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Hotels with Pools in Windham

Find the hotels with pools that appeal to you the most

Top picks for Windham hotels

Explore our most popular hotels in Windham

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Review score

Wylder Windham

Hotel in Windham

Located in Windham, 7.8 miles from Catskill State Park, Wylder Windham provides accommodations with free bikes, free private parking, a seasonal outdoor swimming pool and a shared lounge.

D
Darcie
From
United States
Great facilities - heated pool, pickleball and saunas were awesome. Gorgeous riverside property and the rooms are very comfortable. We had coffee and croissants from the cafe, but didn’t try the restaurant/bar as we went elsewhere in town. Right next to the golf course. Highly recommend!!
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 112 reviews
Price from
$325.89
1 night, 2 adults

Hotel Vienna

Hotel in Windham

Located in Windham, 7.4 miles from Catskill State Park, Hotel Vienna has accommodations with a garden, free private parking, a terrace and a bar. This 4-star hotel offers free WiFi.

a
arbell
From
Israel
The staff were very nice and helpful especially Jacob. The hotel was clean fully renovated and well designed. Breakfast was light but good. Overall, I had a great experience. I recommend this place 10 out of 10.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 574 reviews
Price from
$149
1 night, 2 adults

Winwood Condominiums by Windham Mountain Club

Hotel in Windham

Located in Windham, 8.4 miles from Catskill State Park, Winwood Condominiums by Windham Mountain Club provides accommodations with a seasonal outdoor swimming pool, free private parking, a fitness...

N
Natalie
From
United States
The room was perfect. It had everything I needed. Kitchen and bathroom were well stocked. Front desk was helpful and pleasant. We were close to the game room so that was a bonus.
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 16 reviews
Price from
$199
1 night, 2 adults

Visit Chill House 15 miles from Windham Hot Tub and Ping Pong

Cairo (Near Windham)

Visit Chill House 15 miles from Windham Hot Tub and Ping Pong offers accommodations in Cairo, 19 miles from Catskill State Park. With pool views, this accommodation offers a swimming pool.

E
ERIN
From
United States
The home was beautifully decorated and cozy. Perfect for a family, plenty of space to be together and opportunities to have quiet time. Open concept living space with extra entertainment space in the basement. The deck off the kitchen extended the living space. All appliances and decor were top-notch. The setting was perfect for outdoor activities and being close to nature: birda and bunnies in the yard, frogs, and a turtle by the pond full of fish. Lots of outdoor seating to enjoy nature.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
$345.51
1 night, 2 adults

Ski in Ski Out Cabin Hunter Mtn Seasonal Pool Access w Panoramic Views Hike Swim Fish Recharge

Lanesville (Near Windham)

Offering a garden, Ski in Ski Out Cabin Hunter Mtn Seasonal Pool Access w Panoramic Views Hike Swim Fish Recharge offers accommodations in Lanesville.

T
Tara
From
United States
The place was cozy for my family and being able to walk out your door and go right to the mountain was the best
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 6 reviews
Price from
$156.40
1 night, 2 adults

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter (Near Windham)

With Catskill State Park reachable in 14 miles, Kaatskill Mountain Club & Condos by Vail Resorts has accommodations, a restaurant, an outdoor swimming pool, a fitness center and a bar.

O
Olenka1
From
United States
Amazing hotel! Staff was so nice, holes is very cosy and comfortable. Hot tube and hot pull is prefect. Comfortable room and bed. Restaurant working at evening only, but it’s ok, food is nice. Free code and snack provide in the morning. Hotel located really near ski resort, so it’s perfect to stay without car.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 100 reviews
Price from
$198.55
1 night, 2 adults

The Bend

Phoenicia (Near Windham)

The Bend is a recently renovated condo hotel in Phoenicia where guests can make the most of its pool with a view and shared lounge.

J
JULIANA
From
Brazil
The property is beautifully designed, offering a perfect blend of comfort, coziness, and modern style. Nestled in nature, it provides a serene escape with plenty of ways to relax and unwind, enjoy the sauna, take a dip in the swimming pool, admire the river views, read a book by the water, or spend quality time playing board games with friends. I’d love to come back again soon!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 18 reviews
Price from
$276.45
1 night, 2 adults

Four Seasons Motel

Catskill (Near Windham)

This motel, in the Catskill Mountains of New York, features free Wi-Fi and an outdoor swimming pool. Guests can ski at Hunter Mountain, which is a 30 minute drive away.

M
Maria
From
United States
Friendly staff, they cleaned the room every day even when we has a late start. Family owned. Room was very spacious, table and chairs, micro, large refrig.
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 138 reviews
Price from
$100
1 night, 2 adults

Catskill Seasons Inn

Shandaken (Near Windham)

Located in Shandaken, 28 miles from Catskill State Park, Catskill Seasons Inn provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a restaurant.

P
Patil
From
United States
clean and accessible, staff is awesome helped me to get invoice of the stay after the trip
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 111 reviews
Price from
$139
1 night, 2 adults

Redwood Retreat in Windham - minutes to Mtn!

Windham

Offering a seasonal outdoor swimming pool, Redwood Retreat in Windham - minutes to Mtn! features accommodations in Windham.

G
Ghazaal
From
United States
The mountain view was amazing ! The fireplace and soft leather sofa was a relaxing delight!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 19 reviews
All hotels with pools in Windham

The best hotels with pools in Windham

Check out our selection of great hotels with pools in Windham

Filter by:

Review score

Wylder Windham

Hotel in Windham

Located in Windham, 7.8 miles from Catskill State Park, Wylder Windham provides accommodations with free bikes, free private parking, a seasonal outdoor swimming pool and a shared lounge.

D
Darcie
From
United States
Great facilities - heated pool, pickleball and saunas were awesome. Gorgeous riverside property and the rooms are very comfortable. We had coffee and croissants from the cafe, but didn’t try the restaurant/bar as we went elsewhere in town. Right next to the golf course. Highly recommend!!
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 112 reviews
Price from
$325.89
1 night, 2 adults

Hotel Vienna

Hotel in Windham

Located in Windham, 7.4 miles from Catskill State Park, Hotel Vienna has accommodations with a garden, free private parking, a terrace and a bar. This 4-star hotel offers free WiFi.

a
arbell
From
Israel
The staff were very nice and helpful especially Jacob. The hotel was clean fully renovated and well designed. Breakfast was light but good. Overall, I had a great experience. I recommend this place 10 out of 10.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 574 reviews
Price from
$149
1 night, 2 adults

Winwood Condominiums by Windham Mountain Club

Hotel in Windham

Located in Windham, 8.4 miles from Catskill State Park, Winwood Condominiums by Windham Mountain Club provides accommodations with a seasonal outdoor swimming pool, free private parking, a fitness...

N
Natalie
From
United States
The room was perfect. It had everything I needed. Kitchen and bathroom were well stocked. Front desk was helpful and pleasant. We were close to the game room so that was a bonus.
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 16 reviews
Price from
$199
1 night, 2 adults

Visit Chill House 15 miles from Windham Hot Tub and Ping Pong

Cairo (Near Windham)

Visit Chill House 15 miles from Windham Hot Tub and Ping Pong offers accommodations in Cairo, 19 miles from Catskill State Park. With pool views, this accommodation offers a swimming pool.

E
ERIN
From
United States
The home was beautifully decorated and cozy. Perfect for a family, plenty of space to be together and opportunities to have quiet time. Open concept living space with extra entertainment space in the basement. The deck off the kitchen extended the living space. All appliances and decor were top-notch. The setting was perfect for outdoor activities and being close to nature: birda and bunnies in the yard, frogs, and a turtle by the pond full of fish. Lots of outdoor seating to enjoy nature.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
$345.51
1 night, 2 adults

Ski in Ski Out Cabin Hunter Mtn Seasonal Pool Access w Panoramic Views Hike Swim Fish Recharge

Lanesville (Near Windham)

Offering a garden, Ski in Ski Out Cabin Hunter Mtn Seasonal Pool Access w Panoramic Views Hike Swim Fish Recharge offers accommodations in Lanesville.

T
Tara
From
United States
The place was cozy for my family and being able to walk out your door and go right to the mountain was the best
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 6 reviews
Price from
$156.40
1 night, 2 adults

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter (Near Windham)

With Catskill State Park reachable in 14 miles, Kaatskill Mountain Club & Condos by Vail Resorts has accommodations, a restaurant, an outdoor swimming pool, a fitness center and a bar.

O
Olenka1
From
United States
Amazing hotel! Staff was so nice, holes is very cosy and comfortable. Hot tube and hot pull is prefect. Comfortable room and bed. Restaurant working at evening only, but it’s ok, food is nice. Free code and snack provide in the morning. Hotel located really near ski resort, so it’s perfect to stay without car.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 100 reviews
Price from
$198.55
1 night, 2 adults

The Bend

Phoenicia (Near Windham)

The Bend is a recently renovated condo hotel in Phoenicia where guests can make the most of its pool with a view and shared lounge.

J
JULIANA
From
Brazil
The property is beautifully designed, offering a perfect blend of comfort, coziness, and modern style. Nestled in nature, it provides a serene escape with plenty of ways to relax and unwind, enjoy the sauna, take a dip in the swimming pool, admire the river views, read a book by the water, or spend quality time playing board games with friends. I’d love to come back again soon!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 18 reviews
Price from
$276.45
1 night, 2 adults

Four Seasons Motel

Catskill (Near Windham)

This motel, in the Catskill Mountains of New York, features free Wi-Fi and an outdoor swimming pool. Guests can ski at Hunter Mountain, which is a 30 minute drive away.

M
Maria
From
United States
Friendly staff, they cleaned the room every day even when we has a late start. Family owned. Room was very spacious, table and chairs, micro, large refrig.
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 138 reviews
Price from
$100
1 night, 2 adults

Catskill Seasons Inn

Shandaken (Near Windham)

Located in Shandaken, 28 miles from Catskill State Park, Catskill Seasons Inn provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a restaurant.

P
Patil
From
United States
clean and accessible, staff is awesome helped me to get invoice of the stay after the trip
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 111 reviews
Price from
$139
1 night, 2 adults

Redwood Retreat in Windham - minutes to Mtn!

Windham

Offering a seasonal outdoor swimming pool, Redwood Retreat in Windham - minutes to Mtn! features accommodations in Windham.

G
Ghazaal
From
United States
The mountain view was amazing ! The fireplace and soft leather sofa was a relaxing delight!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 19 reviews
All hotels with pools in Windham

Looking for a hotel with pools?

"Does it have a pool?" is probably one of the most common booking questions no matter where you're looking to stay. These hotels offer a great way to get some exercise without having to hit the gym on your vacation. Indoor pools let you practice your backstroke come rain or shine, while outdoor options are perfect for relaxing in the sun after swimming a few laps.

Most booked hotels with pools in Windham and surrounding area in the past month

See all

Popular with guests booking hotels with pools in Windham

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

Popular with guests booking hotels with pools in Windham

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking hotels with pools in Windham

Popular with guests booking hotels with pools in Windham

Popular with guests booking hotels with pools in Windham

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 19 reviews

Popular with guests booking hotels with pools in Windham

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 16 reviews

Popular with guests booking hotels with pools in Windham

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 112 reviews

Popular with guests booking hotels with pools in Windham

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 574 reviews

Popular with guests booking hotels with pools in East Jewett

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Hotels with a pool that guests love in Windham

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Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 19 reviews
Great location, clean, great pool, well stocked for small group.
Guest review by
Donna
Group
Avg. price/night: $171.72
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 574 reviews
I had an 8 yr. old with me, and the options for entertainment were excellent. Board games, yard games, hiking trsil, pool. The room was spacious with plenty of amenities. Including easy to access charge ports. The staff were very helpful with recommendations and directions.
Guest review by
Grace
Family with young children
Avg. price/night: $171.72
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 574 reviews
The room was nice and clean, the bed was very comfortable, and we definitely enjoyed the balcony overlooking the mountain. The hotel has a decent sized indoor pool and the Windham trail is close by.
Guest review by
Ardiana
Young couple
Avg. price/night: $474.49
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 112 reviews
Pool is nice to have and the price we paid for a last minute booking for 4th of July weekend was good. They have activities that seemed really great for families.
Guest review by
Emmanuelle
Young couple
Avg. price/night: $474.49
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 112 reviews
Property, location, bakery, and pool - also great coffee
Guest review by
Jason
Family with young children
Avg. price/night: $171.72
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 574 reviews
Very well maintained, with several updates. We really enjoyed the pool and sauna. Lots of space in the room. Nice staff, welcoming and helpful.
Guest review by
Tommaso
Family with young children
Avg. price/night: $171.72
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 574 reviews
Great location! Clean and fantastic staff. Loved the pool and family friendly.
Guest review by
Reid
Family with young children
Avg. price/night: $171.72
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 574 reviews
Nice location. Clean pool, and there's a hot tub available. The staff, however, is completely unprofessional. Good breakfast
Guest review by
Iuliia
Young couple
Avg. price/night: $171.72
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 574 reviews
Beautifully secluded yet walking distance to the small downtown area. Has its own walking trail perfect for dogs. Coffee always available. Spacious rooms with balconies. Fire pits. Pool.
Guest review by
Ilya
Young couple
Avg. price/night: $474.49
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 112 reviews
Breakfast & bakery were very nice, location is great, restaurant is good, swimming pool is very nice. Views are amazing.
Guest review by
Bram
Family with young children