample opportunities to explore the stunning natural surroundings, making it a perfect base for a fun-filled vacation.
  • Toll Road Inn: For those seeking an adventurous getaway, Toll Road Inn provides a great lodging option 15 miles from Windham. This hotel offers a variety of exciting activities, such as cross-country skiing, horseback riding, hiking, and snowboarding. With a commitment to outdoor exploration, guests can immerse themselves in the breathtaking beauty of Vermont's landscape. The inn's friendly atmosphere and convenient access to local adventures ensure that guests will create lasting memories while enjoying all the thrills this region has to offer.

Where to stay near Windham

Windham, Vermont, offers an unforgettable vacation experience with its stunning scenery, friendly atmosphere, and opportunities for adventure. Explore the nearby charming village of Windham, New York, and indulge in local vineyards for a delightful fall getaway. Whether you seek thrilling skiing, relaxing retreats, or romantic escapes, Windham's surrounding regions promise a perfect blend of luxury and leisure that will make your trip memorable.

  • Londonderry: Nestled just 6 miles from Windham, Londonderry is a charming town that attracts visitors year-round. Known for its outdoor sports, particularly skiing, this destination is perfect for adventure enthusiasts. With peaks in traveler arrivals during January, July, and September, Londonderry offers a vibrant ski culture with access to impressive ski resorts and fields. Nature lovers will enjoy the stunning local landmarks, including picturesque lakes, lush valleys, and majestic mountains, making it an ideal spot for both winter sports and summer hikes.
  • Stratton: Located 12 miles from Windham, Stratton is another must-visit city that thrives on its outdoor offerings. This area sees a surge in visitors during April and the winter months from December to January. Skiing is a major draw here, with excellent ski fields and resorts catering to all skill levels. Stratton's breathtaking mountain views and serene valleys are perfect for those seeking adventure in both winter and summer. Whether you’re hitting the slopes or enjoying a peaceful hike, Stratton promises a memorable experience.
  • Weston: Just 9 miles away from Windham, Weston offers a delightful mix of natural beauty and outdoor excitement. The town sees increased visitor numbers in the summer months, particularly July and September to October. Weston is renowned for its skiing opportunities, with easy access to ski fields and resorts that attract sports enthusiasts. The surrounding landscape features stunning lakes, scenic valleys, and towering mountains, making it a great destination for year-round adventures. Whether you're skiing in the winter or exploring trails in the summer, Weston has something for everyone.

Things to do near Windham

Windham, Vermont, is the perfect destination for ski and adventure enthusiasts. Visitors can enjoy activities at the local ski resorts, explore the scenic Windham Path, and experience the thrill of the zoom flume. With a focus on creating a memorable stay, Windham offers a variety of sports and outdoor excursions, making it an ideal spot for an exciting vacation.

Shopping

In Windham, visit My Minds Design, Hot Glass Works, and the West River Farmers Market, all located 6 miles away, offering unique gifts and local products. If you're up for a drive, explore additional shops in nearby towns for more diverse shopping options.

Recreation

At Stratton Mountain Golf Course, enjoy scenic views while playing a round of golf just 5 miles from Windham. For a tranquil experience, visit Dana L. Thompson Memorial Park, 17 miles away, perfect for relaxation. Enhance your skills at Stratton Golf School, located 11 miles from Windham.

Adventure

At Magic Mountain Ski Resort, located 3 miles from Windham, enjoy exhilarating skiing on pristine slopes amid a vibrant sports atmosphere. Stratton Mountain Resort, 11 miles away, offers thrilling outdoor adventures in a picturesque setting. The American Express Ski Lift, 10 miles from Windham, provides easy access to exciting ski trails.

Nightlife

In Windham, the Weston Playhouse offers a charming theater experience just 9 miles away, perfect for a romantic night out. The Bellows Falls Opera House, 14 miles from Windham, provides a rich cultural experience. For some fun, the Bromley Alpine Slide, located 11 miles away, adds excitement to your evening.

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

Booking tips and Expedia advantages for Windham

To save money on your trip to Windham, Vermont, consider traveling in April to May or November when hotel prices are lower. Tuesdays tend to be the cheapest days to stay, while Fridays are the most expensive. Use Expedia’s search tool to find budget-friendly accommodations, and take advantage of package deals by combining your hotel, flights, and activities. Joining the One Key membership program can also unlock exclusive discounts and OneKeyCash for future bookings. Lastly, explore free local activities to enhance your experience without straining your wallet.

  • 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 gives you the flexibility to choose your budget, desired location, and additional preferences. You can easily sort your results to display the lowest prices first, helping you find the most affordable hotels. Additionally, you can refine your search by hotel type—if you select the Eco-certified filter, you’ll see a list of sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your Windham hotel reservation with your flights and activities by choosing an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Windham

Windham, Vermont, is perfect for ski and adventure vacations, featuring attractions like Windham Mountain and the Windham Mountain Club. Visitors can explore local points of interest, including national parks and ski resorts, offering a range of cultural, outdoor, and family-friendly experiences. Whether you're hitting the slopes or enjoying the scenery, Windham provides an exciting getaway for all types of travelers.

  • Stratton Mountain Resort: Experience the thrill of skiing and snowboarding at this premier resort located 11 miles from Windham. With a range of slopes for all skill levels, Stratton offers adventure seekers the chance to enjoy outdoor activities year-round, including hiking and mountain biking in the warmer months.
  • Lowell Lake State Park: Just 4 miles away, this beautiful state park is perfect for outdoor enthusiasts. Explore scenic trails, go canoeing or kayaking, and soak in the stunning views of Lowell Lake, making it an ideal spot for a relaxing day in nature.
  • Ball Mountain Dam: Located 4 miles from Windham, this impressive dam offers picturesque scenery. Enjoy a peaceful day by the water, perfect for photography or simply appreciating the natural beauty surrounding this engineering marvel.

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.

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. Lebanon Municipal Airport (LEB) is located 38 miles away, with nearby hotels such as the 4-star Hanover Inn Dartmouth, 5 miles from the airport, and the 3-star Hotel Coolidge, just 2 miles away. Rutland Southern Vermont Regional Airport (RUT) is 27 miles from Windham, offering accommodations like the Killington Grand Hotel, 10 miles away, and Snowed Inn, 11 miles away. Additionally, Hartness State Airport in Springfield, VT (VSF) is only 15 miles away, with options like the 4-star Inn at Weathersfield, just 1 mile from the airport, and the 3.5-star Pointe at Castle Hill Resort, 7 miles away.

Frequently asked questions

When is the best time to go to Windham?
The most popular time to visit Windham is March, when the winter sports season is in full swing. With average temperatures ranging from the mid-30s to low 40s Fahrenheit, this month provides an invigorating atmosphere for skiing and snowboarding enthusiasts. The beautiful snowy landscapes create a picturesque backdrop for outdoor activities, making it an ideal time for both adventure and relaxation.

During the peak season, which spans from July to September, Windham transforms into a vibrant hub for summer activities. Visitors flock to the area to enjoy hiking trails, scenic mountain biking, and various outdoor festivals. The pleasant weather, with temperatures typically in the mid-70s Fahrenheit, allows for comfortable exploration of the stunning natural surroundings, including lush forests and breathtaking views.

For travelers who appreciate a tranquil experience, consider visiting in December. This month offers a unique charm as the town is adorned with festive decorations, creating a cozy atmosphere. While December is part of the low season, it still provides opportunities for winter fun, including skiing and cozy nights by the fire at local lodges. Plus, prices can be more favorable, allowing you to enjoy top hotels and services at a better value.
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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