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

Find Hotels with a Pool in Windham, NY

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Check availability on Windham Hotels with a Pool

Tonight
Aug 13 - Aug 14
Tomorrow
Aug 14 - Aug 15
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Windham hotels with a pool

Indoor pool
Exterior
Exterior
View from room

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
NT$4,294
NT$5,195 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Vienna
Seasonal outdoor pool
Living area
Exterior
Living area

2. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
NT$5,378
NT$5,808 total
includes taxes & fees
Aug 16 - Aug 17
The Winwood Condominiums
Outdoor pool
Restaurant
Hair dryer, bathrobes, towels
Exterior

3. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
NT$7,038
NT$9,213 total
includes taxes & fees
Aug 16 - Aug 17
Wylder Hotel Windham
Outdoor pool
Porch
Meeting facility
Porch

4. 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.
NT$3,870
NT$4,180 total
includes taxes & fees
Aug 16 - Aug 17
Moore's Motel
Seasonal outdoor pool, pool umbrellas, sun loungers
Exterior
Property entrance
Lobby sitting area

5. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
NT$2,874
NT$3,161 total
includes taxes & fees
Aug 16 - Aug 17
The Colonial Motel
Outdoor pool
32-inch TV with cable channels
Exterior
Lobby

6. 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.
NT$6,664
NT$7,935 total
includes taxes & fees
Sep 13 - Sep 14
Kaatskill Mountain Club & Condos by Vail Resorts
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
"the back decks and the path"
Bradford 2-night trip
Posted 17 hours ago
Hotel Vienna
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

8/10 Good
"Everything was good 👍"
KENNETH 4-night trip
Posted 3 days ago
Spark by Hilton West Coxsackie
The Graham & Co.

The Graham & Co.

10/10 Excellent
"This was my family’s third time staying at the Graham & Co. and every single stay has been wonderful. My family has grown a lot since our first stay 10 years ago, so staying in the bungalow gave everyone enough space while keeping us close. The room and grounds are very clean and well kept. The staff were so attentive. We arrived very late and they were great about giving us an option of seamless access to our room. We will certainly be back soon."
Lakesha 2-night trip
Posted 7 days ago
The Graham & Co.

Frequently asked questions

What are some accommodations 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: Offers a full-service spa, a seasonal outdoor pool, and complimentary bicycles. The Haüs Windham: Provides a sauna, an indoor pool, and free self parking.
What is there to see and do in Windham?
Surround yourself with nature at Elm Ridge Wild Forest and Ashland Park. During your stay, check out sights such as Windham Country Club, Windham Mountain Resort, and Catskill State Park. The mountain views, skiing, and coffeehouses 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 into account the local weather in Windham is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

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