Search Hotels in Windham County

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Compare 1,341 hotels in Windham County with room rates, reviews, and availability. Most hotels are fully refundable.

The Covered Bridge Inn
Exterior detail

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1009)
"Good value for a two night stay for work "
$108 nightly
The price is $119
Oct 13 - Oct 14
Total with taxes and fees
The Covered Bridge Inn
Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (229)
"Great place to stay!"
$154 nightly
The price is $169
Nov 9 - Nov 10
Total with taxes and fees
Mount Snow Grand Summit Resort
The Black Bear Lodge at Stratton Mountain Resort
Indoor spa tub

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (923)
"What a great, cozy place! Definitely would stay here again "
$151 nightly
The price is $166
Nov 10 - Nov 11
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.4 out of 10, (575)
"Most disgusting place I've ever seen to"
$68 nightly
The price is $75
Nov 9 - Nov 10
Total with taxes and fees
Econo Lodge Brattleboro
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
8.6 out of 10, Excellent, (527)
"Easy check in and out. Beautiful location"
$97 nightly
The price is $107
Nov 2 - Nov 3
Total with taxes and fees
Mountaineer Inn
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1003)
"Very enjoyable stay"
$79 nightly
The price is $87
Nov 10 - Nov 11
Total with taxes and fees
The Putney Inn
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"Nice place to stay for the night."
$140 nightly
The price is $154
Oct 12 - Oct 13
Total with taxes and fees
Colonial Motel And Spa
Hampton Inn Brattleboro
Free breakfast

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (899)
"Breakfast area was the best I've seen in a while!"
$99 nightly
The price is $109
Nov 5 - Nov 6
Total with taxes and fees
Hampton Inn Brattleboro
Valley Craft Ales
Interior detail

Valley Craft Ales

2.0 star property
8.4 out of 10, Very Good, (158)
"Fun place to stay!!"
$83 nightly
The price is $92
Nov 10 - Nov 11
Total with taxes and fees
Valley Craft Ales
Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (801)
"Very nice vintage hotel"
$131 nightly
The price is $145
Nov 10 - Nov 11
Total with taxes and fees
Latchis Hotel
Chalet 239
Family Room | Living area | Smart TV

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (80)
"I was pleasantly surprised in how well well-maintained this property was. Beautiful decor, impeccably clean, and extremely comfortable bed and linens. We were in a king room with a little deck off the back. It was just lovely to sit outside and have a glass of wine. Check in and check out was a breeze and this adorable hotel is in a perfect location. I would definitely stay here again and recommend to others. "
$130 nightly
The price is $143
Nov 2 - Nov 3
Total with taxes and fees
Chalet 239
Inn At Mount Snow
Exterior

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (35)
"Staff was so knowledgeable and welcoming. A great stay!"
$183 nightly
The price is $201
Nov 10 - Nov 11
Total with taxes and fees
Inn At Mount Snow
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (717)
"For the money during peep season it was ok. Otherwise it’s a low quality stay"
$80 nightly
The price is $88
Oct 19 - Oct 20
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
The Upper Pass Lodge at Magic Mountain
Exclusive Suite, 3 Bedrooms, Kitchenette, Mountain View - Pet Friendly | 1 bedroom, desk, iron/ironing board, free WiFi

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.2 out of 10, Very Good, (670)
"If this property was updated it would be a wonderful place to stay but as is it’s like a very old motel. I would not stay there again. "
$81 nightly
The price is $89
Nov 9 - Nov 10
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
Black Mountain Inn
Front of property

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (466)
"Excellent staff!"
$125 nightly
The price is $138
Nov 2 - Nov 3
Total with taxes and fees
Black Mountain Inn
Comfort Inn & Suites Brattleboro I-91
Lobby

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (704)
"Check in was easy and there is coffee available 24 hours a day!"
$120 nightly
The price is $132
Nov 2 - Nov 3
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
Big Bears Lodge
Garden

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (181)
"So close to Mount snow it’s a great place to stay "
$167 nightly
The price is $183
Oct 13 - Oct 14
Total with taxes and fees
Big Bears Lodge
Vikings Villages Resort
Deluxe Chalet | 2 bedrooms, premium bedding, down comforters, in-room safe

Vikings Villages Resort

2.0 star property
10.0 out of 10, Exceptional, (137)
"Favorite place to stay in New England bar none!! "
$247 nightly
The price is $270
Nov 9 - Nov 10
Total with taxes and fees
Vikings Villages Resort
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (69)
"We had a lovely time staying here. "
$108 nightly
The price is $119
Oct 14 - Oct 15
Total with taxes and fees
Deerfield Valley Inn
The White House Inn
Interior detail

The White House Inn

3.5 star property
9.2 out of 10, Wonderful, (232)
"Welcoming staff and wonderful atmosphere!"
$156 nightly
The price is $171
Oct 26 - Oct 27
Total with taxes and fees
The White House 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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Top Windham County Hotel Reviews

Mountaineer Inn

Mountaineer Inn

10/10 Excellent
"Clean room and spacious. Walkable areas around to explore. Would stay again. "
Aileen 1-night trip
Posted 3 days ago
Mountaineer Inn

Price trends for hotels in Windham County

Price trends for hotels in Windham County

Less expensive
More expensive
This month
Next month
December
September
$165
$158
Month
Price
January
$158
February
$157
March
$155
April
$159
May
$166
June
$160
July
$163
August
$173
September
$179
October
$165
November
$158
December
$153
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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 $75 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 $75 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.