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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

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.

A
Allegra
From
United Kingdom
What a great hotel! We hadn’t realised it was an adventure hotel and so were delighted to find the e mountain bikes, pickleball and saunas on the site to kee us entertained all through the day
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 112 reviews
Price from
US$325.89
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.

R
Richard
From
United States
We really liked the friendly, helpful staff at the front desk. We also liked sitting outside in the evening around a heater and meeting some of the other guests. Very enjoyable.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 575 reviews
Price from
US$149
1 night, 2 adults

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 8.9
Fabulous - What previous guests thought, 16 reviews
Price from
US$199
1 night, 2 adults

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

Cairo (Near Windham)

Located in Cairo, Visit Chill House 15 miles from Windham Hot Tub and Ping Pong provides accommodation with a private pool and pool views. A hot tub is available for guests.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$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)

Featuring air-conditioned accommodation with a pool with a view, garden view and a patio, Ski in Ski Out Cabin Hunter Mtn Seasonal Pool Access w Panoramic Views Hike Swim Fish Recharge is located in...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 6 reviews
Price from
US$156.40
1 night, 2 adults

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter (Near Windham)

With Catskill State Park reachable in 23 km, Kaatskill Mountain Club & Condos by Vail Resorts offers accommodation, a restaurant, an outdoor swimming pool, a fitness centre and a bar.

D
Doreen
From
United States
The friendly staff who work so hard, the location, parking, restaurant and staff, gym, game room, heated outdoor pool and jacuzzi all excellent.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 100 reviews
Price from
US$198.55
1 night, 2 adults

The Bend

Phoenicia (Near Windham)

Featuring pool with a view and views of pool, The Bend is a recently renovated aparthotel located in Phoenicia, 44 km from Catskill State Park.

R
Rachel
From
United Kingdom
Everything was amazing. I’ve never stayed anywhere with so many considered details, beautiful decor, generous host providing coffee, bbq , logs, sauna, - so good
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 18 reviews
Price from
US$278.35
1 night, 2 adults

Four Seasons Motel

Catskill (Near Windham)

This motel, located in the Catskill Mountains of New York, features free Wi-Fi and an outdoor swimming pool. Ski and snowboard at Hunter Mountain, which is 30 minutes’ drive away.

J
Jeanette
From
United Kingdom
For a budget motel, the owners could not do more to make their guests’ stay very pleasant. From checking in, to departure they were working non stop to make our stay a good one. Clean rooms, lots of good facilities. We felt safe, and were very well positioned to visit many destinations. We would not hesitate to recommend or to return.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 138 reviews
Price from
US$100
1 night, 2 adults

Catskill Seasons Inn

Shandaken (Near Windham)

Located in Shandaken, 45 km from Catskill State Park, Catskill Seasons Inn provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a restaurant.

a
andrea
From
United Kingdom
Stunning location . Facilities were top notch … the bar downstairs , pool table , games , food , pool and grab and go free breakfast 👍🏼
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 111 reviews
Price from
US$139
1 night, 2 adults

Redwood Retreat in Windham - minutes to Mtn!

Windham

Set in Windham in the New York region, Redwood Retreat in Windham - minutes to Mtn! has a patio.

D
Dmitriy
From
United States
The property is in a nice location and has everything you need for the stay. The property owner is verry nice and responds verry quickly. There is a good supply of kitchen utensils to get everything done you would want to cook.
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 pick of great hotels with pools in Windham

Filter by:

Review score

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.

A
Allegra
From
United Kingdom
What a great hotel! We hadn’t realised it was an adventure hotel and so were delighted to find the e mountain bikes, pickleball and saunas on the site to kee us entertained all through the day
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 112 reviews
Price from
US$325.89
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.

R
Richard
From
United States
We really liked the friendly, helpful staff at the front desk. We also liked sitting outside in the evening around a heater and meeting some of the other guests. Very enjoyable.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 575 reviews
Price from
US$149
1 night, 2 adults

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 8.9
Fabulous - What previous guests thought, 16 reviews
Price from
US$199
1 night, 2 adults

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

Cairo (Near Windham)

Located in Cairo, Visit Chill House 15 miles from Windham Hot Tub and Ping Pong provides accommodation with a private pool and pool views. A hot tub is available for guests.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$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)

Featuring air-conditioned accommodation with a pool with a view, garden view and a patio, Ski in Ski Out Cabin Hunter Mtn Seasonal Pool Access w Panoramic Views Hike Swim Fish Recharge is located in...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 6 reviews
Price from
US$156.40
1 night, 2 adults

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter (Near Windham)

With Catskill State Park reachable in 23 km, Kaatskill Mountain Club & Condos by Vail Resorts offers accommodation, a restaurant, an outdoor swimming pool, a fitness centre and a bar.

D
Doreen
From
United States
The friendly staff who work so hard, the location, parking, restaurant and staff, gym, game room, heated outdoor pool and jacuzzi all excellent.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 100 reviews
Price from
US$198.55
1 night, 2 adults

The Bend

Phoenicia (Near Windham)

Featuring pool with a view and views of pool, The Bend is a recently renovated aparthotel located in Phoenicia, 44 km from Catskill State Park.

R
Rachel
From
United Kingdom
Everything was amazing. I’ve never stayed anywhere with so many considered details, beautiful decor, generous host providing coffee, bbq , logs, sauna, - so good
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 18 reviews
Price from
US$278.35
1 night, 2 adults

Four Seasons Motel

Catskill (Near Windham)

This motel, located in the Catskill Mountains of New York, features free Wi-Fi and an outdoor swimming pool. Ski and snowboard at Hunter Mountain, which is 30 minutes’ drive away.

J
Jeanette
From
United Kingdom
For a budget motel, the owners could not do more to make their guests’ stay very pleasant. From checking in, to departure they were working non stop to make our stay a good one. Clean rooms, lots of good facilities. We felt safe, and were very well positioned to visit many destinations. We would not hesitate to recommend or to return.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 138 reviews
Price from
US$100
1 night, 2 adults

Catskill Seasons Inn

Shandaken (Near Windham)

Located in Shandaken, 45 km from Catskill State Park, Catskill Seasons Inn provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a restaurant.

a
andrea
From
United Kingdom
Stunning location . Facilities were top notch … the bar downstairs , pool table , games , food , pool and grab and go free breakfast 👍🏼
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 111 reviews
Price from
US$139
1 night, 2 adults

Redwood Retreat in Windham - minutes to Mtn!

Windham

Set in Windham in the New York region, Redwood Retreat in Windham - minutes to Mtn! has a patio.

D
Dmitriy
From
United States
The property is in a nice location and has everything you need for the stay. The property owner is verry nice and responds verry quickly. There is a good supply of kitchen utensils to get everything done you would want to cook.
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 arguably one of the most common questions when booking a stay in any location. These hotels offer a great way to keep active during your holiday without having to hit the gym. Indoor pools allow you to practice your backstroke come rain or shine, whereas outdoor options allow you to relax on a sun lounger after swimming a few lengths.

Most booked hotels with pools in Windham and surroundings in the past month

See all

Popular with guests booking hotels with pools in Windham

Scored out of 10, guest rating 9.0
Superb - 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
Fabulous - 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 8.8
Fabulous - What previous guests thought, 575 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

See all
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: US$171.72
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 575 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: US$171.72
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 575 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: US$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: US$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: US$171.72
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 575 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: US$171.72
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 575 reviews
Great location! Clean and fantastic staff. Loved the pool and family friendly.
Guest review by
Reid
Family with young children
Avg. price/night: US$171.72
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 575 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: US$171.72
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 575 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: US$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