The Best Hotels with a Pool in East Windham, NY from ￥15,835 in 2026

Q: What are some accommodations with pools in East Windham?

The Perch Hotel : Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. Hunter Lodge, a Bluebird by Lark : Hotel, 1-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool, and a sauna. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy : Offers a sauna, an indoor pool, and free self parking. AutoCamp Catskills : Features a snack bar/deli, a seasonal outdoor pool, and on-the-go. Hotel Vienna : Offers buffet, an indoor pool, and free self parking.

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Our top choices for East Windham hotels with a pool

A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

1. Hotel Vienna

Windham

Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.

￥21,975 total

includes taxes & fees

Nov 18 - Nov 19

A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

2. Wylder Hotel Windham

Windham

Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.

￥42,380 total

includes taxes & fees

Dec 6 - Dec 7

A poolside area with blue chairs and umbrellas, a pool, and a building in the background.

3. The Winwood Condominiums

Windham

Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.

￥28,902 total

includes taxes & fees

Nov 8 - Nov 9

A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

4. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.

￥32,074 total

includes taxes & fees

Nov 23 - Nov 24

A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.

5. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Saugerties

Dive into refreshing escapes at this indoor pool sanctuary with post-adventure relaxation vibes.

￥22,543 total

includes taxes & fees

Nov 9 - Nov 10

A swimming pool with lounge chairs and umbrellas.

6. Crystal Brook Resort & Mountain Brauhaus

Round Top

￥37,282 total

includes taxes & fees

Nov 28 - Nov 29

A swimming pool with lounge chairs and potted plants.

7. Moore's Motel

Prattsville

Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.

￥20,522 total

includes taxes & fees

Nov 6 - Nov 7

A swimming pool with lounge chairs and a red building in the background.

8. Red Ranch Motel

Catskill

Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.

￥20,133 total

includes taxes & fees

Nov 8 - Nov 9

A motel with a swimming pool, picnic tables, and a playground.

9. Four Seasons Motel

Catskill

Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.

￥17,102 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

10. Howard Johnson by Wyndham Saugerties

Saugerties

Swim in style at this Saugerties retreat with a year-round indoor pool and relaxing sauna for post-adventure recovery.

￥20,593 total

includes taxes & fees

Dec 1 - Dec 2

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Choose what matters most at hotels with a pool in East Windham

Breakfast included

4 stars

Top East Windham Hotel Reviews

Hotel Vienna

Windham

10/10 Excellent

michael

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

10/10 Excellent

Joseph

A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy lawn.

Shandaken Inn

Shandaken

10/10 Excellent

Anonymous traveler

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Saugerties

10/10 Excellent

Melissa

A swimming pool with a fenced deck, lounge chairs, and umbrellas.

The Colonial Motel

Grand 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...

Paula

A pool area with a wooden deck, benches, and umbrellas.

The Graham & Co.

Phoenicia

10/10 Excellent

Karly

Four Seasons Motel

Catskill

10/10 Excellent

Stayed in cold February. We loved that the owner himself greeted us and treated us like his own family was visiting. I was using my tire air compressor to top off my tires before hitting the road and the owner came out to ask me if I needed help. Swell guy. The rooms are clean and bathrooms are stocked with shower gel, shampoo, towels of all sizes, even individually wrapped new tooth brushes. Mini fridge in room and microwave. Flat screen T.V. with HDMI hookup. Heat is good in the room. Yes,...

ALEJANDRO

Red Ranch Motel

Catskill

10/10 Excellent

Ellie

A swimming pool with lounge chairs and a building in the background.

Catskill Seasons Inn

Shandaken

10/10 Excellent

Lin

An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with a chair and table.

Comfort Inn Saugerties

Saugerties

10/10 Excellent

Jess

Frequently Asked Questions

What are some accommodations with pools in East Windham?

The Perch Hotel: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. Hunter Lodge, a Bluebird by Lark: Hotel, 1-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool, and a sauna. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Offers a sauna, an indoor pool, and free self parking. AutoCamp Catskills: Features a snack bar/deli, a seasonal outdoor pool, and on-the-go. Hotel Vienna: Offers buffet, an indoor pool, and free self parking.

What is there to see and do in East Windham?

Make a point to visit attractions like Mountain Top Arboretum and Zoom Flume. Discover sights such as Catskill State Park during your stay. You'll also discover lots of options for restaurants in East Windham.

When is the best time to book a hotel with a pool in East Windham?

Taking into account the local weather in East Windham can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in East Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

Find Hotels with a Pool in East Windham, NY

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for East Windham hotels with a pool

1. Hotel Vienna

2. Wylder Hotel Windham

3. The Winwood Condominiums

4. Kaatskill Mountain Club & Condos by Vail Resorts

5. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

6. Crystal Brook Resort & Mountain Brauhaus

7. Moore's Motel

8. Red Ranch Motel

9. Four Seasons Motel

10. Howard Johnson by Wyndham Saugerties

Choose what matters most at hotels with a pool in East Windham

Top East Windham Hotel Reviews

Hotel Vienna

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in East Windham?

What is there to see and do in East Windham?

When is the best time to book a hotel with a pool in East Windham?