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

Hotels with Pool & Resorts in Windham from NZ$161

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Check availability on Windham Hotels with 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, (828 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is NZ$276
includes taxes & fees
9 Aug - 10 Aug
Hotel Vienna
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 NZ$298
includes taxes & fees
19 July - 20 July
The Winwood Condominiums
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (104 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is NZ$452
includes taxes & fees
21 July - 22 July
Wylder Hotel Windham
Outdoor pool

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (387 reviews)
  • cleanliness
    Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
The price is NZ$396
includes taxes & fees
22 July - 23 July
Kaatskill Mountain Club & Condos by Vail Resorts
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, (457 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is NZ$161
includes taxes & fees
20 July - 21 July
The Colonial Motel
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (173 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is NZ$222
includes taxes & fees
22 July - 23 July
Moore's Motel
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, pool loungers

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (507 reviews)
  • cleanliness
    Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
The price is NZ$237
includes taxes & fees
2 Aug - 3 Aug
Red Ranch Motel
Seasonal outdoor pool

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very good, (214 reviews)
  • cleanliness
    Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
The price is NZ$185
includes taxes & fees
13 Aug - 14 Aug
Four Seasons Motel
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (47 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is NZ$294
includes taxes & fees
29 July - 30 July
The Graham & Co.
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
Spa pool

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"I loved the views of the mountains I hated that there is zero cellphone reception outside of the hotel there is wifi included but again once you step outside there is zero cellphone reception"
april 1-night trip
Posted 13 hours ago
Hotel Vienna
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

8/10 Good
"Comfortable stay near the thruway."
DANA 1-night trip
Posted 2 days ago
Spark by Hilton West Coxsackie

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. 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. Jimmy OConnors Windham Mountain Inn: Hotel, 1-minute walk from Hunter Mountain. Provides 2 hot tubs, an outdoor pool and a sauna. The Winwood Condominiums: Features 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, 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.