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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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Compare 1,275 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, (1001)
"The room was quiet and clean. The staff was friendly. I would stay there again. "
The price is ₩110,307
per night
Jun 2 - Jun 3
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 ₩202,372
per night
Jun 2 - Jun 3
Mount Snow Grand Summit Resort
Colonial Motel And Spa
Exterior
Colonial Motel And Spa
3.0 star property
7.0 out of 10, Good, (1002)
"I would definitely come back there again "
The price is ₩133,104
per night
May 30 - May 31
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 ₩196,939
per night
May 30 - May 31
The Black Bear Lodge at Stratton Mountain Resort
Mountaineer Inn
Fireplace
Mountaineer Inn
2.0 star property
9.2 out of 10, Wonderful, (289)
"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 ₩167,357
per night
Jun 2 - Jun 3
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 ₩345,261
per night
Jun 2 - Jun 3
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, (556)
"We had an excellent off-season stay here. The staff are all super friendly and accommodating. The rooms were exceptionally clean, spacious, with very comfortable beds. The whole property is friendly to dogs on leashes(except possibly inside The Red Slate Restaurant). We stayed for 2 nights and had a wonderful time exploring nearby Manchester, Londonderry, and Dorset. The Red Slate had an excellent menu and we ate there for 2 dinners and breakfasts (reservations on Open Table Suggested). The bar...
The price is ₩109,648
per night
May 30 - May 31
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 ₩243,254
per night
Jun 23 - Jun 24
Paradise Inn
Hampton Inn Brattleboro
Lobby
Hampton Inn Brattleboro
2.5 star property
8.4 out of 10, Very Good, (902)
"Good value, close to town"
The price is ₩206,650
per night
Jun 17 - Jun 18
Hampton Inn Brattleboro
Blue Vista Motor Lodge
Outdoor spa tub
Blue Vista Motor Lodge
2.0 star property
9.8 out of 10, Exceptional, (114)
"Blue Vistais a gem. We loved everything about it especially the staff."
The price is ₩242,561
per night
Jun 2 - Jun 3
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 ₩141,796
per night
May 30 - May 31
Travelodge by Wyndham Brattleboro VT
The Putney Inn
Exterior
The Putney Inn
2.5 star property
8.2 out of 10, Very Good, (908)
"Easy, quick check in, friendly staff. Some noise from neighbors to be expected. Very clean, good sleep, pleasant stay. Would return. "
The price is ₩192,729
per night
Jun 3 - Jun 4
The Putney Inn
Sun Lodge
Exterior
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, (178)
"Very pleasantly surprised. The staff was very friendly and helpful. They accommodated all of our needs."
The price is ₩216,022
per night
Jun 5 - Jun 6
The White House Inn
Black Mountain Inn
Front of property
Black Mountain Inn
2.0 star property
7.2 out of 10, Good, (375)
"The hotel was clean and the staff was very welcoming. The hotel was a bit dated, but the mattresses were comfortable and I enjoyed my stay there."
The price is ₩162,984
per night
Jun 3 - Jun 4
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, (891)
"it is good"
The price is ₩270,947
per night
Jun 9 - Jun 10
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, (501)
"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 ₩120,880
per night
Jun 2 - Jun 3
The Autumn Inn
Best Western Springfield Hotel
Lobby
Best Western Springfield Hotel
2.5 star property
8.8 out of 10, Excellent, (684)
"Clean, comfortable and up to date."
The price is ₩243,118
per night
May 30 - May 31
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 ₩218,670
per night
May 30 - May 31
Big Bears Lodge
Hampton Inn Bennington
Exterior
Hampton Inn Bennington
2.5 star property
8.6 out of 10, Excellent, (874)
"Awsome all was great"
The price is ₩218,195
per night
Jun 16 - Jun 17
Hampton Inn Bennington
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Windham County hotels information

Number of reviews
11,452
Accommodation
1,275 hotels
Lowest Price
₩109,648
Highest Price
₩345,261

Frequently asked questions

How much do hotels in Windham County cost?
The season and factors like Christmas, Easter and school holidays can affect the price of a hotel in Windham County. You can find cheap options from ₩109,648 in a few different ways on Expedia. First, enter the dates you’d like to get away, then use the filters like amenities and property type to narrow your search. You can also sort by price, so the most affordable options appear at the top.
When is the best time to go to Windham County?
Here are some facts that might help you decide when to travel: Windham County has a humid continental climate. The summer months are between June and August. If you prefer to go during this season, you can expect average temperatures to range from 12ºC to 24ºC. The best time to plan a visit to Windham County depends on what you want to get out of your vacation.
How can I find cheap hotels in Windham County?
Windham County cheap hotels start at ₩109,648 per night. To find these types of wallet-friendly options, make use of our “Price per night” filter. Like some other tips? Be flexible with your dates and book ahead of time. Browse our cheap hotels in Windham County page for bargains that are hard to resist.
What are the best hotels in Windham County for families?
Pack your bags (and the kids!) and get ready for an action-packed getaway at one of our top family-friendly properties in Windham County. Located in South Londonderry, Charming And Private Farm House is an excellent pick. A playground and a nearby beach are two of the amenities here. Or chill out with the fam at Three Mountain Inn. You can also find your ideal stay by clicking on the “Family friendly” box in the “Traveler experience” section of our handy filters.
Why should I book my Windham County hotel with Expedia?
Amazing prices on Windham County hotels are just the start of the reasons to book with Expedia. Become an Expedia Rewards member for free today and earn points on every eligible booking, along with fantastic membership perks. We’re talking instant savings of 10% or more on over 100,000 hotels worldwide! Plus, most of our hotels feature free cancellation, so you can lock in the escape of your dreams without having to worry about your plans changing.