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Compare 1,272 hotels in Windham County with room rates, reviews, and availability. Most hotels are fully refundable.

The Covered Bridge Inn
Concierge desk
The Covered Bridge Inn
2.5 star property
8.2 out of 10, Very Good, (1010)
"Excellent location, nice beds, great stay"
The price is $75
$84 total
includes taxes & fees
Jun 12 - Jun 13
The Covered Bridge Inn
Mount Snow Grand Summit Resort
Exterior
Mount Snow Grand Summit Resort
3.0 star property
8.8 out of 10, Excellent, (119)
"This was such a great find! First time staying at a ski resort and it was perfect! Really enjoyed the ski in / ski out. We had beautiful views from our room complete with balcony overlooking the slopes! Loved the heated outdoor pool and hot tubs. Fire pits outside were also nice to have. Very cozy atmosphere. Everyone was very friendly and helpful at the hotel."
The price is $149
$178 total
includes taxes & fees
Jun 11 - Jun 12
Mount Snow Grand Summit Resort
Colonial Motel And Spa
Exterior
Colonial Motel And Spa
3.0 star property
7.0 out of 10, Good, (1001)
"Very comfortable and relaxed "
The price is $88
$97 total
includes taxes & fees
Jun 9 - Jun 10
Colonial Motel And Spa
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The Black Bear Lodge at Stratton Mountain Resort
10 restaurants, lunch, dinner served; American cuisine
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
7.4 out of 10, Good, (830)
"This is the third time we have stayed at the black bear lodge in Stratton and every time we stay our experience is the same.. excellent. The staff are all so nice and accommodating, the property is clean and the breakfast is perfect. The rooms are comfortable and clean, it really is the perfect place to stay in Vermont. See you in October. "
The price is $145
$175 total
includes taxes & fees
Jun 9 - Jun 10
The Black Bear Lodge at Stratton Mountain Resort
Mountaineer Inn
Fireplace
Mountaineer Inn
2.0 star property
9.2 out of 10, Wonderful, (291)
"Loved that this is a legit old ski lodge and still has the feel while having modernized what needed to be. Loved it here."
The price is $123
$149 total
includes taxes & fees
Jun 9 - Jun 10
Mountaineer Inn
The Four Chimneys Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished
The Four Chimneys Inn
4.0 star property
9.4 out of 10, Exceptional, (257)
"We quite liked this hotel as it was charming and well thought out in many ways. We especially loved the dinner we had the first night. Our room had a fireplace and we loved that feature because it was a bit chillier than we expected. The only thing we would have wished for was a mini fridge in the room, but that’s not a huge deal breaker for us to return someday. It Is a nice walkable area and an easy to navigate town. Sadly, Bennington Pottery store isn’t open to the public anymore, but the...
The price is $256
$280 total
includes taxes & fees
Jun 17 - Jun 18
The Four Chimneys Inn
The Upper Pass Lodge at Magic Mountain
Restaurant
The Upper Pass Lodge at Magic Mountain
2.5 star property
8.4 out of 10, Very Good, (560)
"Clean hotel, pet friendly. "
The price is $76
$84 total
includes taxes & fees
Jun 24 - Jun 25
The Upper Pass Lodge at Magic Mountain
Paradise Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Paradise Inn
2.5 star property
8.2 out of 10, Very Good, (1001)
"We were late coming in and the owner was accommodating! It was quiet and clean -- not new and modern, but great for the price!"
The price is $179
$195 total
includes taxes & fees
Jul 7 - Jul 8
Paradise Inn
Hampton Inn Brattleboro
Lobby
Hampton Inn Brattleboro
2.5 star property
8.4 out of 10, Very Good, (904)
"Very helpful at check-in "
The price is $127
$140 total
includes taxes & fees
Jul 2 - Jul 3
Hampton Inn Brattleboro
Blue Vista Motor Lodge
Outdoor spa tub
Blue Vista Motor Lodge
2.0 star property
9.8 out of 10, Exceptional, (115)
" Spectacular view of the mountains."
The price is $179
$189 total
includes taxes & fees
Jun 9 - Jun 10
Blue Vista Motor Lodge
Travelodge by Wyndham Brattleboro VT
Reception
Travelodge by Wyndham Brattleboro VT
2.5 star property
6.0 out of 10, (627)
"The property is clean and well maintained "
The price is $85
$93 total
includes taxes & fees
Jul 1 - Jul 2
Travelodge by Wyndham Brattleboro VT
The Putney Inn
Exterior
The Putney Inn
2.5 star property
8.2 out of 10, Very Good, (910)
"Though there were some simple things that needed attention in the room, it was overall clean and presentable. I would certainly stay there again."
The price is $107
$117 total
includes taxes & fees
Jun 10 - Jun 11
The Putney Inn
Sun Lodge
Sundeck
Sun Lodge
3.5 star property
8.6 out of 10, Excellent, (260)
"Stayed overnight when traveling for business, lovely lodge with friendly staff and I was able to get a good nights rest. Comfortable and clean, highly recommend!"
Sun Lodge
The White House Inn
Balcony view
The White House Inn
3.5 star property
9.2 out of 10, Wonderful, (179)
"Very pleasantly surprised. The staff was very friendly and helpful. They accommodated all of our needs."
The price is $186
$343 total
includes taxes & fees
Jun 10 - Jun 11
The White House Inn
Black Mountain Inn
Front of property
Black Mountain Inn
2.0 star property
7.2 out of 10, Good, (378)
"Good stay. Good price. Clean and comfortable. Friendly staff. Walk to restaurants. "
The price is $115
$127 total
includes taxes & fees
Jun 11 - Jun 12
Black Mountain Inn
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
Exterior
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (894)
"Really clean, peaceful spot, with easy parking, friendly staff, and overall good atmosphere."
The price is $199
$219 total
includes taxes & fees
Jun 16 - Jun 17
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
The Autumn Inn
Front of property
The Autumn Inn
2.0 star property
7.8 out of 10, Good, (503)
"Independent motel, somewhat dated but clean with updated bathroom. Gentleman who assisted me was lovely. Short visit to Bennington to visit an elderly family member. Convenient, although I wish I could find better coffee close by. I launched early morning on low grade."
The price is $89
$97 total
includes taxes & fees
Jun 10 - Jun 11
The Autumn Inn
Best Western Springfield Hotel
Lobby
Best Western Springfield Hotel
2.5 star property
8.8 out of 10, Excellent, (684)
"Food options fairly close, fuel options very close, the room was clean but had a hole in the carpet which was very evident. "
The price is $179
$195 total
includes taxes & fees
Jun 17 - Jun 18
Best Western Springfield Hotel
Big Bears Lodge
Outdoor spa tub
Big Bears Lodge
3.0 star property
8.8 out of 10, Excellent, (149)
"Staff very accommodating! Loved the place."
The price is $161
$177 total
includes taxes & fees
Jun 7 - Jun 8
Big Bears Lodge
Hampton Inn Bennington
Exterior
Hampton Inn Bennington
2.5 star property
8.6 out of 10, Excellent, (876)
"Wish there were bigger towels in pool area. And sauna needs re-do. Staff is great, breakfast and coffee station is great. "
The price is $161
$175 total
includes taxes & fees
Jun 23 - Jun 24
Hampton Inn Bennington
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See all available properties in Windham County
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.

Windham County Travel Info

Accommodation
1,272
Hotels with skiing
88
Lowest price
$75
Highest price
$256
International airports
Albany, NY (ALB-Albany Intl.), Lebanon, NH (LEB-Lebanon Municipal) and Rutland, VT (RUT-Rutland Southern Vermont Regional)
Top attractions
Magic Mountain Ski Resort, Viking Nordic Center and Lowell Lake State Park
Cities to visit
Stratton, Londonderry and Wilmington
Number of reviews
11,478

Frequently asked questions

How much do hotels in Windham County cost?
In Windham County, you can find cheap options from $75 in a few different ways. To see what’s available, enter your chosen trip dates, then refine your search by amenities, budget and more. Remember that prices can vary depending on when you plan to go, so if you have some flexibility, try switching your dates until you find the right deal.
When is the best time to go to Windham County?
Here are a few facts that might help you decide when to go: Windham County has a humid continental climate. The summer months are between June and August. If you choose to go during this season, you can expect average temperatures to vary from 54ºF to 75ºF. The best time to plan a visit to Windham County depends on what you want from your trip.
How can I find cheap hotels in Windham County?
A good place to begin searching is with our “Price per night” filter. Currently, the cheapest hotels start at $75 per night. Other ways to snap up an affordable Windham County retreat are by booking early and being flexible with the dates you travel. For even more great deals, check out our cheap hotels in Windham County page.
What are the best hotels in Windham County for families?
Charming And Private Farm House is among the most popular hotels for families, located in South Londonderry, Windham County. Spend your stay here and make the most of amenities such as a playground and a sauna. Three Mountain Inn is another favorite escape where kids are welcome. For more getaway options, tweak your search results by clicking on “Family friendly” under the “Traveler experience” filter heading.
What are the top beach hotels in Windham County?
Latchis Hotel is one of our top beach hotels in Windham County. Amenities like mountain views and nearby museums combined with endless opportunities for relaxation and fun, ensure an amazing time by the sea.
Why should I book my Windham County hotel with Expedia?
Fantastic deals and a wide range of options are two of the many reasons to get a Windham County hotel with Expedia. What’s more, our free loyalty program, One Key™, lets you earn and spend OneKeyCash™* on eligible car rentals, hotels and more. And if your agenda changes and you need to alter your booking, don’t worry. Our online Help Center can assist you anytime, whether it’s day or night. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.

Recent reviews of Windham County hotels
Expedia verified reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

5/5 Excellent
"Very helpful at check-in "
A verified traveler stayed at Hampton Inn Brattleboro
Posted 3 days ago
Hampton Inn Brattleboro