Search hotels in Windham, NY

Enter your dates to see the latest prices and deals for Windham hotels

October 2026

1234
567891011
12131415161718
19202122232425
262728293031

November 2026

1
2345678
9101112131415
16171819202122
23242526272829
30
Flexible date options
Select occupancy

Windham – 66 hotels and places to stay

Filter by:

Property ratingIncludes stars and other ratings.
Review score

Winwood Condominiums by Windham Mountain Club

Hotel in Windham

Located in Windham, 14 km from Catskill State Park, Winwood Condominiums by Windham Mountain Club provides accommodation with a seasonal outdoor swimming pool, free private parking, a fitness centre...

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 26 reviews
Price from
€ 190.55
1 night, 2 adults

Hotel Vienna

Hotel in Windham

Situated in Windham, 12 km from Catskill State Park, Hotel Vienna features accommodation with a garden, free private parking, a terrace and a bar.

S
Sarah
From
United Kingdom
Staff were very friendly Breakfast was delicious and nice variety of bakery goods and drinks
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 487 reviews
Price from
€ 173.31
1 night, 2 adults

Wylder Windham

Hotel in Windham

Set in Windham, 13 km from Catskill State Park, Wylder Windham offers accommodation with free bikes, free private parking, a seasonal outdoor swimming pool and a shared lounge.

S
Shlomi
From
Israel
Great rooms, pool, friendly staff. I loved the bike for free, we did a wonderful trip in windham path. Lovely. The bakery in the morning is amazing. Great coffee and pastries.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 94 reviews
Price from
€ 420.14
1 night, 2 adults

Eastwind

Hotel in Windham

Located in Windham, 13 km from Catskill State Park, Eastwind provides accommodation with free bikes, free private parking, a garden and a restaurant.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 50 reviews
Price from
€ 241.94
1 night, 2 adults

Albergo Allegria Hotel

Windham

Situated within 13 km of Catskill State Park and 2.9 km of Windham Mountain, Albergo Allegria Hotel features rooms with air conditioning and a private bathroom in Windham.

G
Gidon
From
United Arab Emirates
As always, fantastic hospitality and customer service
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 82 reviews
Price from
€ 160.51
1 night, 2 adults

Amazing Views! Hunter Mt 5 Bedroom Home! Best location surrounded by beautiful Mt views! Enjoy Lakes, Ski Slopes & Firepit under Stars!

Hunter (Near Windham)

Offering a garden and garden view, Amazing Views! Hunter Mt 5 Bedroom Home! Best location surrounded by beautiful Mt views! Enjoy Lakes, Ski Slopes & Firepit under Stars!

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 7 reviews
Price from
€ 682.68
1 night, 2 adults

Hunter Lodge, a Bluebird by Lark

Hunter (Near Windham)

Set in Hunter, 1.1 km from New York Zipline Adventures LLC, Hunter Lodge, a Bluebird by Lark features a restaurant and free WiFi in public areas. Guests can enjoy the on-site bar.

I
Ilaria
From
Netherlands
Super clean room, nicely decorated spaces, comfortable bed.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 332 reviews
Price from
€ 155.28
1 night, 2 adults

Matterhorns Hunter Lodge

Hunter (Near Windham)

Situated in Hunter, 20 km from Catskill State Park, Matterhorns Hunter Lodge features accommodation with a garden, free private parking and a terrace.

I
Isabel
From
Spain
Very comfortable hotel and very close to good restaurants. We will repeat
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 250 reviews
Price from
€ 164.63
1 night, 2 adults

Jessie's Harvest House

Tannersville (Near Windham)

Featuring 3-star accommodation, Jessie's Harvest House is set in Tannersville, 22 km from Windham Mountain and 26 km from Woodstock Byrdcliffe Guild.

Scored out of 10, guest rating 7.3
Good - What previous guests thought, 85 reviews
Price from
€ 130.65
1 night, 2 adults

Hotel Mountain Brook

Tannersville (Near Windham)

Situated within 20 km of Catskill State Park and 21 km of Windham Mountain, Hotel Mountain Brook features rooms with air conditioning and a private bathroom in Tannersville.

E
E.S.J.
From
Netherlands
Location in the woods, very friendly staff who provides us with valuable tips and the great breakfast
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 97 reviews
Price from
€ 185.76
1 night, 2 adults
See all 66 hotels in Windham

Most booked hotels in Windham and surroundings in the past month

See all

Popular with guests booking hotels in Windham

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 487 reviews

Popular with guests booking hotels in Windham

Popular with guests booking hotels in Windham

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 26 reviews

Popular with guests booking hotels in Windham

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 50 reviews

Popular with guests booking hotels in Windham

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 89 reviews

Popular with guests booking hotels in Windham

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 94 reviews

Popular with guests booking hotels in Windham

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 37 reviews

Popular with guests booking hotels in East Windham

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 28 reviews

Hotels located in the centre of Windham

See all
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 26 reviews
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 94 reviews

Eastwind

Hotel in Windham
Central location
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 50 reviews
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 487 reviews

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 89 reviews

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 37 reviews
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 28 reviews

FAQs about hotels in Windham

What guests said about Windham:

Scored out of 10, guest rating 6.0

Cozy & friendly town with everything you need nearby.

Cozy & friendly town with everything you need nearby. There’s even a lovely wine & spirits store down the way. The winery is only open on weekends and with late hours- not conducive to Friday 11AM checkout times. Also, beware of the 55 MPH maximum speed limit with frequent speed traps & State Troopers fishing for tourists to ticket. They ask you a TON of questions (where you’re staying, where you’re headed, etc.) & then ticket you. That part is rather unpleasant.
Guest review byBrown
Scored out of 10, guest rating 10

I was only there for a day but the area was very beautiful.

I was only there for a day but the area was very beautiful. The view of the mountains was really nice. The Windham Path was a peaceful, country trek. I had dinner at the Prominence restaurant. The staff (all of them) were so attentive,helpful and friendly. It was a pleasant dining experience.
Guest review byjan
United States
Scored out of 10, guest rating 10

Wind is a nice place to stay.

Wind is a nice place to stay. It is a classy type of a town: somewhat well to do versus other Catskill towns where houses are incomplete and old cars sit in the yard. Things are more expensive in Windham. The towns people plant beautiful flowers all over and it provides great photo opportunities. You will feel very safe in this area as well as most areas in the Catskills.
Guest review byAnonymous
Scored out of 10, guest rating 8.0

For the cost of the room, breakfast should have been...

For the cost of the room, breakfast should have been included. The restaurant was very expensive and wasn't open the first 2 days we were there. We had good breakfasts at the Windham Diner but dinner was not so hot. Had a decent meal at the Tap House. Skip the Tipp Tavern. Bad food and dirty. Hickory Hill Market gets a thumbs up. We booked a 2 bedroom suite, which was very nice. Minnewaska State Park is fabulous if you like to hike but it was 1.5 hours away. Overall, the resort is nice.
Guest review byAnonymous
Scored out of 10, guest rating 10

We attended a celebration of life at CD Lane Park.

We attended a celebration of life at CD Lane Park. There was a small lake with a pavilion. Its a little off the beaten trail, but visit the park if you are there. The scenery of the entire area is breath taking. We stayed and ate at Jimmy OConnor's Mountain Inn. I recommend the inn and restaurant if you are passing through or staying in Windham.
Guest review byKary
United States
Scored out of 10, guest rating 10

I can’t give Windham a fair review, because our stay was...

I can’t give Windham a fair review, because our stay was very short and it was rainy and cold most of the time. We did enjoy our stay at the Hotel Vienna, and noticed there’s a variety of interesting restaurants in the downtown area.
Guest review bySuzanne
United States

See reviews by guests who stayed at hotels in Windham

See all
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 16 reviews
I stayed at Bread and Breakfast for a one-night getaway and had a truly relaxing experience. The property is ideally located, just a short distance from the center of Windham. The room was impeccably clean, comfortable, and offered a stunning view, with excellent internet service. It was the perfect retreat to enjoy the serenity of upstate New York. I'm so glad I chose this place and highly recommend it to anyone looking for a peaceful escape.
Guest review byNona
United States
From € 167.57 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 91 reviews
The location is convenient to Windham mountain and close enough to Hunter Mountain as well. The check in area is also a nice restaurant with a friendly atmosphere. The staff was very accommodating and welcoming and the room and sheets were clean.
Guest review byRICH
United States
From € 499.79 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 94 reviews
It is an incredible hotel, with amazing setup.I believe during summer it’s even more stunning due to all the outside options they have available.
Guest review byAlena
Croatia
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 23 reviews
Very near to Ski field and township of Windham. Spacious & clean The heating system is effective and kept us warm Hot water is good too
Guest review bymee poh
Singapore
From € 167.57 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 487 reviews
Hotel had a very cozy feeling and staff was very friendly and helpful!
Guest review byLea
Canada

More places to explore, more ways to go