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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, (359 reviews)
"Very nice motel "
United States
Doug
The price is CA $104
CA $114 total
includes taxes & fees
Jun 10 - Jun 11
Brittany Motel

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (443 reviews)
"We had an enjoyable stay and would stay again. "
United States
Donna
The price is CA $118
CA $129 total
includes taxes & fees
Jun 9 - Jun 10
Bromley View Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (39 reviews)
"The hot tub was so amazing"
United States
Mark
The price is CA $172
CA $187 total
includes taxes & fees
Jun 14 - Jun 15
Four Columns Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (989 reviews)
"The staff was very friendly."
United States
Steven
The price is CA $190
CA $209 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn Brattleboro

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (354 reviews)
"Great breakfast!"
United States
Billie
The price is CA $215
CA $237 total
includes taxes & fees
Jun 9 - Jun 10
Colonel Williams Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,004 reviews)
"Perfect for an overnight!"
United States
Lori
The price is CA $150
CA $165 total
includes taxes & fees
Jun 24 - Jun 25
The Putney Inn

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (860 reviews)
"Great place to stay"
United States
Daniel
The price is CA $235
CA $258 total
includes taxes & fees
Jun 22 - Jun 23
Best Western Springfield Hotel

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.8 out of 10, Excellent, (100 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
The price is CA $119
CA $130 total
includes taxes & fees
Jun 15 - Jun 16
Hideaway Inn Mt. Snow

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (266 reviews)
"Excellent hosts provided a terrific stay!"
United States
Mark
The price is CA $221
CA $241 total
includes taxes & fees
Jun 15 - Jun 16
Harvest Barn Inn

Stanford House

Stanford House
2.5 star property
Manchester Center
9.2 out of 10, Wonderful, (74 reviews)
"Perfect for a quick overnight to go skiing at Stratton."
United States
Benjamin
The price is CA $179
CA $215 total
includes taxes & fees
Jun 9 - Jun 10
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, (810 reviews)
"Staff were friendly and the breakfast was very good, great selection of items to choose from 🙂"
United States
Desiree
The price is CA $178
CA $196 total
includes taxes & fees
Jul 2 - Jul 3
Comfort Inn & Suites Brattleboro I-91

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 $226
CA $297 total
includes taxes & fees
Jun 4 - Jun 5
The Inn at Weathersfield

The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (321 reviews)
"Had a wonderful stay. Staff very pleasant."
United States
Ellen
The price is CA $218
CA $240 total
includes taxes & fees
Jun 14 - Jun 15
The Inn at Manchester

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 $161
CA $179 total
includes taxes & fees
Jun 7 - Jun 8
The Upper Pass Lodge at Magic Mountain

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (127 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is CA $169
CA $186 total
includes taxes & fees
Jul 2 - Jul 3
Chalet 239

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (435 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 $192
CA $209 total
includes taxes & fees
Jun 9 - Jun 10
Fullerton Inn

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (182 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is CA $160
CA $174 total
includes taxes & fees
Jun 3 - Jun 4
Aerie Inn of Vermont

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,001 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is CA $118
CA $129 total
includes taxes & fees
Jun 8 - Jun 9
The Covered Bridge Inn

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
The price is CA $158
CA $173 total
includes taxes & fees
Jun 23 - Jun 24
The Manchester View

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)
"This was a great hotel. So fresh and clean and the staff was wonderful. "
United States
Kathryn
The price is CA $202
CA $223 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn and Suites Manchester
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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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 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 $114 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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