Book the Best Hotels with POOL in East Windham 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.

CA $196 total

includes taxes & fees

Nov 23 - Nov 24

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

2. The Winwood Condominiums

Windham

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

CA $258 total

includes taxes & fees

Nov 11 - Nov 12

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

3. Wylder Hotel Windham

Windham

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

CA $402 total

includes taxes & fees

Nov 29 - Nov 30

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.

CA $286 total

includes taxes & fees

Nov 22 - Nov 23

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.

CA $201 total

includes taxes & fees

Dec 8 - Dec 9

A swimming pool with lounge chairs and umbrellas.

6. Crystal Brook Resort & Mountain Brauhaus

Round Top

CA $332 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.

CA $183 total

includes taxes & fees

Nov 11 - Nov 12

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

8. The Colonial Motel

Grand Gorge

Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.

CA $123 total

includes taxes & fees

Nov 24 - Nov 25

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.

CA $152 total

includes taxes & fees

Nov 11 - Nov 12

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

10. Red Ranch Motel

Catskill

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

CA $180 total

includes taxes & fees

Nov 11 - Nov 12

View all properties

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

Habib

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

10/10 Excellent

Adrian

The Winwood Condominiums

Windham

10/10 Excellent

Jean-Frédéric

Crystal Brook Resort & Mountain Brauhaus

Round Top

10/10 Excellent

We arrived at Crystal Brook Mountain resort after having stayed at a 5 star resort in Cape Cod. I can honestly say the staff at the 5 star resort could learn a thing or two from the staff at Crystal Brook. Wendy was friendly, helpful and very accommodating. The staff at the restaurant and in the dining area were friendly and accommodating. Loved the selection for breakfast and being able to have what we wanted. Very few resorts still offer this option. Worked well with 4 kids. This was our...

beverly

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

Howard Johnson by Wyndham Saugerties

Saugerties

10/10 Excellent

Hugues

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.

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