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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 reviews in Windham




Albergo Allegria Hotel
Albergo Allegria HotelWindham
10/10 Excellent
This is the third time we have stayed here over Thankgiving while visiting relatives in the area. it is such a quiet lovely old house and the owners are very accomodating and exteemly nice. Lots of room, very comfy living room with fireplace and big chairs. The included breakfast is fantastic. The kitchen is always open for tea and homemade cookies. Scent free linens and towels a huge plus.
This is the third time we have stayed here over Thankgiving while visiting relatives in the area. it is such a quiet lovely old house and the owners are very accomodating and exteemly nice. Lots of room, very comfy living room with fireplace and big chairs. The included breakfast is fantastic. The kitchen is always open for tea and homemade cookies. Scent free linens and towels a huge plus.
NH couple




Hotel Vienna
Hotel ViennaWindham
10/10 Excellent
cute hotel
close to mountain and amenities
cute hotel
close to mountain and amenities
michael




Cave Mountain Motel
Cave Mountain MotelWindham
10/10 Excellent
Cozy,clean and cute place, great host!
Cozy,clean and cute place, great host!
Petra




Eastwind Windham
Eastwind WindhamWindham
10/10 Excellent
Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay.
Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay.
Danica




Jimmy OConnors Windham Mountain Inn
Jimmy OConnors Windham Mountain InnWindham
10/10 Excellent
I have stayed at well over a dozen motels, hotels, lodges, resorts over my time in the Catskills. This was by far one of my favorites and is almost certainly going to become my regular resting spot. The location is premium, with it located in the heart of the Catskills, and not far from most attractions and hikes. The bar itself serves great food and drinks, and Sean and the staff are a delight to speak to. The room is clean, well maintained, and the cleaning staff do a great job each day. Most...
I have stayed at well over a dozen motels, hotels, lodges, resorts over my time in the Catskills. This was by far one of my favorites and is almost certainly going to become my regular resting spot. The location is premium, with it located in the heart of the Catskills, and not far from most attractions and hikes. The bar itself serves great food and drinks, and Sean and the staff are a delight to speak to. The room is clean, well maintained, and the cleaning staff do a great job each day. Most...
Asher




Wylder Hotel Windham
Wylder Hotel WindhamWindham
10/10 Excellent
Room super clean and beautiful property!
Room super clean and beautiful property!
Daniela




Antique Rose Inn Windham
Antique Rose Inn WindhamWindham
10/10 Excellent
Was a very pleasant stay and the proprietor is very kind.
Was a very pleasant stay and the proprietor is very kind.
Anonymous traveler




Shandaken Inn
Shandaken InnShandaken
10/10 Excellent
The Shandaken Inn is a gem of a property! Our room was spacious, spotless and so inviting. And the staff, particularly Marissa, made us feel so welcome and at home with her warm personality.
The breakfasts were outstanding and the entire property is just beautiful! There are also great hiking options close by. We wouldn’t hesitate to book a room here again!
The Shandaken Inn is a gem of a property! Our room was spacious, spotless and so inviting. And the staff, particularly Marissa, made us feel so welcome and at home with her warm personality.
The breakfasts were outstanding and the entire property is just beautiful! There are also great hiking options close by. We wouldn’t hesitate to book a room here again!
Anonymous traveler




Hotel Mountain Brook
Hotel Mountain BrookTannersville
10/10 Excellent
Great experience, amazing property,
Great experience, amazing property,
Nikolaos




Gather Greene
Gather GreeneCoxsackie
10/10 Excellent
This place was magical. Rooms were clean. Same amenities as a hotel. Blow dryer available! Mini fridge and a sheet for blinds if you need. The snow falling in the early morning was the highlight of the cabin stay. Very beautiful! There were two campfires and snores every night from 5-1pm. Very cute! Cabins are about 50-100ft from parking so be prepared to walk in snow after parking your care. You can get closer to a loading zone to load things into and out of cabins if needed though. String...
This place was magical. Rooms were clean. Same amenities as a hotel. Blow dryer available! Mini fridge and a sheet for blinds if you need. The snow falling in the early morning was the highlight of the cabin stay. Very beautiful! There were two campfires and snores every night from 5-1pm. Very cute! Cabins are about 50-100ft from parking so be prepared to walk in snow after parking your care. You can get closer to a loading zone to load things into and out of cabins if needed though. String...
Liana




Shadowcrest
ShadowcrestFleischmanns
10/10 Excellent
Please has old authentic charm
Please has old authentic charm
Elena




Mountain Treasure B&B
Mountain Treasure B&BMaplecrest
10/10 Excellent
We had stayed for two nights at this hotel . Place is Nice and Cozy makes you feel like you at home )
The owner is Very friendly and cooks delicious breakfast 😋
I would defently stay there again
We had stayed for two nights at this hotel . Place is Nice and Cozy makes you feel like you at home )
The owner is Very friendly and cooks delicious breakfast 😋
I would defently stay there again
Alina




Twin Gables of Woodstock
Twin Gables of WoodstockWoodstock
10/10 Excellent
One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.
One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.
Noah




The Colonial Motel
The Colonial MotelGrand Gorge
10/10 Excellent
Step back in time when a place to stay was charming, clean and had an owner who was actually on property and cared about your stay and well being.
If you’re looking for the above and a little mystic, look no further. This place has history that comes along with the beautiful well appointed room. Just an all out classy mix of antique furnishings as well as modern touches like an internet connection that works, in room Keurig coffee maker , comfortable bed and clean bathroom.
Our only regret was...
Step back in time when a place to stay was charming, clean and had an owner who was actually on property and cared about your stay and well being.
If you’re looking for the above and a little mystic, look no further. This place has history that comes along with the beautiful well appointed room. Just an all out classy mix of antique furnishings as well as modern touches like an internet connection that works, in room Keurig coffee maker , comfortable bed and clean bathroom.
Our only regret was...
Paula




The Perch Hotel
The Perch HotelEast Windham
10/10 Excellent
A Hidden Gem with Million-Dollar Views!
We had such a magical stay at The Perch Hotel in East Windham! The view alone is worth the trip — on a clear day, you can see FIVE states from the property. Yes, five! It’s absolutely breathtaking and made for the perfect backdrop to relax and soak in the Catskills air.
The vibe of the hotel is something special — a perfect blend of modern comfort and mid-century charm that instantly transported me back to the golden era of Catskill tourism. It’s stylish...
A Hidden Gem with Million-Dollar Views!
We had such a magical stay at The Perch Hotel in East Windham! The view alone is worth the trip — on a clear day, you can see FIVE states from the property. Yes, five! It’s absolutely breathtaking and made for the perfect backdrop to relax and soak in the Catskills air.
The vibe of the hotel is something special — a perfect blend of modern comfort and mid-century charm that instantly transported me back to the golden era of Catskill tourism. It’s stylish...
Emmi




Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott BonvoyCatskill
10/10 Excellent
Perfect place to stay during a house hunt in the area. Great for pups too!
Perfect place to stay during a house hunt in the area. Great for pups too!
Leslie





