Windham Hotels with a Pool

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Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Windham Hotels with a Pool

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Windham on Hotels.com. These Windham Hotels with a Pool consistently deliver on quality, location and traveller experience. Last updated on .

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 log cabin with a deck, outdoor seating, and a view of a forest.
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.

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool
RM406
RM509 total
includes taxes & fees
29 Oct - 30 Oct
Hotel Vienna
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 kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.

2. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Pool
  • Free parking
  • Free Wi-Fi
  • Gym
  • Laundry facilities
  • Child-friendly activities
RM690
RM746 total
includes taxes & fees
1 Nov - 2 Nov
The Winwood Condominiums
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

3. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Outdoor pool
RM1,094
RM1,386 total
includes taxes & fees
13 Oct - 14 Oct
Wylder Hotel Windham
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.
A multi-story building with outdoor seating and a stone-paved patio.
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
  • Outdoor pool
  • 2 hot tubs
RM728
RM867 total
includes taxes & fees
10 Nov - 11 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 modern breakfast area with a coffee machine, cereal, and bakery options.
A modern lobby with a reception desk, seating area, and a dining section.
A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.

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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Saugerties
  • Indoor pool
RM519
RM581 total
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A swimming pool with lounge chairs and umbrellas.
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.
A buffet table with various food items and a painting on the wall.

6. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
  • Pool
  • Free breakfast
  • Free parking
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
RM891
RM962 total
includes taxes & fees
30 Oct - 31 Oct
Crystal Brook Resort & Mountain Brauhaus
A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy lawn.
A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.
A stone building with a chimney, a pool, and a sign for Shandaken Inn.

7. Shandaken Inn

Shandaken Inn
Shandaken
  • Pool
  • Free breakfast
  • Pet-friendly
  • Free parking
  • Free Wi-Fi
  • Gym
RM581
RM651 total
includes taxes & fees
27 Oct - 28 Oct
Shandaken Inn
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 two-story motel with a central staircase, balconies, and a grassy front yard.

8. Moore's Motel

Moore's Motel
Prattsville
  • Outdoor pool
RM490
RM529 total
includes taxes & fees
13 Oct - 14 Oct
Moore's Motel
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 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.

9. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Pool loungers
RM364
RM400 total
includes taxes & fees
14 Oct - 15 Oct
The Colonial Motel
A pool area with a wooden deck, benches, and umbrellas.
A corridor with white walls, wooden slats, and a concrete floor.
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.
A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.

10. The Graham & Co.

The Graham & Co.
Phoenicia
  • Pool
  • Pet-friendly
  • Free parking
  • Free Wi-Fi
  • Air-conditioning
  • Non-smoking
RM638
RM715 total
includes taxes & fees
2 Nov - 3 Nov
The Graham & Co.
A modern dining area with wooden tables and benches, green chairs, and pendant lighting.
A compact living space with a kitchenette, a flat-screen TV, and a seating area.
A hotel lobby with orange rocking chairs, a reception desk, and a green carpet.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

11. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
West Coxsackie
  • Indoor pool
RM448
RM484 total
includes taxes & fees
8 Nov - 9 Nov
Spark by Hilton West Coxsackie
A motel with a swimming pool, picnic tables, and a playground.
A motel with a single-story structure, a covered parking area, and a swing set in the yard.
A motel with a porch, a small stream, and parked vehicles.
A picnic table, playground equipment, and a swimming pool within a fenced area.

12. Four Seasons Motel

Four Seasons Motel
Catskill
  • Pool
  • Free parking
  • Free Wi-Fi
  • Air-conditioning
RM409
RM441 total
includes taxes & fees
13 Oct - 14 Oct
Four Seasons Motel
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.
A bathroom with a granite countertop sink, a large mirror, and a shower with a glass door.
A hotel hallway with a patterned carpet, doors on both sides, and wall-mounted lights.
A restaurant with a bar area, wooden booths, and a coffee machine.

13. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
Saugerties
  • Indoor pool
RM449
RM502 total
includes taxes & fees
2 Nov - 3 Nov
Howard Johnson by Wyndham Saugerties
An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with a chair and table.
A hotel room with a bed, a desk, a sofa, and two lamps.
A reception area with a wooden reception desk, a television mounted on the wall, a blue sofa, and a fireplace with plants.
A hotel room with a bed, desk, chair, TV, and kitchenette.

14. Comfort Inn Saugerties

Comfort Inn Saugerties
Saugerties
  • Indoor pool
RM585
RM655 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn Saugerties
A pool area with a wooden deck, benches, and a lifebuoy.
A triangular wooden tent with a bed inside, featuring a view of a forest with yellow foliage.
A cozy dining area with wooden walls, large windows, and a central wood-burning stove. Tables are set with glasses and cutlery.
A wooden deck with two lounge chairs and a small table, overlooking a forested area.

15. Eastwind Oliverea Valley

Eastwind Oliverea Valley
Big Indian
  • Outdoor pool
  • Pool loungers
RM1,063
RM1,388 total
includes taxes & fees
21 Oct - 22 Oct
Eastwind Oliverea Valley
A swimming pool with lounge chairs and a red building in the background.
A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.
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.

16. Red Ranch Motel

Red Ranch Motel
Catskill
  • Pool loungers
RM436
RM471 total
includes taxes & fees
1 Nov - 2 Nov
Red Ranch Motel
A log cabin with a tower, a swimming pool, and lounge chairs.
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.
A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.
A couple standing on a wooden deck overlooking a landscaped garden with a river view.

17. Emerson Resort & Spa

Emerson Resort & Spa
Mount Tremper
  • Pool umbrellas
  • Hot tub
RM731
RM819 total
includes taxes & fees
1 Nov - 2 Nov
Emerson Resort & Spa
A swimming pool with lounge chairs and a building in the background.
A kitchen with a stove, kettle, toaster, and utensils on the counter.
A building facade with a dark exterior, a window with blinds, a small porch with a railing, and flower planters on the porch.
A hotel room with two single beds, a nightstand with a lamp, and a dark blue accent wall.

18. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Pool
  • Pet-friendly
  • Free parking
  • Free Wi-Fi
  • Air-conditioning
  • Non-smoking
RM694
RM778 total
includes taxes & fees
3 Nov - 4 Nov
Catskill Seasons Inn
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Discover your perfect hotel with a pool in Windham

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Top landmarks in Windham

Windham Mountain Resort

9.0/10 (313 reviews)
Skiers and snowboarders might want to test out the slopes at Windham Mountain Resort, a skiing spot located 1.2 mi (1.9 km) from central Windham. If you master the slopes, Hunter Mountain and Mountain Trails Cross Country Ski and Snowshoe Center are also just a short drive away.
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Windham Country Club

8.4/10 (20 reviews)
You might want to practise your swing at Windham Country Club, a golf course located 1 mi (1.6 km) from central Windham.
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Windham Vineyards and Winery

9.0/10 (15 reviews)
Travellers might want a tour of Windham Vineyards and Winery, just one of the places to visit, located 3.4 mi (5.4 km) from central Windham.
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Huntersfield State Forest

Huntersfield State Forest is 6.2 mi (9.9 km) from central Windham, why not stop by during your stay?
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Elm Ridge Wild Forest

Elm Ridge Wild Forest is 3.5 mi (5.7 km) from central Windham, why not stop by during your stay?
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Ashland Park

Ashland Park is 4.4 mi (7 km) from central Windham, why not stop by during your stay?
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