Find hotels in Windham, NY from ฿3,062
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Our top choices for Windham hotels
Hotel Vienna
Hotel ViennaWindham
9.4 out of 10, Exceptional, (738 reviews)
"Great service, nice and clean hotel."
Mary
Wylder Hotel Windham
Wylder Hotel WindhamWindham
8.6 out of 10, Excellent, (92 reviews)
"Very nice hotel. Exactly what we needed."
Nicolas
The price is ฿5,496
฿7,504 total
includes taxes & fees
14 Jan - 15 Jan
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain ClubWindham
8.8 out of 10, Excellent, (344 reviews)
"convenient nice and clean residence with kitchen and market nearby."
Jatin
The price is ฿5,906
฿6,379 total
includes taxes & fees
15 Jan - 16 Jan
Antique Rose Inn Windham
Antique Rose Inn WindhamWindham
9.0 out of 10, Wonderful, (125 reviews)
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
Simona
The price is ฿4,218
฿4,555 total
includes taxes & fees
15 Jan - 16 Jan
Eastwind Windham
Eastwind WindhamWindham
9.2 out of 10, Wonderful, (81 reviews)
"I loved our stay!"
Erika
The price is ฿10,882
฿12,811 total
includes taxes & fees
16 Jan - 17 Jan
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast RestaurantWindham
9.6 out of 10, Exceptional, (271 reviews)
"Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!"
Kim
The price is ฿4,182
฿4,517 total
includes taxes & fees
15 Jan - 16 Jan
The Outpost by Windham Mountain Club
The Outpost by Windham Mountain ClubWindham
8.6 out of 10, Excellent, (4 reviews)
"Cozy and warm. I think it would be better to visit during the winter season"
TAEJUN
The price is ฿7,811
฿8,435 total
includes taxes & fees
15 Jan - 16 Jan
The Haüs Windham
The Haüs WindhamWindham
8.2 out of 10, Very good, (21 reviews)
"Loved the hot tub, peaceful surroundings and comfy bed!!"
Kurt
The price is ฿5,099
฿8,048 total
includes taxes & fees
26 Jan - 27 Jan
Beds on Clouds
Beds on CloudsWindham
7.4 out of 10, Good, (68 reviews)
"Great spot for a weekend getaway"
Bertrand
The price is ฿5,892
฿6,363 total
includes taxes & fees
15 Jan - 16 Jan
Cave Mountain Motel
Cave Mountain MotelWindham
9.4 out of 10, Exceptional, (136 reviews)
"I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly."
Alexander
The price is ฿4,343
฿4,690 total
includes taxes & fees
15 Jan - 16 Jan
The Herwood Inn
The Herwood InnWoodstock
9.8 out of 10, Exceptional, (94 reviews)
"Great property, room, location & staff."
Joseph
The price is ฿4,400
฿4,928 total
includes taxes & fees
14 Jan - 15 Jan
Twin Gables of Woodstock
Twin Gables of WoodstockWoodstock
9.8 out of 10, Exceptional, (194 reviews)
"Amazing stay!!! Super hippie vibe and lived every minute of it. "
Heather
The price is ฿4,030
฿4,514 total
includes taxes & fees
15 Jan - 16 Jan
Woodstock Way Hotel
Woodstock Way HotelWoodstock
9.6 out of 10, Exceptional, (221 reviews)
"The room and views were lovely, and we loved the Tannery cafe!"
Katherine
Morning Glory B n B Woodstock NY
Morning Glory B n B Woodstock NYWoodstock
8.4 out of 10, Very good, (156 reviews)
"Diane was a very gracious host of her lovely BnB! My privacy was well respected and check in/out was easy as pie! Thank you!"
Andrew
The price is ฿5,929
฿6,641 total
includes taxes & fees
14 Jan - 15 Jan
The Woodstock Inn on the Millstream
The Woodstock Inn on the MillstreamWoodstock
9.0 out of 10, Wonderful, (204 reviews)
"Clean room and friendly staff. We appreciated the little happy hour snacks and the breakfast was more than we imagined!"
Amber
The price is ฿5,592
฿6,263 total
includes taxes & fees
15 Jan - 16 Jan
Black Bear Lodge
Black Bear LodgePrattsville
9.0 out of 10, Wonderful, (131 reviews)
"A great place to stay in the Catskills at a reasonable price point. "
Peter
The price is ฿4,655
฿5,027 total
includes taxes & fees
21 Jan - 22 Jan
The Colonial Motel
The Colonial MotelGrand Gorge
9.4 out of 10, Exceptional, (412 reviews)
"Awesome place!"
Richard
The price is ฿2,784
฿3,062 total
includes taxes & fees
15 Jan - 16 Jan
Moore's Motel
Moore's MotelPrattsville
8.6 out of 10, Excellent, (160 reviews)
"No frills, great value, friendly owners, clean rooms, hot showers with great pressure, heat worked well. Will return. "
John
The price is ฿3,749
฿4,049 total
includes taxes & fees
15 Jan - 16 Jan
Catskill Seasons Inn
Catskill Seasons InnShandaken
8.2 out of 10, Very good, (247 reviews)
"Great stay!!! "
Jordana
The price is ฿4,655
฿5,214 total
includes taxes & fees
15 Jan - 16 Jan
Red Ranch Motel
Red Ranch MotelCatskill
7.2 out of 10, Good, (487 reviews)
"Super pleasant stay wonderful staff "
Madeleine
The price is ฿3,003
฿3,243 total
includes taxes & fees
11 Feb - 12 Feb
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.
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Stay near popular Windham attractions
Learn more about Windham
Nestled in the Catskills, this mountain town transforms from a powdery ski paradise to a lush hiking haven with seasons. Visit Windham Mountain for thrilling slopes in winter or explore the scenic Rail Trail when summer's wildflowers frame perfect mountain views.
Top Windham Hotel Reviews
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
10/10 Excellent
More cheap stays in Windham
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
12740 State Route 9 W West Coxsackie NY
The price is ฿3,343 per night from 8 Feb to 9 Feb
฿3,343
฿3,610 total
8 Feb - 9 Feb
includes taxes & fees
8.4/10 Very Good! (989 reviews)
