Hotels with a Pool in Windham

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Oct 21 - Oct 22
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Oct 22 - Oct 23
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Oct 23 - Oct 25
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Oct 30 - Nov 1

Hotels with a Pool in Windham

Properties are selected based on real traveler 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 traveler 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 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.
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
NT$3,765
NT$4,626 total
includes taxes & fees
Nov 10 - Nov 11
Hotel Vienna
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.

2. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Outdoor pool
NT$4,937
NT$6,953 total
includes taxes & fees
Oct 30 - Oct 31
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 kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A compact living space with a kitchen, dining area, and seating.

3. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Pool
  • Free parking
  • Free WiFi
  • Gym
  • Laundry facilities
  • Child-friendly activities
NT$5,480
NT$5,919 total
includes taxes & fees
Nov 3 - Nov 4
The Winwood Condominiums
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 Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.

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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Saugerties
  • Indoor pool
NT$3,989
NT$4,467 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
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.

5. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
  • Outdoor pool
  • 2 hot tubs
NT$5,295
NT$6,305 total
includes taxes & fees
Nov 22 - Nov 23
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with lounge chairs and umbrellas.
A buffet table with various food items and a painting on the wall.
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.

6. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
  • Pool
  • Free breakfast
  • Free parking
  • Free WiFi
  • Restaurant
  • Air conditioning
NT$7,069
NT$7,635 total
includes taxes & fees
Oct 30 - Oct 31
Crystal Brook Resort & Mountain Brauhaus
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.
A covered porch with outdoor seating, a staircase, and potted plants.

7. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Pool loungers
NT$2,398
NT$2,638 total
includes taxes & fees
Nov 3 - Nov 4
The Colonial Motel
A swimming pool with lounge chairs and potted plants.
A two-story building with a large front porch, a chimney, and a balcony.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

8. Moore's Motel

Moore's Motel
Prattsville
  • Outdoor pool
NT$3,891
NT$4,203 total
includes taxes & fees
Oct 30 - Oct 31
Moore's Motel
A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy lawn.
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.
A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

9. Shandaken Inn

Shandaken Inn
Shandaken
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Gym
NT$4,641
NT$5,198 total
includes taxes & fees
Oct 25 - Oct 26
Shandaken Inn
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.
A hotel room with two beds, a TV, a dresser, and a door leading to another room.
A restaurant with a bar area, wooden booths, and a coffee machine.
A hotel hallway with a patterned carpet, doors on both sides, and wall-mounted lights.

10. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
Saugerties
  • Indoor pool
NT$3,502
NT$3,922 total
includes taxes & fees
Nov 15 - Nov 16
Howard Johnson by Wyndham Saugerties
A pool area with a wooden deck, benches, and umbrellas.
A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.
A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.
A corridor with white walls, wooden slats, and a concrete floor.

11. The Graham & Co.

The Graham & Co.
Phoenicia
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
  • Air conditioning
  • Non-smoking
NT$5,065
NT$5,673 total
includes taxes & fees
Nov 3 - Nov 4
The Graham & Co.
A log cabin with a tower, a swimming pool, and lounge chairs.
A couple standing on a wooden deck overlooking a landscaped garden with a river view.
A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.
A hallway with intricate carvings on the walls and a large vase in the center.

12. Emerson Resort & Spa

Emerson Resort & Spa
Mount Tremper
  • Pool umbrellas
  • Hot tub
NT$5,688
NT$6,371 total
includes taxes & fees
Nov 1 - Nov 2
Emerson Resort & Spa
An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with a chair and table.
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.
A hotel room with a bed, a desk, a sofa, and two lamps.

13. Comfort Inn Saugerties

Comfort Inn Saugerties
Saugerties
  • Indoor pool
NT$4,640
NT$5,197 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn Saugerties
A motel with a swimming pool, picnic tables, and a playground.
A picnic table, playground equipment, and a swimming pool within a fenced area.
A motel with a porch, a small stream, and parked vehicles.
A hotel room with two beds, a nightstand with a lamp, and a window with floral curtains.

14. Four Seasons Motel

Four Seasons Motel
Catskill
  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
NT$3,243
NT$3,502 total
includes taxes & fees
Oct 25 - Oct 26
Four Seasons Motel
A swimming pool with lounge chairs and a red building in the background.
A compact kitchen with wooden cabinets, a refrigerator, a sink, and a dining area with a table and chairs.
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.

15. Red Ranch Motel

Red Ranch Motel
Catskill
  • Pool loungers
NT$3,486
NT$3,764 total
includes taxes & fees
Nov 2 - Nov 3
Red Ranch Motel
A pool area with a wooden deck, benches, and a lifebuoy.
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.
A modern building with a gravel driveway and a stack of firewood in the foreground.

16. Eastwind Oliverea Valley

Eastwind Oliverea Valley
Big Indian
  • Outdoor pool
  • Pool loungers
NT$8,267
NT$10,819 total
includes taxes & fees
Nov 22 - Nov 23
Eastwind Oliverea Valley
A swimming pool with lounge chairs, a large building, and a forested hill in the background.
A room with a bed, a wooden dining table, chairs, a chandelier, a fireplace, and a television.
A wooden bridge in a forested area.
A two-story building with a symmetrical facade, a central chimney, and a fire pit with chairs in front.

17. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
  • Air conditioning
  • Non-smoking
NT$5,603
NT$6,276 total
includes taxes & fees
Oct 26 - Oct 27
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 practice 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)
Travelers might want a tour of Windham Vineyards and Winery, just one of the places to visit, and 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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