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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, (90 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is £83
includes taxes & fees
31 May - 1 Jun
Hideaway Inn Mt. Snow

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (213 reviews)
"Great mom and pop motel minutes from Mount Snow"
United States
Richard
The price is £140
includes taxes & fees
19 May - 20 May
Big Bears Lodge

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, (267 reviews)
"Great place to stay for ski trip"
United States
carlos
The price is £116
includes taxes & fees
11 May - 12 May
Grand Summit Resort, A Vail Resorts Property

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 £120
includes taxes & fees
19 May - 20 May
The Black Bear Lodge at Stratton Mountain Resort

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (967 reviews)
"Everyone was nice!"
United States
Jon
The price is £106
includes taxes & fees
13 May - 14 May
Hampton Inn Brattleboro

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,001 reviews)
"Awesome and clean and quiet love the staff"
United States
Jeremiah
Colonial Motel And Spa

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (184 reviews)
"Peaceful location. Great home base for day trips. "
United States
Jen
The price is £175
includes taxes & fees
12 May - 13 May
Vikings Villages Resort

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 £77
includes taxes & fees
11 May - 12 May
The Putney Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"Clean room, quiet, good price "
United States
Derek
The price is £106
includes taxes & fees
3 May - 4 May
The Covered Bridge Inn

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 £104
includes taxes & fees
12 May - 13 May
Fullerton 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)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is £112
includes taxes & fees
9 May - 10 May
Comfort Inn & Suites Brattleboro I-91

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (311 reviews)
"Such a cool place, so much to explore with the history. The staff is fantastic… we had a blast!"
United States
Jenifer
The price is £120
includes taxes & fees
7 May - 8 May
The White House Inn

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 £93
includes taxes & fees
11 May - 12 May
Chalet 239

Farm Road Estate

Farm Road Estate
3.0 star property
West Dover
9.8 out of 10, Exceptional, (97 reviews)
"We LOVED the modern clean aesthetic and convenience to Mount Snow. Definitely one of the nicest places in the area and we’ve seen a lot. We arrived late but check in was super easy. We will definitely return!"
United States
Rosa
The price is £154
includes taxes & fees
2 May - 3 May
Farm Road Estate

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (872 reviews)
"Nice rooms, great downtown location, helpful staff...great value."
United States
Paul
The price is £106
includes taxes & fees
3 May - 4 May
Latchis Hotel

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very good, (220 reviews)
"Great place for a one night stay to ski near by. Clean room and great pizza in the brewery. "
United States
Laura
The price is £73
includes taxes & fees
20 May - 21 May
Valley Craft Ales

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 £289
includes taxes & fees
13 May - 14 May
Long Trail House at Stratton Mountain Resort

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.4 out of 10, (632 reviews)
"Near food and shopping, ac and heater work good."
United States
Juan
The price is £81
includes taxes & fees
31 May - 1 Jun
Econo Lodge Brattleboro South

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (768 reviews)
"It was fairly clean room was cold however the staff was amazing, Awesome Customer Service skills and flexibility to accommodate my needs. I will definitely recommend to others. "
United States
Vivian
The price is £73
includes taxes & fees
3 May - 4 May
Travelodge by Wyndham Brattleboro VT

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (34 reviews)
"My stay was wonderful. Great accommodations, friendly and helpful staff, the pub downstairs was perfect to grab a quick bite and a drink. I will be staying again next time I am in the area"
United States
Glenn
The price is £105
includes taxes & fees
3 May - 4 May
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.

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

  • Thrilling Ski Resorts: Windham County boasts renowned ski resorts perfect for winter sports enthusiasts, offering exhilarating slopes and stunning scenery.
  • Charming Towns: Explore picturesque towns like Windham, where friendly locals and delightful shops create a welcoming atmosphere.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, from skiing to hiking, amidst Vermont's breathtaking natural landscapes.
  • Cultural Experiences: Visit local art galleries and historical sites, including the Windham Village Historic District, for a taste of the area's rich heritage.
  • Diverse Accommodation: Choose from a range of lodgings, including charming agritourism properties and family-friendly hotels, catering to all budgets.

Find great hotels in Windham County

Discover a range of accommodation options in Windham County, Vermont, where adventure awaits. From charming agritourism properties to family-friendly hotels, you'll find a variety of lodgings to suit your needs. Many establishments offer pet-friendly amenities, ensuring a delightful stay for all. Whether you're seeking a spacious vacation home or an intimate retreat, Windham County has something for every traveller looking to explore its natural beauty.

  • Colonial Motel And Spa: A charming 3-star motel nestled in the heart of Windham County, Colonial Motel And Spa is ideal for adventurers and families alike. With an array of outdoor activities right at your doorstep, guests can enjoy thrilling experiences such as snowshoeing, skiing, and hiking. The property is designed with families in mind, featuring amenities like a first aid kit and window guards for children. Whether you're seeking excitement or a relaxing break, this motel caters to all your needs.
  • The Covered Bridge Inn: As a budget-friendly hotel, The Covered Bridge Inn is perfect for travellers eager to explore the great outdoors without breaking the bank. Situated conveniently in Windham County, this inn offers access to a variety of adventure sports, including rafting and snowboarding. With an inviting atmosphere, guests can unwind after a day filled with activities. This accommodation is a fantastic choice for those looking for a memorable adventure experience in a picturesque setting.
  • Hampton Inn Brattleboro: Rated 8.2 out of 10, Hampton Inn Brattleboro is a pet-friendly hotel that blends comfort with practicality. Ideal for business travellers and holidaymakers alike, this establishment allows pets on-site, ensuring that your furry friends can join your journey. With a range of thoughtful amenities and a welcoming environment, guests will appreciate the ease of access to local attractions and business centres. Perfect for those seeking a convenient and accommodating stay in Windham County.

Where to stay in Windham County

Windham County, Vermont, offers a delightful blend of adventure and relaxation, perfect for tourists seeking family-friendly experiences. Explore the charming town of Windham, where friendly locals welcome you to enjoy skiing, outdoor sports, and the stunning natural scenery. Whether you're indulging in luxury or seeking budget-friendly options, this picturesque region promises memorable moments amidst its beautiful landscapes and vibrant atmosphere. Discover the joys of Windham County and create lasting memories during your visit.

  • Stratton: Nestled in the heart of Windham County, Stratton is a year-round destination for adventure seekers and sports enthusiasts. Known primarily for its ski resorts, visitors flock to Stratton from December to January and again in April for thrilling winter sports experiences. The area boasts stunning mountainous landscapes and a picturesque lake, ideal for outdoor activities. When the snow melts, the hiking trails and the nearby national state park offer opportunities for exploration and relaxation. Stratton provides a vibrant community atmosphere, making it a perfect base for both adrenaline-filled and tranquil retreats.
  • West Dover: Located in the scenic expanse of Windham County, West Dover is a charming city that attracts visitors seeking adventure and sports during the winter months, particularly from January to March. The region is synonymous with its exceptional ski facilities, offering a myriad of slopes for all skill levels. West Dover is surrounded by beautiful lakes and mountains, creating a stunning backdrop for both winter sports and summer activities. With a moderately seasonal influx of tourists, the city maintains a welcoming and friendly vibe, ensuring a pleasant stay for those looking to embrace the great outdoors.
  • Brattleboro: Brattleboro stands out as a vibrant cultural hub within Windham County, attracting visitors throughout the year, with a peak in summer from July to September. This charming city offers access to a variety of ski opportunities, along with its breathtaking natural scenery, including lakes and mountains. The nearby national state park invites exploration and adventure, making Brattleboro a delightful destination for nature lovers and sports enthusiasts alike. The city's arts scene, eclectic shops, and diverse dining options provide a rich experience, ensuring that visitors leave with unforgettable memories.

Things to do in Windham County

Windham County, Vermont, is a fantastic destination for skiing and adventure sports enthusiasts. With its renowned ski resorts and picturesque ski fields, visitors can enjoy thrilling winter activities. Additionally, the area offers excellent opportunities for day trips, allowing tourists to explore the beautiful Vermont landscape and its charming towns. Whether you're hitting the slopes or discovering local attractions, Windham County provides a memorable holiday experience.

Shopping

In Windham County, visit the Brattleboro Outlet Center for great deals on brand-name goods. For unique gifts, explore local shops in downtown Brattleboro, where you'll find artisan crafts and handcrafted items that reflect the region's charm.

Recreation

Brattleboro Country Club offers a luxurious golfing experience amidst stunning landscapes. Enjoy the serene ambiance while perfecting your swing, followed by relaxation in their clubhouse. This private club provides an exquisite retreat for both leisure and wellness, making it an ideal spot for rejuvenation in Windham County.

Adventure

Explore the stunning landscapes of Windham County by hiking the trails of Mount Wantastiquet, offering breathtaking views of the Connecticut River. For thrill-seekers, the Brattleboro Outing Club provides exhilarating mountain biking paths and kayaking adventures on the West River, perfect for an adrenaline rush.

Nightlife

In Windham County, the lively atmosphere at The Stone Church in Brattleboro offers live music and a vibrant crowd. The Bellows Falls Opera House hosts eclectic events, while local pubs like Whetstone Station provide a relaxed vibe with craft beers and delicious food, perfect for unwinding after a day of exploration.

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

Booking tips and Expedia advantages for Windham County

  • 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 options based on your budget, preferred location, and the type of hotel you desire. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can 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, Vermont, is a haven for ski and adventure enthusiasts, offering a variety of activities for families and culture seekers alike. Visitors can explore the beautiful lakes, art galleries, and national parks. For a touch of history, don't miss the county courthouse and the charming Windham Village Historic District. This picturesque region promises a delightful blend of outdoor exploration and cultural experiences.

  • Brattleboro Common: This charming urban park offers a delightful escape with its lush greenery and family-friendly atmosphere. Ideal for leisurely strolls, picnics, or simply unwinding, it boasts a vibrant community vibe and hosts various local events throughout the year.
  • Lake Raponda: A picturesque lake perfect for a romantic day out, Lake Raponda features sandy beaches and scenic views that invite relaxation. Enjoy swimming, kayaking, or a tranquil lakeside picnic amidst stunning natural beauty.
  • Jamaica State Park: This national park is a haven for adventure enthusiasts, offering breathtaking scenery and numerous trails. Explore hiking paths, enjoy birdwatching, or embark on a thrilling kayaking expedition along the West River.

The nearest major airports for your trip to Windham County

When planning your visit to Windham County, Vermont, you can fly into several major airports. BOSton Logan International Airport (BOS) is located 151.3km away, with luxurious hotel options such as Encore Boston Harbor, InterContinental Boston, and Boston Harbor Hotel, all within 4.8km. Hartford Bradley International Airport (BDL) is 117.5km distant, offering nearby accommodations like DoubleTree by Hilton, Simsbury 1820 House, and Marriott Hartford Downtown. For those considering Providence T.F. Green Airport (PVD), situated 172.2km away, options include the Omni Providence Hotel, Hotel Providence, and Renaissance Providence Downtown Hotel, all 11.3km from the airport.

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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 £73 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 £73 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?
Book your Windham County stay with Expedia for price, ease and choice. Also, our One Key™ rewards programme lets you collect OneKeyCash™* on all eligible flights, car rentals, activities, hotels and more. Plus, we offer flexibility in case your plans change, and if you want to ask us anything or need assistance, our online Help Centre is available 24/7. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Expedia.