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Top Cities in Windham County

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!
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Brattleboro

Brattleboro

Check prices for these dates

Tonight
23 Nov - 24 Nov
Tomorrow
24 Nov - 25 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

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Compare 1,352 hotels in Windham County with room rates, reviews, and availability. Most hotels are fully refundable.

Front of property
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3.0 star property
West Dover
8.8 out of 10, Excellent, (242)
"Great place to stay!"
United States
Sonia
The price is SARĀ 578
SARĀ 692 total
includes taxes & fees
24 Nov - 25 Nov
Mount Snow Grand Summit Resort
Exterior detail
The Covered Bridge Inn

The Covered Bridge Inn

2.5 star property
Brattleboro
7.6 out of 10, Good, (1004)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
United States
Zachery
The price is SARĀ 284
SARĀ 312 total
includes taxes & fees
24 Nov - 25 Nov
The Covered Bridge Inn
Free WiFi, bed sheets
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, (935)
"Great place for the price "
United States
Karen
The price is SARĀ 509
SARĀ 615 total
includes taxes & fees
24 Nov - 25 Nov
The Black Bear Lodge at Stratton Mountain Resort
Fireplace
Mountaineer Inn

Mountaineer Inn

2.0 star property
West Dover
8.6 out of 10, Excellent, (541)
"Small but clean room. Hotel is under construction but staff was accommodating and pleasant to work with durning our travel. If traveling for work weā€™d stay again "
United States
Joseph
The price is SARĀ 368
SARĀ 425 total
includes taxes & fees
25 Nov - 26 Nov
Mountaineer Inn
View from room
Econo Lodge Brattleboro

Econo Lodge Brattleboro

2.0 star property
Brattleboro
5.4 out of 10, (594)
"Room was dirty, tv was tiny..very poor value"
United States
Raymond
The price is SARĀ 194
SARĀ 214 total
includes taxes & fees
30 Nov - 1 Dec
Econo Lodge Brattleboro
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very Good, (922)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is SARĀ 537
SARĀ 591 total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Brattleboro
Family Room | Living area | Smart TV
Chalet 239

Chalet 239

2.0 star property
West Dover
9.4 out of 10, Exceptional, (88)
"Great place for a quick trip to VT!"
United States
Rory
The price is SARĀ 439
SARĀ 483 total
includes taxes & fees
25 Nov - 26 Nov
Chalet 239
Interior detail
Valley Craft Ales

Valley Craft Ales

2.0 star property
Wilmington
8.4 out of 10, Very Good, (181)
"Fun place to stay!!"
United States
Brian
Valley Craft Ales
Exterior
The Putney Inn

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very Good, (1000)
"The Putney Inn is a great place to stay!! The people who work there are very nice and the location is great!"
United States
Kristen
The Putney Inn
Reception
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 star property
Brattleboro
6.0 out of 10, (734)
"Reasonable rate for the the accomadations."
United States
David
The price is SARĀ 220
SARĀ 242 total
includes taxes & fees
24 Nov - 25 Nov
Travelodge by Wyndham Brattleboro VT
Hiking
Latchis Hotel

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very Good, (828)
"Great stay"
United States
Jason
The price is SARĀ 441
SARĀ 485 total
includes taxes & fees
1 Dec - 2 Dec
Latchis Hotel
Garden
Big Bears Lodge

Big Bears Lodge

3.0 star property
West Dover
9.0 out of 10, Wonderful, (185)
"The owners were wonderful: kind, interesting to talk to, and very hospitable."
United States
Margaret
The price is SARĀ 625
SARĀ 688 total
includes taxes & fees
1 Dec - 2 Dec
Big Bears Lodge
Interior detail
The White House Inn

The White House Inn

3.5 star property
Wilmington
9.2 out of 10, Wonderful, (254)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
The price is SARĀ 638
SARĀ 702 total
includes taxes & fees
24 Nov - 25 Nov
The White House Inn
Exterior
Colonial Motel And Spa

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1003)
"Nice place to stay for the night."
United States
Robin
The price is SARĀ 450
SARĀ 495 total
includes taxes & fees
24 Nov - 25 Nov
Colonial Motel And Spa
Exterior
Inn At Mount Snow

Inn At Mount Snow

2.0 star property
West Dover
10.0 out of 10, Exceptional, (45)
"From start to finish the staff could not do enough for you and the quality of the inn was amazing"
United Kingdom
Andrew
The price is SARĀ 648
SARĀ 713 total
includes taxes & fees
24 Nov - 25 Nov
Inn At Mount Snow
Exclusive Suite, 3 Bedrooms, Kitchenette, Mountain View - Pet Friendly | 1 bedroom, desk, iron/ironing board, free WiFi
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, (685)
"Wery good diner"
United States
Yelena
The price is SARĀ 373
SARĀ 414 total
includes taxes & fees
7 Dec - 8 Dec
The Upper Pass Lodge at Magic Mountain
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (730)
"Absolutely perfect stay for a business trip"
United States
Lyndsey
The price is SARĀ 413
SARĀ 455 total
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Brattleboro I-91
Exterior
Deerfield Valley Inn

Deerfield Valley Inn

3.0 star property
West Dover
9.6 out of 10, Exceptional, (84)
"We had a lovely time staying here. "
United States
Jeff
The price is SARĀ 240
SARĀ 367 total
includes taxes & fees
25 Nov - 26 Nov
Deerfield Valley Inn
Front of property
Black Mountain Inn

Black Mountain Inn

2.0 star property
Brattleboro
7.4 out of 10, Good, (474)
"Clean, very friendly staff. Will stay again."
United States
Scot
The price is SARĀ 413
SARĀ 454 total
includes taxes & fees
8 Dec - 9 Dec
Black Mountain Inn
Outdoor dining
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)
"Amazing stay - The condo was cozy and perfect for our family! "
United States
Kate
The price is SARĀ 878
SARĀ 1,091 total
includes taxes & fees
24 Nov - 25 Nov
Vantage Point Villas at Stratton Mountain Resort
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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Image gallery for Chalet 239

Family Room | Living area | Smart TV

Chalet 239

2.0 star property
West Dover
9.4/10Exceptional (88 reviews)
10% off
Price is SARĀ 587
SARĀ 1,292 total
includes taxes & fees
Chalet 239
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Top Windham County Hotel Reviews

Mountaineer Inn

Mountaineer Inn

10/10 Excellent
"Small but clean room. Hotel is under construction but staff was accommodating and pleasant to work with durning our travel. If traveling for work weā€™d stay again "
Joseph 1-night trip
Posted 5 days ago
Mountaineer Inn

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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 SARĀ 214 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 12ĀŗC to 24ĀŗC. 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 SARĀ 214 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.