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Windham County Accommodation: Most Popular Cities to Stay

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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
8.8 out of 10, Excellent, (63 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is Rp2.270.520
Rp2.497.571 total
includes taxes & fees
2 Mar - 3 Mar
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, (974 reviews)
"Very friendly staff, excellent location. Breakfast was great and room was just what we needed"
United States
Val
The price is Rp2.675.811
Rp3.237.731 total
includes taxes & fees
29 Mar - 30 Mar
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, (257 reviews)
"Ski slopes were accessible and pool was really nice. "
United States
Claudia
The price is Rp5.298.216
Rp6.340.824 total
includes taxes & fees
17 Mar - 18 Mar
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, (202 reviews)
"Great mom and pop motel minutes from Mount Snow"
United States
Richard
The price is Rp2.898.000
Rp3.187.968 total
includes taxes & fees
25 Mar - 26 Mar
Big Bears Lodge

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 Rp6.647.455
Rp8.262.787 total
includes taxes & fees
29 Mar - 30 Mar
Long Trail House at Stratton Mountain Resort

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (110 reviews)
"Great stay "
United States
Jean
The price is Rp2.797.200
Rp3.076.920 total
includes taxes & fees
10 Mar - 11 Mar
Chalet 239

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very good, (207 reviews)
"Great spot"
United States
Joseph
Valley Craft Ales

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (170 reviews)
"Great place and very clean!!"
United States
Emil
The price is Rp3.213.000
Rp3.747.322 total
includes taxes & fees
29 Mar - 30 Mar
Vikings Villages Resort

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.0 out of 10, Wonderful, (291 reviews)
"It was quiet and beautiful."
United States
Madison
The price is Rp2.782.080
Rp3.060.288 total
includes taxes & fees
4 Mar - 5 Mar
The White House Inn

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (420 reviews)
"Great staff and service. "
United States
Chris
The price is Rp2.167.200
Rp2.362.248 total
includes taxes & fees
1 Mar - 2 Mar
Fullerton Inn

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,002 reviews)
"Clean, cozy , spacious, comfortable rooms, friendly staff, great area, excellent spa! "
United States
Ana
The price is Rp1.430.465
Rp1.573.512 total
includes taxes & fees
2 Mar - 3 Mar
Colonial Motel And Spa

Farm Road Estate

Farm Road Estate
3.0 star property
West Dover
10.0 out of 10, Exceptional, (85 reviews)
"Amazing stay Beautiful room Great fireplace Close to mount snow Great service "
United States
Alessandra Mac Carthy
Farm Road Estate

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"Easy check in and good parking"
United States
nicholas
The price is Rp1.360.800
Rp1.496.880 total
includes taxes & fees
28 Feb - 1 Mar
The Covered Bridge Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (948 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is Rp1.914.864
Rp2.106.351 total
includes taxes & fees
12 Mar - 13 Mar
Hampton Inn Brattleboro

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.4 out of 10, (621 reviews)
"Near food and shopping, ac and heater work good."
United States
Juan
The price is Rp985.320
Rp1.083.852 total
includes taxes & fees
27 Mar - 28 Mar
Econo Lodge Brattleboro South

Austrian Haus Lodge

Austrian Haus Lodge
2.5 star property
West Dover
8.6 out of 10, Excellent, (63 reviews)
"My husband & I absolutely love this place! We’ve stayed a few times now. The inn owners are so sweet, and accommodating! "
United States
Samantha
Austrian Haus Lodge

Deerfield Valley Inn

Deerfield Valley Inn
3.0 star property
West Dover
9.4 out of 10, Exceptional, (109 reviews)
"Great location Host Oz cooked up a great breakfast Room was fine for one person "
United States
michael
Deerfield Valley Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,000 reviews)
"perfect room, very clean and friendly staff"
Canada
Marc-André
The Putney Inn

Vantage Point Villas at Stratton Mountain Resort

Vantage Point Villas at Stratton Mountain Resort
3.0 star property
Stratton
8.4 out of 10, Very good, (70 reviews)
"Amazing stay - The condo was cozy and perfect for our family! "
United States
Kate
The price is Rp4.788.000
Rp5.951.736 total
includes taxes & fees
29 Mar - 30 Mar
Vantage Point Villas at Stratton Mountain Resort

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (769 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is Rp1.943.760
Rp2.138.135 total
includes taxes & fees
28 Mar - 29 Mar
Comfort Inn & Suites Brattleboro I-91
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.

Great weekend hotel deals in Windham County, VT

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Top Windham County Hotel Reviews

Guide to exploring Windham County

Top reasons to visit Windham County

  • Exceptional Ski Resorts: Windham County boasts renowned ski resorts, perfect for winter sports enthusiasts and families alike.
  • Charming Art Towns: Explore delightful art towns filled with galleries, shops, and local craftsmanship.
  • Rich Civil War History: Delve into the region's fascinating Civil War history through various historical sites and museums.
  • Scenic Natural Beauty: Experience tranquil lakes and stunning landscapes ideal for outdoor activities and relaxation.
  • Varied Accommodation Options: Enjoy a range of charming stays, from agritourism properties to cosy hotels.

Find great hotels in Windham County

Windham County offers a delightful array of accommodation options, from charming agritourism properties to inviting hotels. Whether you're seeking adventure, a family getaway, or a pet-friendly retreat, you'll find suitable choices like Andrews Inn, Cozy Cottages, and Chimney Hill. Embrace the stunning scenery and warm hospitality as you explore the beauty of this enchanting region.

  • Colonial Motel And Spa: Embracing a charming blend of traditional New England hospitality and modern comfort, Colonial Motel And Spa is an ideal choice for diverse travellers. This 3-star motel in Windham County offers an array of adventure sports, perfect for families seeking both excitement and relaxation. Guests can indulge in activities such as skiing, snowshoeing, and mountain biking nearby, while children enjoy dedicated amenities like sledding and safety features for peace of mind. The motel’s welcoming atmosphere ensures a memorable stay for those on a business trip or a family vacation.
  • Mount Snow Grand Summit Resort: A haven for ski enthusiasts and relaxation seekers alike, the Mount Snow Grand Summit Resort combines an invigorating adventure setting with luxurious spa facilities. Located conveniently in Windham County, this 3-star resort offers easy access to skiing and mountain biking directly onsite. Guests can unwind in the full spa, which features a variety of treatments including Thai massages and Ayurvedic therapies, alongside a refreshing pool. The resort’s proximity to ski lifts and shuttles ensures that thrill-seekers can maximise their time on the slopes while enjoying the serenity of the surroundings.
  • The Upper Pass Lodge at Magic Mountain: For pet lovers and adventure seekers, The Upper Pass Lodge at Magic Mountain is a delightful choice. This cosy motel in Windham County welcomes furry friends, allowing for a truly inclusive getaway. With a variety of nearby outdoor activities such as snow tubing, downhill skiing, and zip-lining, guests can immerse themselves in the natural beauty of the area. The lodge’s relaxed atmosphere and pet-friendly policies make it an excellent option for those looking to enjoy a fun-filled, nature-centric vacation with their beloved pets.

Where to stay in Windham County

Windham County, Vermont, offers a delightful blend of adventure and relaxation for tourists. Renowned for its ski resorts and family-friendly atmosphere, visitors can explore charming art towns, enjoy the scenic beauty of Bennington County, and delve into the region's rich Civil War history. Whether you're seeking budget-friendly options or a touch of luxury, Windham County promises a memorable experience filled with friendly locals and captivating landscapes.

  • Brattleboro: Nestled in the scenic Windham County, Brattleboro is a charming city that attracts visitors year-round, with peaks in July to September. Known for its vibrant arts scene and outdoor adventures, this city is a haven for ski enthusiasts and adventure seekers alike. Accessible ski fields and resorts make it an ideal winter destination, while nearby lakes and mountains offer year-round recreational opportunities. The local natural attractions include national state parks, providing perfect spots for hiking and exploration. With its quaint downtown area filled with unique shops and cafes, Brattleboro is a delightful blend of culture and nature.
  • West Dover: Located in the heart of Windham County, West Dover is a picturesque city renowned for its stunning mountain vistas and outdoor sports. The peak visitor season occurs from January to March, coinciding with the winter sports rush. The area is celebrated for its excellent ski resorts, which cater to all skill levels. Besides skiing, the nearby valleys and lakes offer opportunities for kayaking, fishing, and hiking during warmer months. The quaint community vibe, coupled with beautiful landscapes, makes West Dover a perfect retreat for those seeking adventure and relaxation.
  • Wilmington: Wilmington is a delightful city in Windham County, attracting visitors from July to October. Known for its rich history and outdoor activities, Wilmington serves as a gateway to some of the region's best skiing options, as well as scenic lakes and valleys. The town is steeped in charm, with historic buildings and local shops that reflect its heritage. Nature lovers can enjoy various activities such as hiking and cycling, while winter sports enthusiasts can take advantage of the nearby ski resorts. Wilmington's welcoming atmosphere and beautiful surroundings make it a must-visit destination.

Things to do in Windham County

Windham County, Vermont, is an ideal destination for skiing and adventure sports enthusiasts. Visitors can enjoy a variety of activities, including skiing at renowned resorts and exploring ski fields. Beyond winter sports, the area offers delightful pursuits such as antique shopping, scenic day trips, and engaging art walks, making it a charming spot for a well-rounded vacation.

Shopping

In Windham County, visit the Vermont Country Store for unique gifts and souvenirs, or explore the Brattleboro Farmers' Market for local produce and crafts. For a more extensive shopping experience, the Vermont Marketplace offers a blend of family-friendly shops and entertainment options.

Recreation

Mount Snow Golf Course offers a scenic golfing experience amidst the stunning landscapes of Windham County, perfect for both relaxation and recreation. For a cultural escape, The Stone Church hosts captivating music concerts, while Brattleboro Country Club provides a luxurious setting for leisure and socialising.

Adventure

Experience exhilarating skiing at the Ursa Express Ski Lift, where adventure vibes await. At Stratton Mountain Resort, immerse yourself in outdoor activities amid stunning scenery. For sports enthusiasts, Mount Snow offers thrilling ski experiences in a vibrant atmosphere, perfect for an adventurous getaway in Windham County.

Nightlife

In Windham County, the Bellows Falls Opera House offers a charming blend of romance and culture, perfect for an enchanting night. For a thrill, head to Brattleboro Bowl, where adventure awaits in a lively arcade atmosphere. The Latchis Theatre also invites you to enjoy captivating performances in a delightful setting.

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

Booking tips and Expedia advantages for Windham County

To save money on your trip to Windham County, consider visiting during the off-peak months of April to May or November, when accommodation prices tend to be lower. Tuesdays are the cheapest days for hotel stays, while Fridays are the most expensive. Utilise Expedia’s search tool to filter results by budget and hotel type, including eco-friendly options. Additionally, look for package deals that combine hotels with flights and activities for further savings. Exploring free outdoor activities in the area can also 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 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: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your search results to display prices from the lowest to the highest, allowing you to find the most affordable hotels first. Furthermore, you have the option to refine your selections by hotel type; for instance, by selecting the Eco-certified filter, you will uncover a range of sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can potentially save money by combining your Windham County hotel reservations with your flights and activities through an Expedia package deal.

Find the best attractions in Windham County

Windham County is an ideal destination for skiing and adventure sports, offering visitors a variety of attractions such as national parks, ski resorts, and tranquil lakes. Whether you're in search of cultural experiences, outdoor activities, or family-friendly fun, the region provides ample opportunities to explore its natural beauty and engage in thrilling activities, ensuring a memorable holiday for all.

  • Landmark College: Experience a vibrant academic atmosphere at Landmark College, known for its innovative approach to education. Nestled in the heart of Windham County, the campus exudes city vibes, making it a unique blend of learning and local culture.
  • Stratton Mountain Resort: Embrace the thrill of outdoor adventure at Stratton Mountain Resort. Renowned for its skiing, this resort offers breathtaking views and exhilarating slopes, perfect for winter sports enthusiasts and nature lovers alike.
  • Molly Stark State Park: Discover the natural beauty of Molly Stark State Park, where outdoor enthusiasts can hike scenic trails and immerse themselves in stunning landscapes. The park is a sanctuary for adventure seekers and those looking to enjoy Vermont's lush surroundings.

The nearest major airports for your trip to Windham County

To reach Windham County, Vermont, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is located 117.5km away, with nearby hotels such as Sheraton Hartford Hotel at Bradley Airport, which is right next to the terminal, and the 3-star Capitol Hotel, 17.7km away. Albany, NY (ALB-Albany Intl.) is 98.2km from Windham County, with accommodations like the 3.5-star Oakcliff Bed and Breakfast, 11.3km away, and Four Points by Sheraton Albany, 12.9km distant. Lastly, Manchester, NH (MHT-Manchester-Boston Regional) is 99.8km away, featuring the Four Points by Sheraton Bedford, 3.2km from the airport, providing convenient access for travellers.

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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 Rp1.083.852 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 Rp1.083.852 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!