A wooden covered bridge over a river with stone walls on either side.

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Top Cities in Windham County

A calm lake reflecting a forest with autumn foliage.
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Brattleboro

Brattleboro

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Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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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, (312 reviews)
"Room was clean, the staff was friendly and helpful. We would stay again."
United States
Daniel
The price is CA $222
CA $265 total
includes taxes & fees
Nov 1 - Nov 2
Grand Summit Resort, A Vail Resorts Property
A cozy living room with a fireplace, a coffee station, and a view of the outside.

2. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.6 out of 10, (70 reviews)
"Staff was very helpful. A little seating area under some trees was a beautiful place to relax while the sun was setting."
United States
Sondra
The price is CA $118
CA $130 total
includes taxes & fees
Nov 1 - Nov 2
Colonial Motel
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

3. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (137 reviews)
The price is CA $123
CA $135 total
includes taxes & fees
Oct 26 - Oct 27
Hideaway Inn Mt. Snow
A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

4. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (241 reviews)
"Great place to stay."
United States
Cecil
The price is CA $196
CA $228 total
includes taxes & fees
Oct 25 - Oct 26
Vikings Villages Resort
The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

5. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (994 reviews)
"Great time in Brattleboro"
United States
jeffrey
The price is CA $245
CA $269 total
includes taxes & fees
Oct 25 - Oct 26
Latchis Hotel
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
7.6 out of 10, Good, (1,002 reviews)
"friendly, helpful staff and very clean accommodations"
United States
DENNIS
The price is CA $186
CA $225 total
includes taxes & fees
Oct 19 - Oct 20
The Black Bear Lodge at Stratton Mountain Resort
A modern living room with a fireplace, large windows, and a cozy seating area.

7. Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (128 reviews)
"Pretty views, comfortable bed, nice room, pleasant stay."
United States
Barry
The price is CA $214
CA $235 total
includes taxes & fees
Nov 1 - Nov 2
Inn At Mount Snow
A wooden deck overlooking a river with rocks and dense greenery.

8. Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very good, (252 reviews)
"Cool place! Big room, right in town, great value and a good time for Girls Night!"
United States
Kristen
The price is CA $128
CA $141 total
includes taxes & fees
Oct 28 - Oct 29
Valley Craft Ales
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

9. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,000 reviews)
"Great place for overnight stay"
United States
Francesca
The price is CA $168
CA $185 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Brattleboro
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

10. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,002 reviews)
"Safe and relaxing"
United States
Elizabeth G
The price is CA $119
CA $131 total
includes taxes & fees
Oct 25 - Oct 26
The Putney Inn
A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

11. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.0 out of 10, Wonderful, (363 reviews)
"This is a great place to stay with a beautiful hotel and beautiful views from the hotel. The staff is great and the manager went out of his way to make sure our stay went well."
United States
John
The price is CA $196
CA $216 total
includes taxes & fees
Nov 1 - Nov 2
The White House Inn
A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.

12. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,001 reviews)
"Toilet didn't flush, room was filthy, advertised not to smoke, but the whole place smelled of smoke."
United States
Kari
The price is CA $176
CA $193 total
includes taxes & fees
Oct 8 - Oct 9
The Covered Bridge Inn
A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.

13. 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, (1,004 reviews)
The price is CA $204
CA $224 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

14. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (876 reviews)
"Nice stay"
United States
John
The price is CA $159
CA $175 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn & Suites Brattleboro I-91
A reception area with a counter, a computer, and various informational posters on the wall.

15. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (809 reviews)
"Nice staff."
United States
Donna
The price is CA $89
CA $98 total
includes taxes & fees
Oct 8 - Oct 9
Travelodge by Wyndham Brattleboro VT
A modern hotel lobby with a wooden herringbone floor, a green wall with 'Chalet 289' signage, a bench with white cushions, and a reception desk with a trash bin and storage baskets.

16. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (148 reviews)
"We enjoyed staying the night during a road trip - very comfortable with welcoming staff."
United States
Ruth
The price is CA $202
CA $222 total
includes taxes & fees
Nov 1 - Nov 2
Chalet 239
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

17. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (218 reviews)
"Welcoming host with great customer service"
United States
Alfred
The price is CA $245
CA $269 total
includes taxes & fees
Oct 2 - Oct 3
Big Bears Lodge
A hotel with a clock tower, a parking lot, and a well-maintained garden.

18. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (518 reviews)
"Clean room, Nice hot shower. Pleasant staff. Excellent amenities!!"
United States
David
The price is CA $195
CA $214 total
includes taxes & fees
Nov 1 - Nov 2
Black Mountain Inn
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.

19. 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, (708 reviews)
"Very nice staff easy access to everything good for dogs clean pool"
United States
Terry
The price is CA $131
CA $150 total
includes taxes & fees
Oct 4 - Oct 5
The Upper Pass Lodge at Magic Mountain
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

20. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (133 reviews)
"Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place"
United States
Patrick
The price is CA $114
CA $164 total
includes taxes & fees
Nov 1 - Nov 2
Deerfield Valley 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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Great weekend hotel deals in Windham County, VT

Showing deals for:Oct 9 - Oct 11

Image gallery for The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 star property
Londonderry
8.2/10Very good (708 reviews)
16% off
Price is CA $536
CA $1,228 total
includes taxes & fees
The Upper Pass Lodge at Magic Mountain
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Top Windham County Hotel Reviews

Inn At Mount Snow

Inn At Mount Snow

10/10 Excellent
"We absolutely enjoyed the property. Our room had a fireplace. The bed was very comfortable. There was a pool table and games to play. One of the best places we have stayed at!"
James 1-night trip
Posted 4 hours ago
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 $98 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 $98 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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