A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

Windham Hotel with Pool

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Check availability on Windham Hotel with Pool

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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 cabin with a deck, large windows, and a mountain backdrop.
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 sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
HK$903
HK$1,111 total
includes taxes & fees
14 Sept - 15 Sept
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 dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
A compact living space with a kitchen, dining area, and seating.

2. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
HK$1,404
HK$1,516 total
includes taxes & fees
1 Sept - 2 Sept
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.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

3. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
HK$1,726
HK$2,256 total
includes taxes & fees
30 Aug - 31 Aug
Wylder Hotel Windham
An indoor swimming pool area with a hot tub, seating, and a caution sign.
A spacious living area with a sectional sofa, a wooden coffee table, and a kitchen in the background.
A spacious living area with a wooden staircase, a dining area, and a kitchen in the background.
A modern building with large windows, a covered outdoor area with seating, and a pool.

4. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
HK$1,646
HK$4,309 total
includes taxes & fees
14 Sept - 15 Sept
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
A pool area with a 'NO DIVING' sign, wooden benches, and stone walls.
A tranquil lakeside view with a wooden bench, a tree, and a row of houses with steep roofs.
A cozy living room with a sofa, a coffee table, and a lamp. There is a staircase leading to an upper level.
A residential area with houses, a pond, and a large tree.

5. Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.

Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
Windham
HK$3,527
HK$5,156 total
includes taxes & fees
30 Aug - 31 Aug
Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
A cozy living room with a stone fireplace, a large sectional sofa, a round coffee table, and a wooden ceiling with a loft area.
A modern house with a large pond, a grassy area, and a clear sky.
A room with a sloped ceiling, a flat-screen TV mounted on the wall, a bean bag chair, and a ceiling light fixture.
A kitchen with wooden cabinets, a dining area with a wooden table and chairs, and a hanging light fixture.

6. Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
  • Mountain village condo offers ski-in/ski-out access, heated pool, and hot tub for year-round adventures.
HK$4,468
HK$7,204 total
includes taxes & fees
4 Sept - 5 Sept
Condo in Windham Mountain Village
A swimming pool with lounge chairs and a covered seating area, surrounded by trees.
A wooden cabin with a circular interior, a deck, and outdoor seating.
A cozy log cabin interior with a stone fireplace, wooden furniture, and large windows offering a mountain view.
A wooden dining area with a fireplace, large windows, and a chandelier.

7. Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit

Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Windham
  • Luxury mountain chalet offers year-round aquatic adventure with outdoor pool, hot tub, and water park.
HK$7,662
HK$14,277 total
includes taxes & fees
9 Sept - 10 Sept
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
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 multi-story building with outdoor seating and a stone-paved patio.

8. 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.
HK$1,472
HK$1,752 total
includes taxes & fees
28 Sept - 29 Sept
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with lounge chairs and potted plants.
A two-story motel with a central staircase, balconies, and a grassy front yard.
A hotel room with two beds, a desk, a chair, and a TV on a stand.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.

9. 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.
HK$941
HK$1,016 total
includes taxes & fees
1 Sept - 2 Sept
Moore's Motel
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 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".

10. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
HK$698
HK$768 total
includes taxes & fees
30 Aug - 31 Aug
The Colonial Motel
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Choose what matters most at hotels with a pool in Windham

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Windham Hotel Reviews

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"good facility"
Andrea 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties

Frequently asked questions

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