Search Hotels in Windham County

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Compare 1,289 hotels in Windham County with room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
Colonial Motel And Spa
3.0 star property
7.0 out of 10, Good, (1001)
"Very comfortable "
The price is $100
$110 total
includes taxes & fees
May 5 - May 6
Colonial Motel And Spa
Restaurant
The Upper Pass Lodge at Magic Mountain
2.5 star property
8.4 out of 10, Very Good, (551)
"Quiet"
The price is $59
$65 total
includes taxes & fees
May 5 - May 6
The Upper Pass Lodge at Magic Mountain
Lobby
Hampton Inn Brattleboro
2.5 star property
8.4 out of 10, Very Good, (894)
"Good stay "
The price is $127
$139 total
includes taxes & fees
May 8 - May 9
Hampton Inn Brattleboro
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Exterior
The Putney Inn
2.5 star property
8.2 out of 10, Very Good, (895)
"We stayed overnight for a visit to Landmark College. Inn was clean, service was good. Overall, more than adequate for our purpose. Next time, I’d stay in Brattleboro. Close to Putney. More options. "
The price is $109
$119 total
includes taxes & fees
May 5 - May 6
The Putney Inn
Balcony view
The White House Inn
3.5 star property
9.2 out of 10, Wonderful, (177)
"Wonderful stay. Friendly staff and beautiful property for all seasons. Definitely recommend!"
The price is $134
$280 total
includes taxes & fees
May 9 - May 10
The White House Inn
Lobby
Best Western Springfield Hotel
2.5 star property
8.8 out of 10, Excellent, (683)
"Clean, comfortable and up to date."
The price is $152
$166 total
includes taxes & fees
May 9 - May 10
Best Western Springfield Hotel
Deluxe Chalet | Premium bedding, down comforters, in-room safe, laptop workspace
Vikings Villages
2.0 star property
10.0 out of 10, Exceptional, (52)
"I would leave all my possessions behind to live in this cabin forever."
The price is $341
$398 total
includes taxes & fees
May 8 - May 9
Vikings Villages
Exterior
Windham Hill Resort
2.0 star property
8.2 out of 10, Very Good, (27)
"We stayed in the 8-room converted barn. The room very large and a pleasant surprise featuring a great view, soaking tub in the living area, gas fireplace, and a very comfortable king bed. I would give Windham Hill Inn five stars, but I deducted a star because of a clogged bathroom sink, a difficult to control HVAC system, and live and dead bugs in the room. Although somewhat dated, the room was spectacular for the price. "
The price is $161
$176 total
includes taxes & fees
May 8 - May 9
Windham Hill Resort
View from room
Econo Lodge Brattleboro
2.0 star property
5.8 out of 10, (485)
"Clean quiet and affordable place with a friendly staff. Small critique: put a small shelf in the shower for shampoo/soap etc. "
The price is $113
$125 total
includes taxes & fees
May 5 - May 6
Econo Lodge Brattleboro
Front of property
Bennington Motor Inn
2.0 star property
7.6 out of 10, Good, (408)
"It ain't the Ritz but if you want a clean, warm, comfortable room at a great price, this is for you."
The price is $121
$132 total
includes taxes & fees
May 27 - May 28
Bennington Motor Inn
Seasonal outdoor pool
The Inn At Quail Run
2.5 star property
9.0 out of 10, Wonderful, (59)
"Had charm that you don't find anymore. And the owners were friendly and communicative. "
The price is $175
$193 total
includes taxes & fees
May 4 - May 5
The Inn At Quail Run
Lounge
Bromley View Inn
3.5 star property
9.2 out of 10, Wonderful, (311)
"Nice family oriented motel "
Bromley View Inn
Outdoor dining
Vantage Point Villas at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (59)
"Very comfortable condo near the Stratton Mountain lifts. Very comfortable beds, lots of extra bedding. We would definitely stay here again. "
The price is $238
$289 total
includes taxes & fees
May 5 - May 6
Vantage Point Villas at Stratton Mountain Resort
Lobby lounge
The Lodge at West River
2.5 star property
9.6 out of 10, Exceptional, (165)
"We stayed to see the eclipse the next day in Peacham VT. We wanted to be away from the crowds. We had cinnamon raisin toast and oatmeal for a quick breakfast. The room was clean and and fresh smelling as a non-smoking room. The bathroom was clean , the beds were comfortable, the hotel was quite and peaceful at night. TV was great with our Netflix account. The front desk staff was very courteous and polite and helpful with info about nearby events and services. All said it was a great stay."
The price is $157
$171 total
includes taxes & fees
Jun 2 - Jun 3
The Lodge at West River
Exterior
Seesaw's Lodge
4.0 star property
9.6 out of 10, Exceptional, (9)
"Beautiful location and lodge. Rooms were great. Showers were amazing!! Didn’t know restaurant was closed on Sundays. And therefore there were no other guests at the lodge. Had the whole place to ourselves. "
The price is $193
$211 total
includes taxes & fees
May 6 - May 7
Seesaw's Lodge
Smart TV, books
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
9.8 out of 10, Exceptional, (28)
"Super clean and tidy. Good location with 5 nearby ski mountains. The listing does not state that the indoor fireplace can not be used; so we were disappointed to discover that on arrival."
The price is $399
$1,091 total
includes taxes & fees
May 3 - May 4
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
Property grounds
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
8.6 out of 10, Excellent, (18)
"This location was great. Having the clubhouse with access to the pool is an added bonus. We would definitely book again in the future."
The price is $74
$333 total
includes taxes & fees
May 4 - May 5
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Exterior
Zen of the Woods Tiny Cabin in Okemo Valley
10.0 out of 10, Exceptional, (6)
"Nice small one-room cabin in the woods. The road is dirt and could have been difficult to traverse in snowy weather without 4-wheel drive, but was fine when we visited."
Zen of the Woods Tiny Cabin in Okemo Valley
Interior
King & Queen Suite in Historic Inn Circa 1780
9.6 out of 10, Exceptional, (13)
"SUCH a lovely, cozy stay in this beautiful VT town. Could not recommend more highly!"
The price is $119
$195 total
includes taxes & fees
May 3 - May 4
King & Queen Suite in Historic Inn Circa 1780
Property grounds
The Last Lodge on Mount Snow
9.8 out of 10, Exceptional, (15)
"This condo was perfect for our family! Very spacious and comfortable. Also, a great location - so close to the mountain! And the owner went above and beyond to provide us with specifics about the condo and recommendations for activities as well as dining options. We can’t wait to rent again next year!"
The price is $299
$587 total
includes taxes & fees
May 6 - May 7
The Last Lodge on Mount Snow
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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
1,289
Hotels with skiing
88
Lowest price
$59
Highest price
$399
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
6,062

Frequently asked questions

How much do hotels in Windham County cost?
In Windham County, you can find cheap options from $59 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 $59 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
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