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Top Cities in Windham County

HotelsHotels

Brattleboro

Brattleboro

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Tonight
10 Dec - 11 Dec
Tomorrow
11 Dec - 12 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

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Our top choices for Windham County hotels

Exterior
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort
3.0 star property
West Dover
8.8 out of 10, Excellent, (243)
"Great place to stay!"
United States
Sonia
The price is NZ$329
includes taxes & fees
11 Dec - 12 Dec
Mount Snow Grand Summit Resort
Free WiFi, bed sheets
The Black Bear Lodge at Stratton Mountain Resort

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, (940)
"We like that getting to Stratton Mountain and the downtown area was very walkable or easy to get there by regularly running shuttle buses."
United States
Mark
The price is NZ$380
includes taxes & fees
7 Jan - 8 Jan 2026
The Black Bear Lodge at Stratton Mountain Resort
Breakfast area
The Covered Bridge Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1001)
"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 NZ$151
includes taxes & fees
13 Dec - 14 Dec
The Covered Bridge Inn
Fireplace
Mountaineer Inn

Mountaineer Inn

Mountaineer Inn
2.0 star property
West Dover
8.6 out of 10, Excellent, (550)
"Small but clean room. Hotel is under construction but staff was accommodating and pleasant to work with durning our travel. If traveling for work we’d stay again "
United States
Joseph
Mountaineer Inn
Seasonal outdoor pool
Econo Lodge Brattleboro

Econo Lodge Brattleboro

Econo Lodge Brattleboro
2.0 star property
Brattleboro
5.4 out of 10, (601)
"Room was dirty, tv was tiny..very poor value"
United States
Raymond
The price is NZ$99
includes taxes & fees
17 Dec - 18 Dec
Econo Lodge Brattleboro
Double Room | Terrace/patio
Chalet 239

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (89)
"Great place for a quick trip to VT!"
United States
Rory
The price is NZ$247
includes taxes & fees
11 Dec - 12 Dec
Chalet 239
Garden
Big Bears Lodge

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 NZ$317
includes taxes & fees
11 Dec - 12 Dec
Big Bears Lodge
Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (925)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is NZ$273
includes taxes & fees
17 Dec - 18 Dec
Hampton Inn Brattleboro
Restaurant
The White House Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (260)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
The price is NZ$315
includes taxes & fees
7 Jan - 8 Jan 2026
The White House Inn
Porch
Valley Craft Ales

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very good, (183)
"Fun place to stay!!"
United States
Brian
Valley Craft Ales
Exterior
The Putney Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1000)
"Nice motel. "
United States
Richard
The Putney Inn
Reception
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (736)
"Reasonable rate for the the accomadations."
United States
David
The price is NZ$135
includes taxes & fees
15 Dec - 16 Dec
Travelodge by Wyndham Brattleboro VT
Exterior
Latchis Hotel

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very good, (835)
"Great stay"
United States
Jason
The price is NZ$241
includes taxes & fees
17 Dec - 18 Dec
Latchis Hotel
Exterior
Colonial Motel And Spa

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 NZ$228
includes taxes & fees
11 Dec - 12 Dec
Colonial Motel And Spa
Outdoor spa tub
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (77)
"Nice, clean room in prime location"
United States
Kristin
The price is NZ$833
includes taxes & fees
11 Dec - 12 Dec
Long Trail House at Stratton Mountain Resort
Lobby sitting area
Inn At Mount Snow

Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (51)
"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 NZ$254
includes taxes & fees
16 Dec - 17 Dec
Inn At Mount Snow
Family dining
Vantage Point Villas at Stratton Mountain Resort

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 NZ$617
includes taxes & fees
18 Dec - 19 Dec
Vantage Point Villas at Stratton Mountain Resort
Exterior
Deerfield Valley Inn

Deerfield Valley Inn

Deerfield Valley Inn
3.0 star property
West Dover
9.6 out of 10, Exceptional, (86)
"We had a lovely time staying here. "
United States
Jeff
Deerfield Valley Inn
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (738)
"Staff was friendly and pool was nice"
United States
Joshua
The price is NZ$204
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Brattleboro I-91
Restaurant
The Upper Pass Lodge at Magic Mountain

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, (686)
"Wery good diner"
United States
Yelena
The price is NZ$191
includes taxes & fees
14 Dec - 15 Dec
The Upper Pass Lodge at Magic Mountain
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:19 Dec - 21 Dec

Image gallery for Chalet 239

Double Room | Terrace/patio

Chalet 239

2.0 star property
West Dover
9.4/10Exceptional (89 reviews)
10% off
Price is NZ$819
for 2 nights, 1 room
NZ$409 per night
includes taxes & fees
Chalet 239
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Top Windham County Hotel Reviews

Inn At Mount Snow

Inn At Mount Snow

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!"
Thomas W 2-night trip
Posted 2 days ago
Inn At Mount Snow

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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 NZ$99 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 NZ$99 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!