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Our top choices for Windham hotels

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (349 reviews)
"Clean comfortable room for a great price, offering snacks and board games to boot. Phone staff accommodating and answer quickly. "
United States
Natalie
The price is CA $102
CA $112 total
includes taxes & fees
May 4 - May 5
Brittany Motel

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (441 reviews)
"We had an enjoyable stay and would stay again. "
United States
Donna
The price is CA $109
CA $120 total
includes taxes & fees
May 10 - May 11
Bromley View Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (36 reviews)
"The hot tub was so amazing"
United States
Mark
The price is CA $168
CA $184 total
includes taxes & fees
May 17 - May 18
Four Columns Inn

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (180 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is CA $172
CA $187 total
includes taxes & fees
May 8 - May 9
Aerie Inn of Vermont

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (855 reviews)
"Location and amenities were great and so was breakfast "
United States
Adina
The price is CA $219
CA $241 total
includes taxes & fees
May 14 - May 15
Best Western Springfield Hotel

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (352 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is CA $203
CA $224 total
includes taxes & fees
May 12 - May 13
Colonel Williams Inn

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (79 reviews)
"Great location, service and restaurant "
United States
LUDJANE
The price is CA $221
CA $291 total
includes taxes & fees
May 31 - Jun 1
The Inn at Weathersfield

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (124 reviews)
"The room was clean and staff were kind and friendly. "
United States
Sung
The price is CA $166
CA $183 total
includes taxes & fees
May 12 - May 13
Chalet 239

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,000 reviews)
"Pleasant stay!"
United States
Steven
The price is CA $128
CA $141 total
includes taxes & fees
May 4 - May 5
The Putney Inn

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (260 reviews)
"If you're planning a trip to bellows falls or the surrounding areas I would highly recommend the Harvest Barn Inn. The location is beauti"
United States
Gabriel
The price is CA $204
CA $223 total
includes taxes & fees
May 31 - Jun 1
Harvest Barn Inn

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.8 out of 10, Excellent, (90 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
The price is CA $141
CA $156 total
includes taxes & fees
May 12 - May 13
Hideaway Inn Mt. Snow

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (72 reviews)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is CA $265
CA $291 total
includes taxes & fees
May 3 - May 4
The Inn At Quail Run

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (433 reviews)
"The staff were incredible and the property have the perfect vibes for a ski trip. The food was great and everything was very clean and comfy."
United States
Rob
The price is CA $175
CA $191 total
includes taxes & fees
May 10 - May 11
Fullerton Inn

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (491 reviews)
"Small place. Retro style. Nice for a stop over. Clean room. Felt safe. Super helpful staff. "
United States
Grace
The price is CA $154
CA $169 total
includes taxes & fees
May 3 - May 4
Black Mountain Inn

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (802 reviews)
"Staff were friendly and the breakfast was very good, great selection of items to choose from 🙂"
United States
Desiree
The price is CA $187
CA $206 total
includes taxes & fees
May 9 - May 10
Comfort Inn & Suites Brattleboro I-91

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (968 reviews)
"Everyone was nice!"
United States
Jon
The price is CA $177
CA $195 total
includes taxes & fees
May 12 - May 13
Hampton Inn Brattleboro

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is CA $258
CA $281 total
includes taxes & fees
May 13 - May 14
Stone Hearth Inn and Eatery

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
The price is CA $137
CA $152 total
includes taxes & fees
May 31 - Jun 1
The Upper Pass Lodge at Magic Mountain

Inn at Valley Farms

Inn at Valley Farms
2.0 star property
Walpole
10.0 out of 10, Exceptional, (17 reviews)
"Warm hospitality, very nice breakfast"
United States
Christopher
The price is CA $199
CA $216 total
includes taxes & fees
May 3 - May 4
Inn at Valley Farms

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
The price is CA $182
CA $220 total
includes taxes & fees
May 20 - May 21
The Black Bear Lodge at Stratton Mountain Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Windham

Top reasons to visit Windham

  • Thrilling Skiing: Windham Mountain Resort offers excellent skiing opportunities for winter sports enthusiasts, making it a top destination for snow lovers.
  • Scenic Hiking Trails: Explore picturesque trails that showcase the stunning landscapes of Windham, perfect for outdoor adventurers.
  • Charming Local Culture: Experience the warm, friendly atmosphere of Windham's delightful town, rich in local charm.
  • Exciting Photo Tours: Capture memorable moments with guided photo tours, ideal for photography enthusiasts.
  • Variety of Accommodations: Enjoy a range of unique stays, from cozy bed & breakfasts to family-friendly hotels.

Find great hotels near Windham

Discover a range of delightful accommodations in Windham, Vermont, where you can experience the charm of agritourism and cozy bed & breakfasts. Whether you're seeking family-friendly stays, pet-friendly options, or adventure-filled experiences, Windham has something for everyone. Explore Wyndham Hotels and top selections that offer comfortable guest rooms and rewarding experiences tailored for your vacation needs.

  • The Black Bear Lodge at Stratton Mountain Resort: Embrace the thrill of the great outdoors at The Black Bear Lodge, a 3-star resort located 16.1km from Windham. This accommodation is perfect for adventure seekers looking for a ski getaway. With ski shuttles and lifts nearby, guests can easily access winter sports such as snowboarding, snowshoeing, and tubing. The lodge also offers onsite activities and recreation, ensuring a comprehensive adventure experience for families and thrill-seekers alike.
  • The Upper Pass Lodge at Magic Mountain: A budget-friendly option just 4.8km from Windham, The Upper Pass Lodge is a charming motel with a guest rating of 8.2. Ideal for those travelling with pets, this lodge allows furry companions and offers a host of adventure sports activities such as ziplining and mountain biking. With a welcoming atmosphere and friendly service, it's the perfect spot for families and outdoor enthusiasts looking for an affordable and memorable stay.
  • Toll Road Inn: Rated 9.0, the Toll Road Inn is a budget-friendly hotel located 24.1km from Windham. This accommodation appeals to adventure enthusiasts with its proximity to hiking, biking, and skiing options. The welcoming atmosphere and commitment to quality service make it a popular choice among travelers seeking both comfort and excitement. Whether you’re hitting the trails or the slopes, the Toll Road Inn offers a great base for your Vermont adventures.

Where to stay near Windham

Windham, Vermont, offers a charming getaway for adventure seekers and relaxation enthusiasts alike. Experience top-notch skiing and explore the stunning scenery in this friendly village. Nearby, you’ll find incredible locations perfect for a road trip, with luxurious hotels and romantic spots to unwind. Whether you're hitting the slopes or enjoying the local atmosphere, Windham is the ideal destination for a memorable vacation filled with outdoor fun and scenic beauty.

  • Stratton: Located 19.3km from Windham, Stratton is a vibrant city renowned for its outdoor adventure opportunities. Known for its ski fields and resorts, visitors flock here for thrilling winter sports, particularly from December to January and in April. The area also offers stunning natural landmarks such as mountains and lakes, alongside the scenic Stratton Mountain State Park. Whether you’re hitting the slopes or enjoying a summer hike, Stratton provides a year-round adventure experience.
  • Londonderry: Just 9.7km away from Windham, Londonderry is a charming city that attracts visitors seeking an active vacation. The area is ideal for skiing enthusiasts, and its peak visitor times are in January, July, and September. With easy access to ski resorts and fields, as well as beautiful lakes and mountainous landscapes, Londonderry is perfect for those looking to embrace both winter and summer activities in a picturesque setting.
  • Jamaica: Situated 9.7km from Windham, Jamaica is a delightful city with a seasonal influx of visitors, peaking in July and during the winter months. This city is well-loved for its appealing skiing options and outdoor adventures. With nearby ski resorts and breathtaking natural attractions, including lakes and national parks, Jamaica offers an excellent blend of relaxation and excitement for tourists, making it a perfect spot for both winter sports and summer explorations.

Things to do near Windham

Windham, Vermont, offers a fantastic getaway for ski and adventure enthusiasts. Visitors can enjoy skiing at local resorts, explore scenic hiking trails, and indulge in themed getaways. For those keen on capturing memories, photo tours provide excellent opportunities. Golf enthusiasts will also find plenty to enjoy in this charming destination, making Windham an ideal spot for an action-packed vacation.

Shopping

In Windham, enjoy local shops offering unique gifts and souvenirs. For a broader selection, if you're up for a drive, visit the Manchester Designer Outlets, about 16.1km away, featuring brand-name stores and charming boutiques in a picturesque setting.

Recreation

Experience the luxury vibes at Brattleboro Country Club, only 35.4km from Windham. Enjoy scenic golf courses and unwind with a spa treatment, surrounded by beautiful landscapes. Afterward, explore nearby hiking trails for some fresh air and stunning views of the Vermont countryside.

Adventure

Explore the thrill of adventure at Stratton Mountain Resort, where you can ski or snowboard on diverse terrains. In summer, enjoy mountain biking on scenic trails. For hiking enthusiasts, the nearby Green Mountain National Forest offers stunning views and a range of trails for all skill levels.

Nightlife

In Windham, Vermont, unwind at the lively Stone House Pub for a cozy atmosphere and local brews. For a more vibrant scene, check out The Barn, where live music and dancing create an unforgettable night out. Enjoy the charm of this quaint town under the stars.

*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: Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of hotel you prefer. To find the most affordable options and special deals, be sure to sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Windham hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Windham

Windham, Vermont, is an ideal destination for ski and adventure enthusiasts. Visitors can explore a variety of attractions, including national and state parks, as well as history museums that reflect the region's culture. With options catering to outdoor lovers and families alike, Windham offers a rich blend of recreational activities and cultural experiences, ensuring a memorable vacation for all travellers.

  • Jamaica State Park: Located 8.0km from Windham, Jamaica State Park is a haven for outdoor enthusiasts. With its picturesque scenery, the park offers hiking trails, fishing spots, and the chance to immerse yourself in Vermont's natural beauty.
  • Winhall River: A scenic river located 9.7km away, Winhall River is perfect for a peaceful day of kayaking or picnicking along its banks. The surrounding landscape provides a tranquil outdoor vibe, ideal for relaxation and exploration.
  • Vermont Summer Festival: Just 24.1km from Windham, the Vermont Summer Festival is a vibrant fairground that hosts exciting events and activities for families. Enjoy the lively atmosphere with outdoor entertainment, making it a memorable experience for all ages.

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

For your visit to Windham, Vermont, you can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is 138.4km away, with nearby hotels like DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. ALBany, NY (ALB-Albany Intl.) is 99.8km away, offering hotels such as The Landing Hotel at Rivers Casino & Resort, 12.9km from the airport. Lastly, Burlington, VT (BTV-Burlington Intl.) is 148.1km away, with options like DoubleTree by Hilton Burlington Vermont, only 3.2km from BTV. Each hotel provides convenient transportation services to their respective airports.

Frequently asked questions

What is the best area to stay in Windham?
The best area to stay in Windham is near the Windham Mountain Resort for convenient access to activities and amenities.

This area is the heart of Windham's visitor experience, particularly for those looking to enjoy the mountain's offerings. You'll find most of the hotels, restaurants, and shops congregated along Route 296, which leads directly to the resort's base. The general layout is designed for easy access to the mountain, with many properties offering ski-in/ski-out access or being just a short walk or shuttle ride away.

Families will find this area exceptionally convenient. Staying close to the Windham Mountain Resort means less travel time to ski lessons, tubing parks, and other family-friendly activities. Many accommodations here offer amenities like indoor pools and family suites, making it easy to manage children's needs after a day on the slopes or hiking trails.

For couples seeking a relaxing getaway with opportunities for outdoor pursuits, the area around the resort is also ideal. You can enjoy a day of skiing or hiking, followed by a meal at one of the local eateries. Many hotels offer comfortable lounges and spa services, great for unwinding.
When is the best time to go to Windham?
The best time to visit Windham largely depends on whether you're seeking winter sports or a summer/autumn retreat in the mountains.

For winter sports enthusiasts, the prime time to visit is from mid-December through to March. This period offers the most reliable snow conditions for skiing, snowboarding, and other winter activities at the nearby resorts, such as the popular Windham Mountain. You'll find the slopes well-maintained and the village buzzing with activity.

If you prefer warmer weather and outdoor activities like hiking, mountain biking, or simply enjoying the scenic beauty, then late spring (May), summer (June to August), or early autumn (September to early October) are ideal.
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?
Members always get our best prices. Find our best Windham hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $112 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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