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

Next weekend
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12

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, (817 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is NT$4,244
NT$5,135 total
includes taxes & fees
Jul 9 - Jul 10
Hotel Vienna
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (100 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is NT$7,618
NT$9,821 total
includes taxes & fees
Jul 1 - Jul 2
Wylder Hotel Windham
Seasonal outdoor pool

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (354 reviews)
  • cleanliness
    Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is NT$5,138
NT$5,550 total
includes taxes & fees
Jul 1 - Jul 2
The Winwood Condominiums
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, (449 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is NT$2,840
NT$3,124 total
includes taxes & fees
Jul 5 - Jul 6
The Colonial Motel
Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (75 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
The price is NT$7,332
NT$8,212 total
includes taxes & fees
Jul 22 - Jul 23
Emerson Resort & Spa
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Lovely room. Great staff. Very enjoyable stay!"
Hope 2-night trip
Posted 21 hours ago
Hotel Vienna

Frequently asked questions

What are some accommodations with pools in Windham?
Hotel Vienna: Features daily, an indoor pool, and free self parking. Wylder Hotel Windham: Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. Eastwind Windham: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Winwood Condominiums: Hotel located near Catskill Mountains. Features a full-service spa, a seasonal outdoor pool, and complimentary bicycles. The Haüs Windham: Hotel located near HITS-on-the-Hudson. Provides buffet, an indoor pool, and free self parking.
What is there to see and do in Windham?
Surround yourself with nature at Ashland Park and Elm Ridge Wild Forest. During your stay, check out sights such as Windham Country Club, Windham Mountain Resort, and Windham Vineyards and Winery. 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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