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Search Hotels with Swimming Pool in Windham

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Check availability on Windham Hotels with Swimming Pool

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

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 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.
₹10,681
₹13,176 total
includes taxes & fees
2 Nov - 3 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 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.

2. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
₹12,864
₹18,640 total
includes taxes & fees
31 Oct - 1 Nov
Wylder Hotel Windham
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
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 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.

3. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
₹16,045
₹17,329 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 multi-story building with outdoor seating and a stone-paved patio.
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.

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.
₹15,504
₹18,462 total
includes taxes & fees
24 Nov - 25 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 Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
A modern lobby with a reception desk, seating area, and a dining section.

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.
₹11,678
₹13,079 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
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.

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.
₹11,393
₹12,305 total
includes taxes & fees
26 Oct - 27 Oct
Moore's Motel
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A covered porch with outdoor seating, a staircase, and potted plants.
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.
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".

7. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
₹7,275
₹8,003 total
includes taxes & fees
3 Nov - 4 Nov
The Colonial Motel
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 two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

8. Shandaken Inn

Shandaken Inn
Shandaken
  • Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
₹13,501
₹15,121 total
includes taxes & fees
27 Oct - 28 Oct
Shandaken Inn
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.

9. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
₹20,697
₹22,353 total
includes taxes & fees
30 Oct - 31 Oct
Crystal Brook Resort & Mountain Brauhaus
A log cabin with a tower, a swimming pool, and lounge chairs.
A hallway with intricate carvings on the walls and a large vase in the center.
A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

10. Emerson Resort & Spa

Emerson Resort & Spa
Mount Tremper
  • Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
₹15,975
₹17,892 total
includes taxes & fees
1 Nov - 2 Nov
Emerson Resort & Spa
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Jacob is a pleasure! The rooms are incredibly clean, the breakfast croissants are fresh and flakey, the property is gorgeous! I can’t wait to stay here again :)"
Bianca 1-night trip
Posted 8 hours ago
Hotel Vienna
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"The room was clean & the bed was comfortable. The area is very safe. They didn't have breakfast, just coffee. I will definitely stay here again."
Joan 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties

Frequently asked questions

What are some accommodation options with pools in Windham?
Hotel Vienna: Hotel located near Windham Mountain Resort. Features daily, an indoor pool and free self parking. Wylder Hotel Windham: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Eastwind Windham: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Jimmy OConnors Windham Mountain Inn: Offers a full-service spa, a seasonal outdoor pool and a snack bar/deli. The Haüs Windham: Hotel, 1-minute walk from Hunter Mountain. Provides 2 hot tubs, an outdoor pool and a sauna.
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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