Find Hotels with a Pool in Windham, NY

Check availability on Windham Hotels with a Pool

Check prices for these dates

Tonight
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Top Windham Hotels with a Pool

The Colonial Motel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Colonial Motel

2.5 star property
9.4 out of 10, Exceptional, (390)
"It was a great quiet experience the staff were excellent "
$99 nightly
The price is $109
Aug 26 - Aug 27
Total with taxes and fees
The Colonial Motel
The Outpost by Windham Mountain Club
Lobby sitting area

The Outpost by Windham Mountain Club

2.5 star property
$199 nightly
The price is $215
Aug 27 - Aug 28
Total with taxes and fees
The Outpost by Windham Mountain Club
Hotel Vienna
Indoor pool

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (622)
"Great hotel"
$131 nightly
The price is $142
Sep 25 - Sep 26
Total with taxes and fees
Hotel Vienna
Moore's Motel
Outdoor pool

Moore's Motel

2.5 star property
8.6 out of 10, Excellent, (149)
"Beautiful place! "
$120 nightly
The price is $130
Aug 26 - Aug 27
Total with taxes and fees
Moore's Motel
Charming Yacht on Catskill Creek
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Charming Yacht on Catskill Creek

9.8 out of 10, Exceptional, (8)
"Melisa, the owner, couldn't have made more pleasant and been more available. Without be intrusive. Can only add " if your looking for a different experience. This is it" "
$207 nightly
The price is $223
Aug 26 - Aug 27
Total with taxes and fees
Charming Yacht on Catskill Creek
Winwood Condominiums by Windham Mountain Club
Seasonal outdoor pool

Winwood Condominiums by Windham Mountain Club

3.0 star property
8.6 out of 10, Excellent, (331)
"Wonderful property "
$189 nightly
The price is $204
Aug 26 - Aug 27
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club
Wylder Hotel Windham
Outdoor pool

Wylder Hotel Windham

3.5 star property
8.6 out of 10, Excellent, (69)
"Quick and friendly "
$270 nightly
The price is $292
Aug 26 - Aug 27
Total with taxes and fees
Wylder Hotel Windham
Mountainside by Windham Mountain Club
Condo, Mountain View | Iron/ironing board, free WiFi

Mountainside by Windham Mountain Club

$1,320 nightly
The price is $1,426
Aug 27 - Aug 28
Total with taxes and fees
Mountainside by Windham Mountain Club
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski
Outdoor pool, a heated pool

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski

10.0 out of 10, Exceptional, (2)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
$1,366 nightly
The price is $1,475
Aug 26 - Aug 27
Total with taxes and fees
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski
Condo in Windham Mountain Village
Exterior

Condo in Windham Mountain Village

10.0 out of 10, Exceptional, (12)
"Condo was clean and comfortable and very convenient to indoor pool and skiing. Thank you for a great vacation!"
$603 nightly
The price is $651
Sep 9 - Sep 10
Total with taxes and fees
Condo in Windham Mountain Village
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.

Hotels with pools and hot tubs in Windham

Mountainside by Windham Mountain Club
Hot stone massages, deep-tissue massages, Swedish massages

Mountainside by Windham Mountain Club

$1,320 nightly
The price is $1,426
Aug 27 - Aug 28
Total with taxes and fees
Mountainside by Windham Mountain Club

Hotels with pools and waterparks in Windham

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski
Fridge, microwave, oven, stovetop

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski

10.0 out of 10, Exceptional, (2)
$1,366 nightly
The price is $1,475
Aug 26 - Aug 27
Total with taxes and fees
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski
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.

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"What a nice surprise the Hotel Vienna turned out to be! I highly recommend it if you're visiting the Catskills. It had what we were looking for: an easy to moderate hike, an indoor heated swimming pool, great selection of cable TV channels and clean, clean, clean."
Carl 1-night trip
Posted 3 days ago
Hotel Vienna

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: Offers a sauna, an indoor pool, and free self parking. The Haüs Windham: Hotel, 13-minute walk from Hunter Mountain. Features a sauna, an outdoor pool, and complimentary wireless internet access.
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.