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

Hotels with Swimming Pools in Windham

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Check availability on Windham Hotels with Swimming Pools

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

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, (823 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is S$221
includes taxes & fees
28 Jul - 29 Jul
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 S$337
includes taxes & fees
26 Jul - 27 Jul
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 splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is S$225
includes taxes & fees
12 Jul - 13 Jul
The Winwood Condominiums
Seasonal outdoor pool, pool umbrellas, pool 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 S$127
includes taxes & fees
20 Jul - 21 Jul
The Colonial Motel
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 S$222
includes taxes & fees
21 Jul - 22 Jul
The Graham & Co.
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 S$298
includes taxes & fees
16 Jul - 17 Jul
Shandaken Inn
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, (79 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
The price is S$317
includes taxes & fees
28 Jul - 29 Jul
Emerson Resort & Spa
Exterior

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (504 reviews)
  • cleanliness
    Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
The price is S$179
includes taxes & fees
12 Jul - 13 Jul
Red Ranch Motel
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 S$216
includes taxes & fees
21 Jul - 22 Jul
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Very clean, super nice room."
Andrew 1-night trip
Posted 17 hours ago
Hotel Vienna

Frequently asked questions

What are some accommodation options with pools in Windham?
Hotel Vienna: Hotel located near Windham Mountain Resort. Features 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 bicycles. Wylder Hotel Windham: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Jimmy OConnors Windham Mountain Inn: Hotel located near Catskill Mountains. Provides a full-service spa, a seasonal outdoor pool and complimentary bicycles. Albergo Allegria Hotel: Hotel located near HITS-on-the-Hudson. 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, 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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