Find Hotels with a Pool in Windham, NY from CA $123

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Check availability on Windham Hotels with a Pool

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, (387)
"Great place!"
The price is CA $123
CA $135 total
includes taxes & fees
Aug 12 - Aug 13
The Colonial Motel
The Roxbury
Seasonal outdoor pool, sun loungers

The Roxbury

3.0 star property
9.6 out of 10, Exceptional, (117)
"Great stuff and location."
The price is CA $185
CA $230 total
includes taxes & fees
Aug 11 - Aug 12
The Roxbury
Hotel Vienna
Indoor pool

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (613)
"good place to stay at"
The price is CA $169
CA $183 total
includes taxes & fees
Sep 8 - Sep 9
Hotel Vienna
Shandaken Inn
Seasonal outdoor pool

Shandaken Inn

4.0 star property
10.0 out of 10, Exceptional, (259)
"This is a charming place to stay with beautiful views, great food and a warm and welcoming staff."
The price is CA $271
CA $304 total
includes taxes & fees
Sep 1 - Sep 2
Shandaken Inn
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, (328)
"Wonderful property "
The price is CA $274
CA $296 total
includes taxes & fees
Aug 13 - Aug 14
Winwood Condominiums by Windham Mountain Club
Wylder Hotel Windham
Outdoor pool

Wylder Hotel Windham

3.5 star property
8.6 out of 10, Excellent, (67)
"We LOVED staying at Wylder. The staff was super friendly and helpful. Our room was comfortable, views were amazing and we really enjoyed the amenities. Highly recommend! "
The price is CA $333
CA $429 total
includes taxes & fees
Aug 31 - Sep 1
Wylder Hotel Windham
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."
The price is CA $1,032
CA $2,019 total
includes taxes & fees
Aug 11 - Aug 12
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!"
The price is CA $495
CA $901 total
includes taxes & fees
Aug 11 - Aug 12
Condo in Windham Mountain Village
Charming Yacht on Catskill Creek
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Charming Yacht on Catskill Creek

9.8 out of 10, Exceptional, (7)
"We had a nice night on the boat. Melissa was friendly and very nice. Made sure we had everything we needed. Place was clean to stay in. We had a relaxing night."
The price is CA $180
CA $307 total
includes taxes & fees
Aug 11 - Aug 12
Charming Yacht on Catskill Creek
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Indoor pool

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2.5 star property
8.8 out of 10, Excellent, (636)
"SUPER clean and friendly staff, great value!!"
The price is CA $215
CA $240 total
includes taxes & fees
Aug 17 - Aug 18
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.

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Great comfortable room"
Ute 1-night trip
Posted 1 day ago
Hotel Vienna

Frequently asked questions

What's it like visiting Windham?
If relaxing by the pool is your idea of a great vacation, you may want to consider relaxing Windham, which has 6 places to stay with pools. While you're here, you can explore attractions like Hunter Mountain, and then take it easy poolside at one of the accommodations in Windham that travelers like for their pools.
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: Provides a sauna, an indoor pool, and free self parking. Albergo Allegria Hotel & Breakfast Restaurant: Hotel, 13-minute walk from Hunter Mountain. Offers a sauna, an outdoor pool, and complimentary wireless internet access.
How many hotels with pools will I be able to find in Windham?
Expedia has 6 hotels in Windham for your poolside break.
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.