Hotels in Windham
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The Upper Pass Lodge at Magic Mountain
The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very Good, (688)
8.2/10
Very Good
(688)
The price is $106
$106
$118 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Blue Gentian Lodge at Magic Mountain
Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (113)
9.2/10
Wonderful
(113)
The price is $179
$179
$197 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Windham Hill Inn
Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (37)
8.6/10
Excellent
(37)
The price is $189
$189
$206 total
includes taxes & fees
Jan 1 - Jan 2, 2026
COHO Inn & Motor Lodge
COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (47)
9.4/10
Exceptional
(47)
The price is $163
$163
$178 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fullerton Inn
Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (403)
8.2/10
Very Good
(403)
The price is $129
$129
$141 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (107)
9.2/10
Wonderful
(107)
The price is $209
$209
$228 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Weston
The Weston
5.0 star property
Weston
10.0 out of 10, Exceptional, (9)
10/10
Exceptional
(9)
The price is $405
$405
$441 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Vantage Point Villas at Stratton Mountain Resort
Vantage Point Villas at Stratton Mountain Resort
3.0 star property
Stratton
8.4 out of 10, Very Good, (70)
8.4/10
Very Good
(70)
The price is $305
$305
$379 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Bromley View Inn
Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (405)
9.0/10
Wonderful
(405)
The price is $137
$137
$151 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Seesaw's Lodge
Seesaw's Lodge
4.0 star property
Peru
10.0 out of 10, Exceptional, (26)
10/10
Exceptional
(26)
The price is $240
$240
$262 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sun Lodge
Sun Lodge
3.5 star property
Bromley Mountain
8.6 out of 10, Excellent, (300)
8.6/10
Excellent
(300)
The price is $159
$159
$173 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Stratton Mtn Ski Chalet w/ Giant Views in Winhall
Stratton Mtn Ski Chalet w/ Giant Views in Winhall
3.0 star property
Bondville
The price is $795
$795
$1,295 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Four Columns Inn
Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (15)
9.8/10
Exceptional
(15)
The price is $129
$129
$141 total
includes taxes & fees
Dec 30 - Dec 31
Harvest Barn Inn
Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (244)
9.8/10
Exceptional
(244)
The price is $169
$169
$184 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Rodeway Inn Bellows Falls
Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (288)
6.2/10
(288)
The price is $116
$116
$127 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (932)
8.8/10
Excellent
(932)
The price is $169
$169
$193 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Toll Road Inn
Toll Road Inn
2.0 star property
Manchester Center
9.0 out of 10, Wonderful, (489)
9.0/10
Wonderful
(489)
The price is $143
$143
$157 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Black Bear Lodge at Stratton Mountain Resort
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (944)
7.6/10
Good
(944)
The price is $185
$185
$224 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Best Western Springfield Hotel
Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (806)
8.8/10
Excellent
(806)
The price is $152
$152
$167 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Manchester View
The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (782)
9.4/10
Exceptional
(782)
The price is $157
$157
$173 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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.
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.
Go beyond your typical stay in Windham
Apartment
Pet friendly
Family friendly
Cottage
Check out reviews of Windham hotels guests love
Comfort Inn & Suites Brattleboro I-91
10/10 Excellent
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
Kimpton Taconic Hotel by IHG
10/10 Excellent
"Comfort and cleanliness. Nice fireplace with comfortable couches. Very nice staff. Pretty Christmas decorations."
The Manchester View
10/10 Excellent
"We love it so much! clean room, beautiful view!"
The Putney Inn
10/10 Excellent
"Very quit, clea, and comfortable. "
The Black Bear Lodge at Stratton Mountain Resort
10/10 Excellent
"Place definitely needs some updating but it was clean and the staff was great!"
Hampton Inn and Suites Manchester
10/10 Excellent
"Room was spotless. Staff was friendly."
Chalet 239
10/10 Excellent
"Clean room, amenities were good too"
Pointe at Castle Hill Resort
10/10 Excellent
"Yea"
Sun Lodge
10/10 Excellent
"Everything was great, rooms are ok, lobby is wonderful, food amazing "
Frequently asked questions
What accommodations do travelers recommend in Windham?
Guests like The Upper Pass Lodge at Magic Mountain.
Can I book refundable accommodations in Windham?
If you want the flexibility to change your plans to Windham, most properties offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Windham if I want a vacation rental instead of a hotel?
Browse 10 vacation homes on our site.
What will the weather in Windham be like during my visit?
July and August are typically the warmest months in Windham when the average temp is 64°F. January and February are the coldest months when the average temperature is 24°F. July and June are the months with the most rain.
Why should I book my Windham hotel with Hotels.com?
There are lots of reasons to book your Windham trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.