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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
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 cabin with a deck, large windows, and a mountain backdrop.
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.
$145 nightly
$157 total
Oct 21 - Oct 22
Total with taxes and fees
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 two-story building with a balcony, surrounded by well-maintained lawns and trees.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

2. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
$167 nightly
$180 total
Oct 21 - Oct 22
Total with taxes and fees
The Winwood Condominiums
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

3. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
$225 nightly
$243 total
Oct 30 - Oct 31
Total with taxes and fees
Wylder Hotel Windham
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.
A multi-story building with outdoor seating and a stone-paved patio.

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.
$190 nightly
$205 total
Nov 20 - Nov 21
Total with taxes and fees
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A covered porch with outdoor seating, a staircase, and potted plants.
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 white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

5. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
$81 nightly
$89 total
Oct 29 - Oct 30
Total with taxes and fees
The Colonial 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 two-story building with a large front porch, a chimney, and a balcony.

6. 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.
$120 nightly
$130 total
Oct 21 - Oct 22
Total with taxes and fees
Moore's 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 motel with a single-story structure, a covered parking area, and a swing set in the yard.
A picnic table, playground equipment, and a swimming pool within a fenced area.

7. Four Seasons Motel

Four Seasons Motel
Catskill
  • Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
$100 nightly
$108 total
Oct 21 - Oct 22
Total with taxes and fees
Four Seasons Motel
A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.
A modern lobby with a reception desk, seating area, and a dining section.
A modern breakfast area with a coffee machine, cereal, and bakery options.
A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.

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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Saugerties
  • Dive into refreshing escapes at this indoor pool sanctuary with post-adventure relaxation vibes.
$131 nightly
$147 total
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A swimming pool with lounge chairs and umbrellas.
A sign for Crystal Brook Resort surrounded by red tulips.
A wooden lodge with a welcoming sign, a bear statue, and two flags.
A cozy living room with a plaid sofa, a fireplace, and various decorative items on shelves above the fireplace.

9. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
$218 nightly
$235 total
Oct 30 - Oct 31
Total with taxes and fees
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.

10. 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.
$107 nightly
$115 total
Nov 1 - Nov 2
Total with taxes and fees
Red Ranch Motel
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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

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"Clean room and free parking. The problems are hot water takes some water time come in and in bathtub there’s no handle for seniors."
JUN 1-night trip
Posted 9 hours ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

8/10 Good
"Plenty of parking and clean rooms. Staff was very friendly. The hotel is only about 20 minutes from Basilica Hudson - perfect for an overnight stay after seeing a concert!"
Alexia 1-night trip
Posted 11 hours ago
Spark by Hilton West Coxsackie
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"Traveling with my husband for NY Sheep and Wool Festival. Worked for what we needed. Could use updating."
Cheri 2-night trip
Posted 12 hours ago
Howard Johnson by Wyndham Saugerties
The Graham & Co.

The Graham & Co.

10/10 Excellent
"My friend and I enjoyed staying at the bunk house a lot. We didn't spend a lot of time in town or around the property but it was very charming! Everyone was really friendly and helpful with any question we had. We will definitely be interested in coming back to stay again."
Karly 2-night trip
Posted 12 hours ago
The Graham & Co.

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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