Search Hotels in Windham County

Most hotels are fully refundable. Because flexibility matters.

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Search over 2.9 million properties and 550 airlines worldwide.

Find properties with these dates

Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
This weekend
May 10 - May 12

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

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

Vikings Villages
Deluxe Chalet | Premium bedding, down comforters, in-room safe, laptop workspace
Vikings Villages
2.0 star property
10.0 out of 10, Exceptional, (53)
"What a unique experience. Do be aware that food options are a couple of miles away. If you come prepared, knowing that, you will have an unbelievable experience."
The price is $331
$387 total
includes taxes & fees
May 12 - May 13
Vikings Villages
Zen of the Woods Tiny Cabin in Okemo Valley
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
Plenty of Room For Everyone! - 5 Minutes to Stratton
Property grounds
Plenty of Room For Everyone! - 5 Minutes to Stratton
10.0 out of 10, Exceptional, (6)
"Easy booking, clean home, great location and the owner very easy to get in touch with."
The price is $251
$840 total
includes taxes & fees
May 13 - May 14
Plenty of Room For Everyone! - 5 Minutes to Stratton
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Home base at Mount Snow
Fridge, microwave, oven, stovetop
Home base at Mount Snow
10.0 out of 10, Exceptional, (5)
"Nice well maintained 70s style house, great location , highly recommend."
Home base at Mount Snow
Brand New Luxury “Tiny” House, Immersed In Nature
Exterior
Brand New Luxury “Tiny” House, Immersed In Nature
10.0 out of 10, Exceptional, (1)
"This is by far the most beautiful home I’ve ever stayed! So clean and amazing views of nature. We can’t wait to come back."
The price is $275
$434 total
includes taxes & fees
May 11 - May 12
Brand New Luxury “Tiny” House, Immersed In Nature
Vermont Country Cottage (Near Village)
Exterior
Vermont Country Cottage (Near Village)
10.0 out of 10, Exceptional, (3)
"A nice clean place in a perfect location for us and plenty of room for the dog. We loved it and would definitely go back."
The price is $165
$376 total
includes taxes & fees
May 12 - May 13
Vermont Country Cottage (Near Village)
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
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
$1,101 total
includes taxes & fees
May 11 - May 12
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
The Last Lodge on Mount Snow
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
$596 total
includes taxes & fees
May 13 - May 14
The Last Lodge on Mount Snow
Lovely Chalet at Chimney Hill Resort Community; w/ Pools-Hot Tub Low summer rate
Indoor pool, outdoor pool
Lovely Chalet at Chimney Hill Resort Community; w/ Pools-Hot Tub Low summer rate
9.8 out of 10, Exceptional, (76)
"We had a wonderful stay at this chalet. The owners were great about answering any questions."
Lovely Chalet at Chimney Hill Resort Community; w/ Pools-Hot Tub Low summer rate
The Lodge at West River
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 $141
$154 total
includes taxes & fees
Jun 9 - Jun 10
The Lodge at West River
Seesaw's Lodge
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 $254
$276 total
includes taxes & fees
Jun 4 - Jun 5
Seesaw's Lodge
King & Queen Suite in Historic Inn Circa 1780
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 12 - May 13
King & Queen Suite in Historic Inn Circa 1780
Grafton Inn
Reception
Grafton Inn
3.5 star property
9.6 out of 10, Exceptional, (80)
"Wonderful in every way."
The price is $249
$303 total
includes taxes & fees
Jun 4 - Jun 5
Grafton Inn
Best Western Bennington - Deluxe King Bed #1
Outdoor pool
Best Western Bennington - Deluxe King Bed #1
9.6 out of 10, Exceptional, (4)
"Nice place"
The price is $149
$185 total
includes taxes & fees
May 19 - May 20
Best Western Bennington - Deluxe King Bed #1
The White House Inn
Balcony view
The White House Inn
3.5 star property
9.2 out of 10, Wonderful, (178)
"Wonderful stay. Friendly staff and beautiful property for all seasons. Definitely recommend!"
The price is $144
$293 total
includes taxes & fees
May 13 - May 14
The White House Inn
Bromley View Inn
Lounge
Bromley View Inn
3.5 star property
9.2 out of 10, Wonderful, (311)
"Nice family oriented motel "
Bromley View Inn
The Inn At Quail Run
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 11 - May 12
The Inn At Quail Run
Chesterfield Inn
Lobby
Chesterfield Inn
4.0 star property
9.0 out of 10, Wonderful, (100)
"A true find!"
The price is $301
$327 total
includes taxes & fees
May 12 - May 13
Chesterfield Inn
Best Western Springfield Hotel
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 19 - May 20
Best Western Springfield Hotel
Hampton Inn Bennington
Exterior
Hampton Inn Bennington
2.5 star property
8.6 out of 10, Excellent, (867)
"Everything qas fineexcept he one-ply toilet paper"
The price is $152
$166 total
includes taxes & fees
May 19 - May 20
Hampton Inn Bennington
Don't see what you're looking for?
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.

Frequently asked questions

How much do hotels in Windham County cost?
In Windham County, you can find cheap options from $119 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 $119 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.