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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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Nov 14 - Nov 15
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Nov 15 - Nov 16
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Our top choices for Windham County hotels

A row of red-roofed buildings with a central walkway and landscaped gardens.

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, (332 reviews)
"We went for a wedding and couldn’t have been happier with our stay."
United States
Kevin
The price is CA $227
CA $271 total
includes taxes & fees
Nov 17 - Nov 18
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, (158 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 CA $135
CA $148 total
includes taxes & fees
Nov 15 - Nov 16
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, (115 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
The price is CA $118
CA $130 total
includes taxes & fees
Dec 11 - Dec 12
Colonial Motel
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

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 CA $246
CA $271 total
includes taxes & fees
Nov 29 - Nov 30
Big Bears Lodge
A rustic wooden cabin with a thatched roof, a wooden deck, and a stone wall.

5. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (262 reviews)
"Great place to stay."
United States
Cecil
The price is CA $246
CA $287 total
includes taxes & fees
Nov 15 - Nov 16
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, (1,000 reviews)
"Great place to stay"
United States
Joseph
The price is CA $202
CA $244 total
includes taxes & fees
Nov 15 - Nov 16
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, (280 reviews)
"Great place to hang your hat for the evening."
United States
TYLER
The price is CA $117
CA $129 total
includes taxes & fees
Dec 15 - Dec 16
Valley Craft Ales
A large, white colonial-style house with a porch, surrounded by lush greenery and trees.

8. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (402 reviews)
"Beautiful spot, helpful staff."
United States
Nicoletta
The price is CA $232
CA $255 total
includes taxes & fees
Dec 15 - Dec 16
The White House Inn
The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

9. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (1,000 reviews)
"Hotel was great with extremely helpful, engaging and friendly staff."
United States
Erik
The price is CA $159
CA $175 total
includes taxes & fees
Nov 23 - Nov 24
Latchis Hotel
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 CA $116
CA $128 total
includes taxes & fees
Dec 14 - Dec 15
The Putney Inn
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

11. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,000 reviews)
"Great stay in a newly renovated room. Clean and comfortable. I have stayed before the renovation and will happily stay again."
United States
Sharon
The price is CA $169
CA $185 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn Brattleboro
A reception desk with a computer, a clock, and a refrigerator.

12. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (845 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 CA $78
CA $86 total
includes taxes & fees
Nov 17 - Nov 18
Travelodge by Wyndham Brattleboro VT
A modern living room with a fireplace, large windows, and a cozy seating area.

13. Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (143 reviews)
"Very clean place with nice and helpful staff."
United States
Kenneth
The price is CA $178
CA $196 total
includes taxes & fees
Nov 15 - Nov 16
Inn At Mount Snow
A sign for The Covered Bridge Inn with a welcome message.

14. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.2 out of 10, Good, (1,000 reviews)
"Good location. About what one might expect in a budget motel."
United States
Rick
The price is CA $100
CA $110 total
includes taxes & fees
Dec 13 - Dec 14
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, (900 reviews)
"Very nice staff and enjoyed my stay."
United States
Charlene
The price is CA $163
CA $179 total
includes taxes & fees
Nov 22 - Nov 23
Comfort Inn & Suites Brattleboro I-91
A triangular wooden structure with a bench and a table, surrounded by lush greenery and a building in the background.

16. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (236 reviews)
"Love the Nordik style accommodations and very comfortable bed!"
United States
Debi
The price is CA $158
CA $218 total
includes taxes & fees
Nov 15 - Nov 16
Otherland Hotel
A pug sitting on a leather chair with a mug labeled "Magic Mt." in a warmly lit indoor setting.

17. 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, (715 reviews)
"Loretta was so helpful and friendly."
United States
Silvia
The price is CA $120
CA $137 total
includes taxes & fees
Nov 16 - Nov 17
The Upper Pass Lodge at Magic Mountain
A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.

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, (1,000 reviews)
"Easy check in, clean room and nice location"
United States
Alexander Cassidy
The price is CA $205
CA $226 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A modern house with a pool, surrounded by lush greenery and mountains 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, (129 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
The price is CA $213
CA $234 total
includes taxes & fees
Nov 15 - Nov 16
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, (532 reviews)
"The front desk were very helpful"
United States
Ron
The price is CA $183
CA $201 total
includes taxes & fees
Dec 15 - Dec 16
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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A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (158 reviews)
CA $109 off
The price is CA $144
per night
CA $317 total
includes taxes & fees
Hideaway Inn Mt. Snow

Hotels recommended for families in Windham County

A two-story house with a red roof and grey siding, a front porch, and a stack of firewood.

Doveberry Inn

Doveberry Inn
3.0 star property
West Dover
10.0 out of 10, Exceptional, (2)
The price is CA $173
CA $191 total
includes taxes & fees
Nov 15 - Nov 16
Doveberry Inn

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

Tout était parfait endroit que je vais retourné sans hésiter. Nous réservons environ 40 hôtels par année et c'est de loin notre coup de coeur
Canada
marco
Reviewed September 10, 2026
Inn At Mount Snow

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 CA $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 CA $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 vacation 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 favorite property where kiddos are welcome. For more hotel options, fine-tune your search results by clicking on "Family friendly" under the "Traveler 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!

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