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Our top choices for Windham County hotels

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.6 out of 10, Excellent, (79 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is RM392
RM431 total
includes taxes & fees
1 Apr - 2 Apr
Hideaway Inn Mt. Snow

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, (984 reviews)
"Great location, most convenient hotel , everything is perfect. "
United States
Weishuang
The price is RM598
RM723 total
includes taxes & fees
14 Apr - 15 Apr
The Black Bear Lodge at Stratton Mountain Resort

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, (266 reviews)
"Great place to stay for ski trip"
United States
carlos
The price is RM619
RM741 total
includes taxes & fees
20 Apr - 21 Apr
Grand Summit Resort, A Vail Resorts Property

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (210 reviews)
"Very friendly and close to the mountain "
United States
Richard
The price is RM692
RM761 total
includes taxes & fees
1 Apr - 2 Apr
Big Bears Lodge

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,003 reviews)
"It was good to have pool option after a ski day"
United States
Aysa
The price is RM381
RM419 total
includes taxes & fees
1 Apr - 2 Apr
Colonial Motel And Spa

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (120 reviews)
"The room was clean and staff were kind and friendly. "
United States
Sung
The price is RM556
RM612 total
includes taxes & fees
12 Apr - 13 Apr
Chalet 239

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (955 reviews)
"I wish I could have stayed longer. Very nice hotel "
United States
Rosa
The price is RM523
RM575 total
includes taxes & fees
14 Apr - 15 Apr
Hampton Inn Brattleboro

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is RM1,400
RM1,741 total
includes taxes & fees
14 Apr - 15 Apr
Long Trail House at Stratton Mountain Resort

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (180 reviews)
"Great place and very clean!!"
United States
Emil
The price is RM815
RM950 total
includes taxes & fees
5 Apr - 6 Apr
Vikings Villages Resort

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
The price is RM518
RM564 total
includes taxes & fees
1 Apr - 2 Apr
Fullerton Inn

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very good, (216 reviews)
"Great place for a couple of nights close to Mount Snow. Clean enough and comfortable enough. The highlight besides the location was the pub on the first floor! Great food and staff! "
United States
Geoff
The price is RM393
RM433 total
includes taxes & fees
8 Apr - 9 Apr
Valley Craft Ales

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (304 reviews)
"Beautiful Hotel with great sraff"
United States
Richard
The price is RM592
RM651 total
includes taxes & fees
16 Apr - 17 Apr
The White House Inn

Farm Road Estate

Farm Road Estate
3.0 star property
West Dover
10.0 out of 10, Exceptional, (93 reviews)
"Very nice on site restaurant. Front desk staff very helpful."
United States
Mark
The price is RM516
RM788 total
includes taxes & fees
1 Apr - 2 Apr
Farm Road Estate

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,003 reviews)
"Great Stay!"
United States
Nicholas
The price is RM338
RM371 total
includes taxes & fees
1 Apr - 2 Apr
The Putney Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,003 reviews)
"Clean room, quiet, good price "
United States
Derek
The price is RM393
RM432 total
includes taxes & fees
5 Apr - 6 Apr
The Covered Bridge Inn

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (788 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is RM568
RM625 total
includes taxes & fees
3 Apr - 4 Apr
Comfort Inn & Suites Brattleboro I-91

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.4 out of 10, (629 reviews)
"Near food and shopping, ac and heater work good."
United States
Juan
The price is RM235
RM259 total
includes taxes & fees
29 Apr - 30 Apr
Econo Lodge Brattleboro South

Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (115 reviews)
"Great location Host Oz cooked up a great breakfast Room was fine for one person "
United States
michael
The price is RM397
RM547 total
includes taxes & fees
1 Apr - 2 Apr
Deerfield Valley Inn

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (763 reviews)
"Great person at front desk. Motel was nicer than expected and clean"
United States
Giovanni
The price is RM285
RM314 total
includes taxes & fees
1 Apr - 2 Apr
Travelodge by Wyndham Brattleboro VT

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful location and nice staff."
United States
Cynthia
The price is RM466
RM508 total
includes taxes & fees
5 Apr - 6 Apr
Four Columns Inn
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 County Hotel Reviews

Guide to exploring Windham County

Top reasons to visit Windham County

  • Thrilling Ski Resorts: Windham County boasts excellent skiing opportunities at various resorts, perfect for winter sports enthusiasts.
  • Charming Art Towns: Explore delightful towns filled with art galleries and local crafts, showcasing the region's creative spirit.
  • Scenic Natural Beauty: The area offers breathtaking landscapes, including national parks and beautiful lakes, ideal for outdoor adventures.
  • Rich Historical Significance: Experience the local history, including attractions from the Civil War era, adding depth to your visit.
  • Diverse Accommodation Options: Choose from cosy cottages to luxurious inns, catering to a variety of preferences and budgets.

Find great hotels in Windham County

Discover the charming hotels of Windham County, Vermont, where adventure meets comfort. Whether you seek a family-friendly retreat, a pet-friendly getaway, or the unique experience of agritourism, this region offers a variety of lodging options. Choose from the inviting Chimney Hill, delightful cosy cottages, or the welcoming Andrews Inn, each designed to provide a memorable stay amidst the stunning natural beauty of Vermont.

  • The Black Bear Lodge at Stratton Mountain Resort: Nestled in the heart of Windham County, The Black Bear Lodge at Stratton Mountain Resort is a charming 3-star retreat perfect for families seeking a memorable vacation. The lodge features family-friendly amenities, including supervised childcare services and an exciting arcade game room, ensuring that children have a fantastic time. With its rustic décor and warm ambience, the lodge provides a welcoming atmosphere for guests to unwind after a day of exploration.
  • Mount Snow Grand Summit Resort: Embrace the thrill of adventure at Mount Snow Grand Summit Resort, a 3-star hotel that offers an exhilarating ski-themed experience. Located conveniently close to ski lifts and shuttles, this resort caters to adventure seekers with activities such as snowboarding, hiking, and mountain biking. For those looking for relaxation, the full-service spa offers an array of treatments, including Thai massages and Ayurvedic therapies, complemented by a refreshing pool service. This resort is the ultimate destination for both adventure and relaxation.
  • The Upper Pass Lodge at Magic Mountain: If you're looking for a pet-friendly adventure, The Upper Pass Lodge at Magic Mountain is the ideal choice. This motel-style accommodation blends comfort with excitement, offering various outdoor activities such as zip-lining and snowshoeing. The lodge welcomes pets, allowing you to bring your furry companions along for the ride. With nearby recreational opportunities, it’s perfect for those wanting to immerse themselves in the natural beauty and adventure of Windham County.

Where to stay in Windham County

Windham County, Vermont, offers a delightful blend of adventure and relaxation, perfect for a memorable vacation. Explore charming art towns, indulge in family-friendly activities, and enjoy the welcoming atmosphere created by friendly locals. With options ranging from budget to luxury accommodations, you can experience the best of both worlds. Don't miss the nearby attractions in Bennington County and the historical significance of the Civil War era, ensuring a rich and fulfilling travel experience.

  • Brattleboro: Nestled in the heart of Windham County, Brattleboro is a vibrant city that attracts visitors year-round, with peak seasons from July to September. Known for its exceptional skiing and adventure sports, it offers access to numerous ski resorts and fields. The stunning natural surroundings, including lakes, mountains, and the nearby national state park, provide ample opportunities for outdoor activities and exploration. Whether you're hitting the slopes or enjoying a leisurely hike, Brattleboro is a gateway to both excitement and relaxation.
  • Wilmington: Located in the picturesque Windham County, Wilmington is another charming city that invites adventure seekers. Like Brattleboro, it experiences a peak in visitor numbers during July and from September to October. The city is renowned for its skiing options, with excellent ski resorts and fields catering to winter sports enthusiasts. The breathtaking landscapes, featuring serene lakes, majestic mountains, and beautiful valleys, make Wilmington a perfect spot for outdoor adventures as well as a peaceful retreat for nature lovers.
  • Grafton: Grafton, also situated in Windham County, is a delightful destination for those searching for outdoor experiences and adventure. The city experiences a similar flow of visitors, especially peaking in July and September to October. It is famed for its skiing facilities, with numerous ski resorts and fields available for thrill-seekers. Surrounded by stunning lakes, valleys, and mountains, Grafton offers not only exhilarating winter sports but also a tranquil atmosphere for those looking to unwind and enjoy nature's beauty.

Things to do in Windham County

Windham County, Vermont, offers an exciting blend of skiing, adventure, and sports activities. Visitors can enjoy skiing at various resorts and fields, while also indulging in antique shopping and art walks. For those seeking a change of scenery, there are delightful day trips to explore the natural beauty and charm of the region. Whether you're hitting the slopes or discovering local treasures, Windham County has something for everyone.

Shopping

The Vermont Country Store offers a charming selection of local goods and unique gifts, perfect for souvenirs. At the Brattleboro Farmers' Market, you can enjoy fresh produce and artisan products. For a broader shopping experience, Vermont Marketplace combines shopping, entertainment, and family-friendly activities in a lively setting.

Recreation

At Mount Snow Golf Course, enjoy a round of golf amidst stunning landscapes, perfect for relaxation and outdoor fun. The Stone Church offers live music events, providing a vibrant atmosphere for entertainment. Brattleboro Country Club exudes luxury, making it an ideal spot for unwinding in a serene environment.

Adventure

Experience the thrill of skiing at Stratton Mountain Resort, where adventure awaits on pristine slopes. For more skiing excitement, head to Mount Snow, renowned for its diverse ski options. Take a scenic ride on the Stratton Mountain Summit Gondola, offering breathtaking views and an exhilarating ascent.

Nightlife

Experience the vibrant nightlife of Windham County at the Bellows Falls Opera House, where romance and culture intertwine. For an adventurous twist, visit Brattleboro Bowl, brimming with excitement. Don’t miss the Latchis Theatre, a charming venue that offers a captivating mix of entertainment and romance.

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

Booking tips and Expedia advantages for Windham County

For a budget-friendly visit to Windham County, consider travelling during the cheaper months of April to May and November, avoiding peak times like December to February. Tuesdays are the least expensive days for accommodation, while Fridays are the priciest. Use Expedia to search for eco-certified hotels that fit your budget and preferences, and arrange results by price to find the best deals. Additionally, save money by bundling your hotel, flights, and activities into a package. Take advantage of free local attractions to further stretch your budget while enjoying the beauty of the area.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windham County are April to May and November, where the prices are slightly lower. This is in comparison to December to February, 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 County is Tuesday. The most expensive day to stay in Windham County is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. For instance, selecting the Eco-certified filter will reveal sustainable and environmentally-friendly hotels currently available. To find the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Windham County hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Windham County

Windham County, Vermont, is a fantastic destination for ski enthusiasts and adventure seekers. With an array of attractions such as national parks, ski resorts, and beautiful lakes, it offers something for everyone. Whether you're looking for cultural experiences, outdoor activities, or family-friendly fun, you'll find plenty to explore in this charming region. It's the perfect spot for an unforgettable holiday filled with excitement and natural beauty.

  • Stratton Mountain Resort: Experience the thrill of skiing and snowboarding at one of Vermont's premier ski resorts. Stratton Mountain offers stunning outdoor adventures year-round, with picturesque trails and vibrant après-ski vibes. Ideal for both beginners and seasoned pros, it’s a winter wonderland waiting to be explored.
  • Landmark College: Immerse yourself in the dynamic atmosphere of Landmark College, a unique institution focused on innovative learning methods. With its modern facilities and urban vibe, it’s perfect for those looking to engage in educational experiences or simply enjoy the lively campus environment.
  • Molly Stark State Park: Discover the natural beauty of Molly Stark State Park, where outdoor enthusiasts can hike scenic trails and enjoy breathtaking vistas. This tranquil park is perfect for adventure lovers seeking to immerse themselves in Vermont's stunning landscapes.

The nearest major airports for your trip to Windham County

When planning your visit to Windham County, Vermont, consider flying into one of the nearby major airports. Hartford, CT (BDL-Bradley Intl.) is situated 117.5km away, with excellent accommodations such as the 4-star Simsbury 1820 House, just 11.3km from the airport. Albany, NY (ALB-Albany Intl.) is 98.2km distant, offering options like The Landing Hotel at Rivers Casino & Resort, located 12.9km away. Lastly, Manchester, NH (MHT-Manchester-Boston Regional) is 99.8km from Windham County, with the 4-star DoubleTree by Hilton Nashua available just 16.1km from the airport. These hotels provide convenient access to their respective airports for a smooth travel experience.

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Frequently asked questions

How much do hotels in Windham County cost?
The season and factors like Easter and school holidays can influence the price of a hotel in Windham County. You can find cheap options from RM259 in a few different ways on Expedia. First, select the dates you'd like to get away, then use the filters like property type and amenities to fine-tune your search. You can also sort by price, so the lowest options appear at the top.
When is the best time to go to Windham County?
If you want to visit in summer, reserve your Windham County hotel between June and August. Temperatures during the summer months here range from 12ºC to 24ºC. Windham County has a humid continental climate, so pack accordingly.
How can I find cheap hotels in Windham County?
Windham County cheap hotels start at RM259 per night. To browse these types of wallet-friendly options, make use of our "Price per night" filter. Like some other tips? Be flexible with your holiday dates and book early. Check out our cheap hotels in Windham County page for deals you won't be able to resist.
What are the best hotels in Windham County for families?
Big Bears Lodge is among the most popular hotels for families, located in Stratton, Windham County. Stay here and take advantage of amenities like a playground and complimentary breakfast. Three Mountain Inn is another favourite property where kiddos are welcome. For more hotel options, fine-tune your search results by clicking on "Family friendly" under the "Traveller experience" filter section.
Why should I book my Windham County hotel with Expedia?
Expedia is your one-stop shop for organising the ultimate holiday experience in Windham County. You'll find a wide variety of hotels to choose from and search filters that make it a breeze to find the stay of your dreams. Worried about your plans changing? Many of our hotels have flexible cancellation policies, so you can book with peace of mind. Get more out of your trip with Expedia Rewards. Join today for free and you can collect points and unlock membership perks. You'll enjoy instant access to Member Prices, which adds up to savings worth 10% or more on select hotels!