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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

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Nov 18 - Nov 19
Tomorrow
Nov 19 - Nov 20
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

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Compare 1,350 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 ￥22,441
￥26,857 total
includes taxes & fees
Nov 19 - Nov 20
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, (1003)
"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 ￥11,070
￥12,177 total
includes taxes & fees
Nov 19 - Nov 20
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 ￥21,095
￥25,527 total
includes taxes & fees
Nov 19 - Nov 20
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, (540)
"Easy check in and out. Beautiful location"
United States
Bill
The price is ￥44,371
￥51,248 total
includes taxes & fees
Dec 19 - Dec 20
Mountaineer Inn
View from room
Econo Lodge Brattleboro

Econo Lodge Brattleboro

2.0 star property
Brattleboro
5.4 out of 10, (592)
"Most disgusting place I've ever seen to"
United States
Edward
The price is ￥8,942
￥9,837 total
includes taxes & fees
Nov 25 - Nov 26
Econo Lodge Brattleboro
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very Good, (920)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is ￥14,095
￥15,504 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn Brattleboro
Interior detail
Valley Craft Ales

Valley Craft Ales

2.0 star property
Wilmington
8.4 out of 10, Very Good, (180)
"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, (1002)
"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
Family Room | Living area | Smart TV
Chalet 239

Chalet 239

2.0 star property
West Dover
9.4 out of 10, Exceptional, (87)
"Great place for a quick trip to VT!"
United States
Rory
The price is ￥18,083
￥19,890 total
includes taxes & fees
Dec 1 - Dec 2
Chalet 239
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 ￥10,709
￥11,780 total
includes taxes & fees
Nov 20 - Nov 21
Travelodge by Wyndham Brattleboro VT
Exterior
Colonial Motel And Spa

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1001)
"Nice place to stay for the night."
United States
Robin
The price is ￥18,073
￥19,881 total
includes taxes & fees
Nov 19 - Nov 20
Colonial Motel And Spa
Hiking
Latchis Hotel

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very Good, (824)
"Great stay"
United States
Jason
The price is ￥18,323
￥20,156 total
includes taxes & fees
Nov 19 - Nov 20
Latchis Hotel
Exterior
Inn At Mount Snow

Inn At Mount Snow

2.0 star property
West Dover
10.0 out of 10, Exceptional, (44)
"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 ￥26,026
￥28,628 total
includes taxes & fees
Nov 19 - Nov 20
Inn At Mount Snow
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 ￥25,771
￥28,349 total
includes taxes & fees
Dec 1 - Dec 2
Big Bears Lodge
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 ￥15,384
￥17,076 total
includes taxes & fees
Dec 1 - Dec 2
The Upper Pass Lodge at Magic Mountain
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 ￥25,619
￥28,182 total
includes taxes & fees
Nov 19 - Nov 20
The White House Inn
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (728)
"Absolutely perfect stay for a business trip"
United States
Lyndsey
The price is ￥17,039
￥18,743 total
includes taxes & fees
Dec 7 - Dec 8
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 ￥10,174
￥15,462 total
includes taxes & fees
Nov 20 - Nov 21
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 ￥14,868
￥16,354 total
includes taxes & fees
Dec 1 - Dec 2
Black Mountain Inn
Deluxe Chalet | 2 bedrooms, premium bedding, down comforters, in-room safe
Vikings Villages Resort

Vikings Villages Resort

2.0 star property
Guilford
10.0 out of 10, Exceptional, (152)
"Amazing Place! "
United States
Gretchen
The price is ￥30,578
￥35,665 total
includes taxes & fees
Nov 20 - Nov 21
Vikings Villages 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.
View all properties

Great weekend hotel deals in Windham County, VT

Showing deals for:Nov 28 - Nov 30

Image gallery for Chalet 239

Family Room | Living area | Smart TV

Chalet 239

2.0 star property
West Dover
9.4/10Exceptional (87 reviews)
10% off
Price is ￥20,123
￥44,270 total
includes taxes & fees
Chalet 239
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Top Windham County Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Staff was outstanding! Informative, kind, engaging, helpful...facility is a wonderful, old building whose history has been respected. Convenient parking lot, and a very walkable area with great restaurants in the area. Looking forward to another stay!"
Alex Ann 4-night trip
Posted 5 days ago
Latchis Hotel

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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 ￥9,837 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 ￥9,837 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?
We make booking a stay in Windham County as simple as swiping right for your dream escape. First, there's the broad range of options and awesome prices. Then, there's our online Help Center, which is available 24/7. Plus, when you join our free One Key™ loyalty program, you can earn OneKeyCash™* and redeem it on eligible flights, hotels, car rentals and more.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.