Find Hotels with a Pool in Windham, NY

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Check availability on Windham Hotels with a Pool

Tonight
24 Feb - 25 Feb
Tomorrow
25 Feb - 26 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

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, (767 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
Hotel Vienna
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (93 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is SAR 743
SAR 990 total
includes taxes & fees
1 Mar - 2 Mar
Wylder Hotel Windham
Seasonal outdoor pool

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.6 out of 10, Excellent, (350 reviews)
  • cleanliness
    Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is SAR 747
SAR 806 total
includes taxes & fees
25 Feb - 26 Feb
Winwood Condominiums by Windham Mountain Club
Classic Double Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.4 out of 10, Very Good, (5 reviews)
  • cleanliness
    Alpine retreat near Windham Mountain offers free ski shuttle, seasonal outdoor pool, and slope-side relaxation.
The price is SAR 938
SAR 1,013 total
includes taxes & fees
26 Feb - 27 Feb
The Outpost by Windham Mountain Club
Smart TV, fireplace

Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
10.0 out of 10, Exceptional, (14 reviews)
  • cleanliness
    Mountain village condo offers ski-in/ski-out access, heated pool, and hot tub for year-round adventures.
The price is SAR 1,426
SAR 2,536 total
includes taxes & fees
4 Mar - 5 Mar
Condo in Windham Mountain Village
Outdoor spa tub

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Windham
10.0 out of 10, Exceptional, (6 reviews)
  • cleanliness
    Luxury mountain chalet offers year-round aquatic adventure with outdoor pool, hot tub, and water park.
The price is SAR 2,814
SAR 5,563 total
includes taxes & fees
25 Feb - 26 Feb
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Pool

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.4 out of 10, Exceptional, (3 reviews)
The price is SAR 929
SAR 2,206 total
includes taxes & fees
25 Feb - 26 Feb
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
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, (425 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is SAR 334
SAR 368 total
includes taxes & fees
3 Mar - 4 Mar
The Colonial Motel
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (24 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is SAR 541
SAR 605 total
includes taxes & fees
16 Mar - 17 Mar
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
Hot tub

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Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Very clean, modern, great amenities. Breakfast croissants were excellent. Very friendly staff. We will definitely visit again. "
Seamus 1-night trip
Posted 11 days ago
Hotel Vienna

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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. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Winwood Condominiums by Windham Mountain Club: Vacation home located near Windham Mountain Resort. Features kitchens, a pool, and televisions. Albergo Allegria Hotel & Breakfast Restaurant: Features buffet, an indoor pool, and free self parking.
What is there to see and do in Windham?
Explore places like Hunter Mountain while you're in the area. Spend some time experiencing the great outdoors at Ashland Park and Elm Ridge Wild Forest. 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.