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Top cities in Windham County

A snow-covered road winding through a forested area with buildings and mountains in the background.
Hotels

West Dover

West Dover

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6 Nov - 7 Nov
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Our top choices for Windham County hotels

A red building with a stone fire pit and outdoor seating.

1. 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, (327 reviews)
"We went for a wedding and couldn’t have been happier with our stay."
United States
Kevin
The price is ฿5,321
฿6,368 total
includes taxes & fees
9 Nov - 10 Nov
Grand Summit Resort, A Vail Resorts Property
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

2. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (155 reviews)
"Absolutely loved our stay here! Everything here was clean and had a super cozy atmosphere! Truly the perfect little place to spend a few days to relax in the mountainside! We also loved that there were vending machines in lobby and free water and coffee in the lounge area! Definitely would stay here again!!"
United States
Chase
The price is ฿3,263
฿3,589 total
includes taxes & fees
9 Nov - 10 Nov
Hideaway Inn Mt. Snow
A cozy living room with a fireplace, a coffee station, and a view of the outside.

3. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.4 out of 10, (114 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
The price is ฿2,861
฿3,147 total
includes taxes & fees
8 Nov - 9 Nov
Colonial Motel
A bedroom with a bed, a dresser, a desk, a lamp, and a window.

4. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (222 reviews)
"Welcoming host with great customer service"
United States
Alfred
The price is ฿5,773
฿6,350 total
includes taxes & fees
29 Nov - 30 Nov
Big Bears Lodge
A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

5. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (258 reviews)
"Great place to stay."
United States
Cecil
The price is ฿6,270
฿7,313 total
includes taxes & fees
9 Nov - 10 Nov
Vikings Villages Resort
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

6. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.8 out of 10, Good, (1,003 reviews)
"Great place to stay"
United States
Joseph
The price is ฿4,986
฿6,033 total
includes taxes & fees
9 Nov - 10 Nov
The Black Bear Lodge at Stratton Mountain Resort
A wooden deck overlooking a river with rocks and dense greenery.

7. Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.2 out of 10, Very good, (279 reviews)
"Great place to hang your hat for the evening."
United States
TYLER
The price is ฿3,280
฿3,608 total
includes taxes & fees
9 Nov - 10 Nov
Valley Craft Ales
The exterior of Latchis Hotel with a classic architectural style, large windows, and a prominent entrance.

8. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (1,001 reviews)
"Hotel was great with extremely helpful, engaging and friendly staff."
United States
Erik
The price is ฿3,592
฿3,951 total
includes taxes & fees
9 Nov - 10 Nov
Latchis Hotel
A large, white colonial-style house with a porch, surrounded by lush greenery and trees.

9. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (394 reviews)
"Excellent hospitality, room, beds, linens, dinner and scenery."
United States
Teresa
The price is ฿5,729
฿6,302 total
includes taxes & fees
8 Nov - 9 Nov
The White House Inn
A hotel room with two beds, a desk, and a TV.

10. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,001 reviews)
"Great location and wonderful staff! I love staying here every year!"
United States
Kristen
The price is ฿2,816
฿3,098 total
includes taxes & fees
8 Nov - 9 Nov
The Putney Inn
A modern living room with a fireplace, large windows, and a cozy seating area.

11. Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (141 reviews)
"Very clean place with nice and helpful staff."
United States
Kenneth
The price is ฿4,301
฿4,731 total
includes taxes & fees
9 Nov - 10 Nov
Inn At Mount Snow
A modern dining area with a large table and chairs, a kitchen in the background, and a stone accent wall.

12. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,001 reviews)
"Room was very clean and check in was excellent"
United States
Faith
The price is ฿3,840
฿4,224 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Brattleboro
A reception area with a counter, a computer, and various informational posters on the wall.

13. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (844 reviews)
"If you are looking for a clean place to rest your head for the night this place is it!"
United States
Cara
The price is ฿2,078
฿2,286 total
includes taxes & fees
9 Nov - 10 Nov
Travelodge by Wyndham Brattleboro VT
A hotel room with two beds, a nightstand, a lamp, a painting of a cabin, and a door.

14. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.2 out of 10, Good, (1,001 reviews)
"Good location. About what one might expect in a budget motel."
United States
Rick
The price is ฿2,811
฿3,092 total
includes taxes & fees
5 Dec - 6 Dec
The Covered Bridge Inn
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

15. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (899 reviews)
"Very nice staff and enjoyed my stay."
United States
Charlene
The price is ฿3,758
฿4,134 total
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Brattleboro I-91
A two-story building with a red facade, a balcony on the second floor, and a parking lot in front.

16. 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, (714 reviews)
"Beds and bedding were super comfy but the room itself was rather small and dated."
United States
Lynne
The price is ฿2,839
฿3,251 total
includes taxes & fees
16 Nov - 17 Nov
The Upper Pass Lodge at Magic Mountain
A modern outdoor lounge area with two lounge chairs and a wooden deck.

17. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (235 reviews)
"Love the Nordik style accommodations and very comfortable bed!"
United States
Debi
The price is ฿4,375
฿5,827 total
includes taxes & fees
8 Nov - 9 Nov
Otherland Hotel
A stone fire pit with flames in front of a house with a covered porch and blue lighting.

18. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,002 reviews)
"Stayed one night. Staff was very friendly. Clean rooms, easy parking, nice breakfast."
United States
Timothy
The price is ฿4,652
฿5,117 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.

19. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (127 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
The price is ฿4,986
฿5,485 total
includes taxes & fees
9 Nov - 10 Nov
Blue Gentian Lodge at Magic Mountain
A hotel with a clock tower, a parking lot, and a well-maintained garden.

20. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (531 reviews)
"The front desk were very helpful"
United States
Ron
The price is ฿3,431
฿3,774 total
includes taxes & fees
8 Nov - 9 Nov
Black Mountain 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

A modern living room with a fireplace, large windows, and a cozy seating area.
Inn At Mount Snow

Inn At Mount Snow

Inn At Mount Snow
West Dover

10/10 Excellent

Incredible all round experience! The communication thoughout our stay made everything so easy and enjoyable, brilliant hosts! The property is immaculate, every detail was considered and top notch! Our room was probably the best room I've ever stayed in! Would move in permanently!
United Kingdom
Thomas W
Reviewed December 8, 2025
Inn At Mount Snow

Find out more about Windham County

Top reasons to visit Windham County

  • Thrilling Ski Resorts: Windham County offers excellent skiing opportunities at renowned resorts, catering to winter sports enthusiasts.
  • Picturesque Landscapes: The region boasts stunning national parks, serene lakes, and scenic trails for hiking and biking.
  • Charming Historic Districts: Explore the delightful Windham Village Historic District and local courthouses for a taste of history.
  • Diverse Accommodations: Enjoy a range of lodging options, from cosy bed and breakfasts to unique agritourism stays.
  • Family-Friendly Activities: With various outdoor adventures, Windham County is perfect for families seeking memorable experiences.

Find great hotels in Windham County

Discover the charm of Windham County with an array of delightful accommodations, from cosy bed and breakfasts to unique agritourism properties. Whether you seek adventure, a family getaway, or a pet-friendly retreat, you'll find the perfect lodging to suit your needs. Explore the scenic beauty of East Dover and immerse yourself in the local culture while enjoying a memorable vacation experience in this picturesque region of Vermont.

  • Colonial Motel And Spa: Nestled in the heart of Windham County, the 3-star Colonial Motel And Spa offers a charming blend of adventure and relaxation. This family-friendly accommodation caters to both thrill-seekers and those looking to unwind. Guests can enjoy a variety of outdoor activities, including skiing, hiking, and mountain biking, all in close proximity. The motel is equipped with amenities for children, ensuring a comfortable stay for families. Pet-friendly policies allow for furry companions, making it an ideal choice for those travelling with pets.
  • The Covered Bridge Inn: The Covered Bridge Inn presents an inviting, budget-friendly option in Windham County, perfect for adventure enthusiasts and business travellers. This accommodation features recreational activities like snowboarding, rafting, and hiking nearby, ensuring that guests can immerse themselves in the stunning natural surroundings. Its convenient location makes it accessible for both leisure and business pursuits, providing a comfortable base to explore the area. The inn’s affordability combined with its adventurous offerings makes it an appealing choice for various travellers.
  • Hampton Inn Brattleboro: The Hampton Inn Brattleboro, rated 8.2 out of 10, is a welcoming and budget-friendly lodging option in Windham County. Ideal for business travellers, it also accommodates pets, with policies in place for dogs and cats. The hotel provides a comfortable atmosphere with modern amenities, ensuring a pleasant stay for both leisure and work-related visits. Guests will appreciate the convenient location and thoughtful services, making this hotel a strong contender for those seeking both comfort and accessibility.

Where to stay in Windham County

Windham County, Vermont, offers a delightful blend of family-friendly activities and outdoor adventures. Visitors can ski down the slopes of iconic resorts or explore the scenic trails perfect for hiking and biking. The charming towns, such as Windham, provide a relaxed atmosphere with friendly locals and budget-friendly options. Whether seeking luxury or a peaceful retreat, this captivating region promises unforgettable experiences amidst its stunning landscapes.

  • West Dover: Nestled in the scenic Windham County, West Dover is a charming city that attracts visitors primarily during the winter months for its exceptional skiing opportunities. With its picturesque landscapes, the region offers a perfect blend of adventure and relaxation. The local ski resorts and fields are a major draw, while the surrounding mountains and lakes provide stunning backdrops for outdoor activities year-round. Whether you’re hitting the slopes or exploring the nearby state parks, West Dover promises an exhilarating getaway.
  • Brattleboro: This vibrant city is a cultural hub in Windham County, drawing visitors throughout the year, particularly during the summer months. Brattleboro is known for its artistic flair, with local galleries and theatres showcasing a wealth of creativity. The city's proximity to ski resorts makes it a popular destination for winter sports enthusiasts, while its beautiful lakes and mountains offer numerous recreational opportunities. Wander through its charming streets, enjoy local cuisine, and immerse yourself in the rich history that Brattleboro has to offer.
  • Wilmington: Wilmington boasts a delightful mix of natural beauty and recreational activities, making it an appealing destination throughout the year. With a peak in visitors during the autumn months, this city offers excellent skiing and adventure sports for thrill-seekers. The surrounding national parks and picturesque lakes create a serene environment for those looking to unwind. Wilmington's quaint downtown area features unique shops and eateries, providing a perfect setting to relax after a day of exploration in the stunning Vermont landscape.

Things to do in Windham County

Shopping

In Windham County, visit the Brattleboro Farmers' Market for local produce and handmade crafts. For a more extensive selection, check out the River Valley Marketplace, featuring various shops and eateries. Both locations offer a delightful shopping experience with unique gifts and souvenirs to take home.

Recreation

Explore the serene surroundings at The Equinox Resort & Spa, where you can indulge in rejuvenating spa treatments and wellness classes. For outdoor enthusiasts, the nearby Green Mountain National Forest offers hiking trails and picturesque vistas, perfect for connecting with nature and enjoying fresh air.

Adventure

In Windham County, explore the beautiful landscapes while hiking the scenic trails of Mount Monadnock. For a thrilling experience, try zip-lining at the Stratton Mountain Resort, offering stunning views. In winter, enjoy skiing or snowboarding at the nearby Bromley Mountain, a great spot for winter sports enthusiasts.

Nightlife

Explore the vibrant nightlife at The Last Chair Bar & Grill in West Dover for a casual atmosphere and hearty fare. For a lively evening, visit The Stone Church in Brattleboro, where you can enjoy local bands and a friendly crowd in a historic setting.

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

Find the best attractions in Windham County

Windham County, Vermont, is a fantastic destination for skiing, adventure, and sports enthusiasts. Visitors can explore stunning national parks, serene lakes, and impressive dams, catering to those seeking cultural, outdoor, and family experiences. Don't miss the charming Windham Village Historic District and the county courthouse for a glimpse into local history. This diverse county offers something for everyone, making it an ideal spot for an unforgettable holiday.

  • Brattleboro Common: This urban park offers a serene escape in the heart of Windham County, perfect for family picnics or leisurely strolls. The lush greenery and vibrant community events create a welcoming atmosphere for relaxation and socialising.
  • Lake Raponda: Known for its stunning scenery, Lake Raponda is a romantic getaway featuring a picturesque beach. Ideal for outdoor activities, visitors can enjoy swimming, kayaking, or simply basking in the beauty of the surrounding landscape.
  • Jamaica State Park: A haven for adventure enthusiasts, Jamaica State Park boasts breathtaking scenery and numerous hiking trails. Explore diverse wildlife and enjoy activities like camping and fishing, making it a great spot for nature lovers.

The nearest major airports for your trip to Windham County

Flying into Windham County, Vermont, can be done via several major airports. BOSton Logan International Airport (BOS) is situated 151km away, with luxurious hotel options such as Encore Boston Harbor and InterContinental Boston, both 3 and 3km from the airport respectively. Providence T.F. Green Airport (PVD) is 172km away, offering nearby stays at Omni Providence Hotel and Graduate by Hilton, both 11km from the airport. Finally, Hartford Bradley International Airport (BDL) is located 117km away, with convenient accommodation like DoubleTree by Hilton, just 1.6km away, making access to Windham County quite straightforward.

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 ฿1,539 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 ฿1,539 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!