Search Hotels in Windham County

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Top Cities in Windham County

Stratton Pond #oxfordthemini
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Stratton

Stratton

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Nov 24 - Nov 25
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Compare 1,351 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
$125 nightly
The price is $137
Dec 2 - Dec 3
Total with taxes and fees
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
$76 nightly
The price is $83
Nov 30 - Dec 1
Total with taxes and fees
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
$190 nightly
The price is $209
Dec 1 - Dec 2
Total with taxes and fees
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 we’d stay again "
United States
Joseph
$172 nightly
The price is $189
Dec 14 - Dec 15
Total with taxes and fees
Mountaineer Inn
View from room
Econo Lodge Brattleboro

Econo Lodge Brattleboro

2.0 star property
Brattleboro
5.4 out of 10, (596)
"Room was dirty, tv was tiny..very poor value"
United States
Raymond
$58 nightly
The price is $63
Nov 27 - Nov 28
Total with taxes and fees
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
$143 nightly
The price is $158
Dec 1 - Dec 2
Total with taxes and fees
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
$130 nightly
The price is $143
Nov 26 - Nov 27
Total with taxes and fees
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
$95 nightly
The price is $105
Dec 5 - Dec 6
Total with taxes and fees
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
$80 nightly
The price is $89
Dec 1 - Dec 2
Total with taxes and fees
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
$67 nightly
The price is $74
Nov 26 - Nov 27
Total with taxes and fees
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
$124 nightly
The price is $137
Dec 2 - Dec 3
Total with taxes and fees
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
$167 nightly
The price is $183
Dec 1 - Dec 2
Total with taxes and fees
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
$189 nightly
The price is $208
Nov 26 - Nov 27
Total with taxes and fees
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
$108 nightly
The price is $119
Dec 7 - Dec 8
Total with taxes and fees
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
$191 nightly
The price is $210
Dec 16 - Dec 17
Total with taxes and fees
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
$112 nightly
The price is $123
Dec 7 - Dec 8
Total with taxes and fees
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, (731)
"Absolutely perfect stay for a business trip"
United States
Lyndsey
$121 nightly
The price is $133
Dec 9 - Dec 10
Total with taxes and fees
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, (86)
"We had a lovely time staying here. "
United States
Jeff
$95 nightly
The price is $105
Nov 30 - Dec 1
Total with taxes and fees
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
$110 nightly
The price is $121
Dec 8 - Dec 9
Total with taxes and fees
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
$309 nightly
The price is $349
Dec 1 - Dec 2
Total with taxes and fees
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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Great weekend hotel deals in Windham County, VT

Showing deals for:Dec 5 - Dec 7

Image gallery for Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9 bedrooms, desk, iron/ironing board, free WiFi

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Wardsboro
9.6/10Exceptional (28 reviews)
7% off
$1,599 nightly
Price is $4,816
Total with taxes and fees
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
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Top Windham County Hotel Reviews

Deerfield Valley Inn

Deerfield Valley Inn

10/10 Excellent
"A fabulous place at any price, an incredible place at the price point. Oguz was a wonderful host, always accommodating and available. The fireplace was a wonderful touch, and the wine in the room (to my own specifications) was great too. Highly recommend "
David 2-night trip
Posted 1 day ago
Deerfield Valley Inn

Price trends for hotels in Windham County

Less expensive
More expensive
Next month
November
February
$173
Month
Price
January
$173
February
$192
March
$172
April
$170
May
$163
June
$165
July
$163
August
$167
September
$165
October
$173
November
$138
December
$173
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Windham County. Select dates and complete search for nightly totals inclusive of taxes and fees.

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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 $63 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 54ºF to 75ºF. 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 $63 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?
Book your Windham County hotel with Expedia for price, ease and choice. Also, our One Key™ rewards program lets you collect OneKeyCash™* on eligible flights, car rentals, activities, hotels and more. Plus, we offer flexibility should your schedule change, and if you want to ask us anything or require assistance, our online Help Center is always available. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.