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

Hotels with Swimming Pool in Windham, New York

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Check availability on Windham Hotels with Swimming Pool

This weekend
Jul 10 - Jul 12
Next weekend
Jul 17 - Jul 19

Our top choices for Windham hotels with a pool

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, (451 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is P5,473
P6,020 total
includes taxes & fees
Jul 12 - Jul 13
The Colonial Motel
Seasonal outdoor pool

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (292 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
The price is P12,660
P14,179 total
includes taxes & fees
Jul 12 - Jul 13
Shandaken Inn
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (822 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is P8,237
P9,958 total
includes taxes & fees
Jul 8 - Jul 9
Hotel Vienna
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (101 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is P11,980
P16,010 total
includes taxes & fees
Jul 26 - Jul 27
Wylder Hotel Windham
Seasonal outdoor pool

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (355 reviews)
  • cleanliness
    Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is P9,902
P10,694 total
includes taxes & fees
Jul 7 - Jul 8
The Winwood Condominiums
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (46 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is P9,436
P10,567 total
includes taxes & fees
Jul 9 - Jul 10
The Graham & Co.
Indoor pool

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.4 out of 10, Good, (1,000 reviews)
  • cleanliness
    Swim in style at this Saugerties retreat with a year-round indoor pool and relaxing sauna for post-adventure recovery.
The price is P7,679
P8,600 total
includes taxes & fees
Jul 19 - Jul 20
Howard Johnson by Wyndham Saugerties
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, (78 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
The price is P13,453
P15,067 total
includes taxes & fees
Jul 20 - Jul 21
Emerson Resort & Spa
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (257 reviews)
  • cleanliness
    Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
The price is P9,153
P10,251 total
includes taxes & fees
Jul 8 - Jul 9
Catskill Seasons Inn
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

10/10 Excellent
"My stay was excellent. Nice room, comfortable bed. Nice staff and free breakfast."
Anthony 1-night trip
Posted less than an hour ago
Spark by Hilton West Coxsackie

Frequently asked questions

What are some accommodations 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. Albergo Allegria Hotel: Hotel located near HITS-on-the-Hudson. Offers buffet, an indoor pool, and free self parking. Jimmy OConnors Windham Mountain Inn: Hotel located near Catskill Mountains. Provides 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, 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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