Find Hotels with a Pool in Windham, NY

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windham Hotels with a Pool

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Windham Hotels with a Pool

Indoor pool
Hotel Vienna

Hotel Vienna

2.5 star property
Windham
9.4 out of 10, Exceptional, (713)
"Really great spot!"
United States
Aria
Hotel Vienna
Outdoor pool
Wylder Hotel Windham

Wylder Hotel Windham

3.5 star property
Windham
8.6 out of 10, Excellent, (87)
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
United States
Shane
The price is SAR 636
SAR 874 total
includes taxes & fees
4 Dec - 5 Dec
Wylder Hotel Windham
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3.0 star property
Windham
8.8 out of 10, Excellent, (343)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is SAR 672
SAR 725 total
includes taxes & fees
2 Dec - 3 Dec
Winwood Condominiums by Windham Mountain Club
Lobby sitting area
The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club

2.5 star property
Windham
8.0 out of 10, Very Good, (3)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is SAR 938
SAR 1,013 total
includes taxes & fees
3 Dec - 4 Dec
The Outpost by Windham Mountain Club
Pool
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

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

Windham
The price is SAR 600
SAR 1,807 total
includes taxes & fees
10 Dec - 11 Dec
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Outdoor pool, a heated pool
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, (3)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
United States
Michael L.
The price is SAR 2,814
SAR 5,652 total
includes taxes & fees
2 Dec - 3 Dec
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Exterior
Condo in Windham Mountain Village

Condo in Windham Mountain Village

Windham
10.0 out of 10, Exceptional, (14)
"We had a great time staying at this home. Catherine has been so accommodating to all of us. We look forward to staying at their property again!"
United States
Pamela C.
The price is SAR 1,782
SAR 2,970 total
includes taxes & fees
2 Dec - 3 Dec
Condo in Windham Mountain Village
Seasonal outdoor pool, pool umbrellas, sun loungers
The Colonial Motel

The Colonial Motel

2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (405)
"Very cozy and clean space that had everything we needed in a great location for sightseeing. "
United States
Lisa
The price is SAR 334
SAR 368 total
includes taxes & fees
2 Dec - 3 Dec
The Colonial Motel
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (21)
"A beautiful and relaxing getaway in the Catskills. Highly recommended. The room and grounds are clean and well maintained. The staff is friendly and attentive without being intrusive."
United States
Brian
The price is SAR 514
SAR 575 total
includes taxes & fees
14 Dec - 15 Dec
The Graham & Co.
Indoor pool
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, (686)
"We just stayed overnight, our room was clean and staff are friendly. "
United States
MERLITA
The price is SAR 402
SAR 450 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Thank younfor the great experience "
Eve 2-night trip
Posted 3 days ago
Hotel Vienna

Explore a world of travel with Expedia

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. 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. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Winwood Condominiums by Windham Mountain Club: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Haüs Windham: Provides a sauna, 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. Take in the natural beauty with a stop at Ashland 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.