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Check prices for these dates

Tonight
10 Nov - 11 Nov
Tomorrow
11 Nov - 12 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Windham hotels with a pool

A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (910 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is Rp2.034.562
Rp2.509.837 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Vienna
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

2. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is Rp4.136.673
Rp5.371.857 total
includes taxes & fees
29 Nov - 30 Nov
Wylder Hotel Windham
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.

3. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (377 reviews)
  • cleanliness
    Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is Rp3.056.365
Rp3.300.874 total
includes taxes & fees
11 Nov - 12 Nov
The Winwood Condominiums
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

4. 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, (452 reviews)
  • cleanliness
    Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
The price is Rp3.076.939
Rp3.663.927 total
includes taxes & fees
22 Nov - 23 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.

5. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
Saugerties
8.8 out of 10, Excellent, (831 reviews)
  • cleanliness
    Dive into refreshing escapes at this indoor pool sanctuary with post-adventure relaxation vibes.
The price is Rp2.296.795
Rp2.572.411 total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A swimming pool with lounge chairs and potted plants.

6. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (184 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is Rp2.170.200
Rp2.343.816 total
includes taxes & fees
11 Nov - 12 Nov
Moore's Motel
A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy lawn.

7. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (334 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
The price is Rp2.571.687
Rp2.880.398 total
includes taxes & fees
11 Nov - 12 Nov
Shandaken Inn
A pool area with a wooden deck, benches, and umbrellas.

8. The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.4 out of 10, Exceptional, (69 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is Rp1.977.414
Rp2.214.508 total
includes taxes & fees
11 Nov - 12 Nov
The Graham & Co.
A log cabin with a tower, a swimming pool, and lounge chairs.

9. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.0 out of 10, Wonderful, (117 reviews)
  • cleanliness
    Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
The price is Rp3.237.215
Rp3.625.682 total
includes taxes & fees
11 Nov - 12 Nov
Emerson Resort & Spa
A swimming pool with a fenced deck, lounge chairs, and umbrellas.

10. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (504 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is Rp1.611.373
Rp1.772.511 total
includes taxes & fees
12 Nov - 13 Nov
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

A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.
Hotel Vienna

Hotel Vienna

Hotel Vienna
Windham

10/10 Excellent

Located on the outskirts of windham , a nice hotel with large bedrooms and plenty of parking
United Kingdom
Alex
Reviewed October 1, 2025
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. 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: Offers a full-service spa, a seasonal outdoor pool and a snack bar/deli. The Haüs Windham: Hotel, 1-minute walk from Hunter Mountain. Provides 2 hot tubs, an outdoor pool and a sauna.

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 Windham Vineyards and Winery. 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.