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Check availability on Windham Hotels with Pool

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for 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 cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.
A cabin with a deck, large windows, and a mountain backdrop.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
3.003.855 ₫
3.691.041 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Hotel Vienna
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.

2. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
3.938.776 ₫
5.547.528 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Wylder Hotel Windham
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

3. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
4.372.537 ₫
4.722.340 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Winwood Condominiums
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.
4.645.497 ₫
5.531.751 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.
A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.
A modern breakfast area with a coffee machine, cereal, and bakery options.
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.

5. 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.
3.182.379 ₫
3.564.264 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
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.
A covered porch with outdoor seating, a staircase, and potted plants.

6. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
2.305.284 ₫
2.535.554 ₫ total
includes taxes & fees
18 Oct - 19 Oct
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 building with a large front porch, a chimney, and a balcony.
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.
3.104.760 ₫
3.353.141 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Moore's Motel
A swimming pool with lounge chairs and umbrellas.
A sign for Crystal Brook Resort surrounded by red tulips.
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
5.640.314 ₫
6.091.539 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Crystal Brook Resort & Mountain Brauhaus
A pool area with a wooden deck, benches, and umbrellas.
A corridor with white walls, wooden slats, and a concrete floor.
A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

9. The Graham & Co.

The Graham & Co.
Phoenicia
  • Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
4.041.363 ₫
4.526.482 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Graham & Co.
A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy lawn.
A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.
A stone building with a chimney, a pool, and a sign for Shandaken Inn.
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

10. Shandaken Inn

Shandaken Inn
Shandaken
  • Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
3.679.141 ₫
4.120.793 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Shandaken Inn
View all properties

Choose what matters most at hotels with a pool in Windham

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Windham Hotel Reviews

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"Room was clean and spacious. Staff were very friendly and helpful."
Biju 1-night trip
Posted 4 hours ago
Spark by Hilton West Coxsackie
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Clean room and helpful staff, good location."
Hongtao 1-night trip
Posted 1 day ago
Hotel Vienna

Frequently asked questions

What is there to see and do in Windham?
Surround yourself with nature at Elm Ridge Wild Forest and Ashland Park. During your stay, visit sights such as Windham Country Club, Windham Mountain Resort and Windham Vineyards and Winery. The mountain views, skiing and coffee shops are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Windham?
Taking the local weather in Windham into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.

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