Find Hotels with a Pool in Windham, NY

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Check availability on Windham Hotels with a Pool

Our top choices for Windham hotels with a pool

Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (799 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is AED 481
AED 583 total
includes taxes & fees
1 Jun - 2 Jun
Hotel Vienna
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (97 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is AED 924
AED 1,182 total
includes taxes & fees
26 May - 27 May
Wylder Hotel Windham
Seasonal outdoor pool

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (353 reviews)
  • cleanliness
    Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is AED 584
AED 631 total
includes taxes & fees
11 May - 12 May
Winwood Condominiums by Windham Mountain Club
Indoor pool

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

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.6 out of 10, Exceptional, (7 reviews)
The price is AED 658
AED 1,849 total
includes taxes & fees
10 May - 11 May
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Aerial view

Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
10.0 out of 10, Exceptional, (15 reviews)
  • cleanliness
    Mountain village condo offers ski-in/ski-out access, heated pool, and hot tub for year-round adventures.
The price is AED 2,094
AED 3,332 total
includes taxes & fees
8 May - 9 May
Condo in Windham Mountain Village
Classic Double Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.4 out of 10, Very Good, (5 reviews)
  • cleanliness
    Alpine retreat near Windham Mountain offers free ski shuttle, seasonal outdoor pool, and slope-side relaxation.
The price is AED 1,469
AED 1,587 total
includes taxes & fees
8 May - 9 May
The Outpost by Windham Mountain Club
Outdoor spa tub

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
10.0 out of 10, Exceptional, (7 reviews)
  • cleanliness
    Luxury mountain chalet offers year-round aquatic adventure with outdoor pool, hot tub, and water park.
The price is AED 2,755
AED 5,419 total
includes taxes & fees
10 May - 11 May
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.8 out of 10, Exceptional, (35 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is AED 529
AED 593 total
includes taxes & fees
10 May - 11 May
The Graham & Co.
Seasonal outdoor pool, pool umbrellas, sun loungers

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (440 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is AED 317
AED 349 total
includes taxes & fees
18 May - 19 May
The Colonial Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Windham

Breakfast included
Hot tub

Top Windham Hotel Reviews

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

8/10 Good
"Clean room. Love that there wasn’t any carpet in room. Shower was great. Breakfast was true continental. Toast, muffins, cereal, cold items. But sufficient."
Kathy 1-night trip
Posted 2 days ago
Spark by Hilton West Coxsackie

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Frequently asked questions

What are some accommodations with pools in Windham?
Eastwind Windham: Offers daily, an indoor pool, and free self parking. Hotel Vienna: Provides free self parking, a seasonal outdoor pool, and complimentary bicycles. Wylder Hotel Windham: Features a sauna, an indoor pool, and free self parking. The Haüs Windham: Hotel located near Catskill Mountains. Provides a full-service spa, a seasonal outdoor pool, and complimentary bicycles. Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts: Features buffet, 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.