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Find Hotels with a Pool in East Windham, NY

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Check availability on East Windham Hotels with a Pool

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

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.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.
A cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.
A log cabin with a deck, outdoor seating, and a view of a forest.

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
₩158,623
₩195,096 total
includes taxes & fees
Sep 14 - Sep 15
Hotel Vienna
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
A compact living space with a kitchen, dining area, and seating.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

2. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
₩246,502
₩266,211 total
includes taxes & fees
Sep 13 - Sep 14
The Winwood Condominiums
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.

3. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
₩304,092
₩397,466 total
includes taxes & fees
Aug 30 - Aug 31
Wylder Hotel Windham
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

4. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
  • Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
₩258,400
₩307,700 total
includes taxes & fees
Sep 28 - Sep 29
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.
A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

5. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
₩122,632
₩134,881 total
includes taxes & fees
Sep 3 - Sep 4
The Colonial Motel
A motel with a swimming pool, picnic tables, and a playground.
A hotel room with two beds, a nightstand with a lamp, and a window with floral curtains.
A picnic table, playground equipment, and a swimming pool within a fenced area.
A motel with a single-story structure, a covered parking area, and a swing set in the yard.

6. Four Seasons Motel

Four Seasons Motel
Catskill
  • Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
₩137,634
₩148,645 total
includes taxes & fees
Sep 7 - Sep 8
Four Seasons Motel
A swimming pool with lounge chairs and potted plants.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.
A two-story motel with a central staircase, balconies, and a grassy front yard.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

7. Moore's Motel

Moore's Motel
Prattsville
  • Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
₩165,161
₩178,374 total
includes taxes & fees
Sep 7 - Sep 8
Moore's Motel
A swimming pool with lounge chairs and umbrellas.
A buffet table with various food items and a painting on the wall.
A cozy living room with a plaid sofa, a fireplace, and various decorative items on shelves above the fireplace.
A wooden lodge with a welcoming sign, a bear statue, and two flags.

8. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
₩300,042
₩324,045 total
includes taxes & fees
Sep 6 - Sep 7
Crystal Brook Resort & Mountain Brauhaus
A swimming pool with lounge chairs and a red building in the background.
A hotel room with two beds, a wooden dresser, a television, and a stone wall.
A cozy lobby with patterned sofas, a wooden reception desk, and a mirror reflecting the interior.
A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.

9. Red Ranch Motel

Red Ranch Motel
Catskill
  • Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
₩176,887
₩191,036 total
includes taxes & fees
Sep 9 - Sep 10
Red Ranch Motel
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top East Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Wonderful hotel, on a beautiful property! I had a relaxing time here & would definitely book again! They offer a complimentary continental breakfast, and for all other meals I had a great time exploring near by restaurants. The pool was clean, the sauna was sooo relaxing… I had a beautiful experience."
Stephanie 3-night trip
Posted 15 hours ago
Hotel Vienna
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"good facility"
Andrea 1-night trip
Posted 3 days ago
Howard Johnson by Wyndham Saugerties
The Graham & Co.

The Graham & Co.

10/10 Excellent
"Wonderful Stay"
Daniel 2-night trip
Posted 4 days ago
The Graham & Co.
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"Perfecto todo"
Miguel 1-night trip
Posted 11 days ago
Spark by Hilton West Coxsackie

Frequently asked questions

What are some accommodations with pools in East Windham?
The Perch Hotel: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. 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: Hotel located near Windham Mountain Resort. Features daily, an indoor pool, and free self parking. Wylder Hotel Windham: 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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