Find Hotels with a Pool in Windham, NY

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Check availability on Windham Hotels with a Pool

Tonight
Nov 24 - Nov 25
Tomorrow
Nov 25 - Nov 26
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Windham Hotels with a Pool

Indoor pool
Hotel Vienna

Hotel Vienna

2.5 star property
Windham
  • Indoor pool
9.4 out of 10, Exceptional, (705)
Crystal-clear waters beckon at the indoor aquatic sanctuary, perfect for unwinding after mountain adventures. Complimentary bicycles await outside while spotless rooms offer balconies overlooking breathtaking woodland scenery and nearby ski slopes.
$112 nightly
The price is $121
Nov 25 - Nov 26
Total with taxes and fees
Hotel Vienna
Outdoor pool
Wylder Hotel Windham

Wylder Hotel Windham

3.5 star property
Windham
  • Outdoor pool
8.8 out of 10, Excellent, (82)
Seasonal outdoor pool creates a refreshing summer sanctuary after exploring nearby mountain trails. Beyond swimming, guests enjoy complimentary bicycles, an on-site restaurant with happy hour, and cozy rooms equipped with bathrobes and modern comforts.
$191 nightly
The price is $206
Nov 25 - Nov 26
Total with taxes and fees
Wylder Hotel Windham
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3.0 star property
Windham
  • Pool
  • Parking included
  • Free WiFi
  • Game room
  • Laundry
  • Housekeeping
8.8 out of 10, Excellent, (343)
Mountainside relaxation awaits at the seasonal outdoor pool, perfect for summer splashes between skiing adventures. With ski shuttle service, passes, and nearby hiking trails, this hotel balances aquatic refreshment with alpine exploration.
$169 nightly
The price is $183
Nov 25 - Nov 26
Total with taxes and fees
Winwood Condominiums 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
  • Hot tub
$435 nightly
The price is $470
Dec 1 - Dec 2
Total with taxes and fees
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Lobby sitting area
The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club

2.5 star property
Windham
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
8.0 out of 10, Very Good, (3)
Splash into summer adventures at the seasonal outdoor pool, open May through September for sun-soaked relaxation after mountain excursions. Winter transforms this alpine retreat into a skier's paradise with complimentary shuttle service to nearby slopes.
$200 nightly
The price is $216
Nov 26 - Nov 27
Total with taxes and fees
The Outpost by Windham Mountain Club
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
  • Outdoor pool
  • Hot tub
10.0 out of 10, Exceptional, (3)
Mountain adventures continue poolside at this recreational chalet. Swimmers enjoy an outdoor pool and water park, while the hot tub and sauna provide après-ski relaxation. Winter sports, hiking trails, and a game room ensure entertainment in every season.
$1,295 nightly
The price is $1,399
Nov 30 - Dec 1
Total with taxes and fees
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Exterior
Condo in Windham Mountain Village

Condo in Windham Mountain Village

Windham
  • Hot tub
10.0 out of 10, Exceptional, (14)
Heated pool waters welcome tired muscles after days spent exploring nearby Windham Mountain trails. Skiers appreciate the convenient ski-on/off access, while summer visitors enjoy proximity to beautiful golf courses just 5 minutes away.
$710 nightly
The price is $767
Nov 25 - Nov 26
Total with taxes and fees
Condo in Windham Mountain Village
Seasonal outdoor pool, pool umbrellas, sun loungers
The Colonial Motel

The Colonial Motel

2.5 star property
Grand Gorge
  • Pool loungers
9.4 out of 10, Exceptional, (404)
Surrounded by outdoor adventures from Mine Kill State Park to ski resorts, this motel offers a pristine seasonal pool complete with sun loungers and umbrellas. Clean, individually decorated rooms provide a cozy mountain retreat.
$99 nightly
The price is $109
Nov 25 - Nov 26
Total with taxes and fees
The Colonial Motel
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

3.0 star property
Phoenicia
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, (20)
Mountain adventures begin poolside at this charming Catskills retreat. Seasonal swimming pairs perfectly with complimentary bicycle rentals for exploring nearby hiking trails. Evenings transform with the glow of the firepit and entertainment in the arcade room.
$137 nightly
The price is $153
Dec 14 - Dec 15
Total with taxes and fees
The Graham & Co.
Indoor pool
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2.0 star property
Saugerties
  • Indoor pool
7.6 out of 10, Good, (1003)
Mountain enthusiasts flock to the indoor aquatic sanctuary at this Howard Johnson hotel, where skiing adventures conclude with sauna sessions. Beyond the pool area, guests appreciate the restaurant's generous portions and surprisingly quiet rooms.
$84 nightly
The price is $94
Nov 27 - Nov 28
Total with taxes and fees
Howard Johnson by Wyndham Saugerties
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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Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Disappointed about not having a jacuzzi when it was advertised, but everything else was excellent. "
Tanya 2-night trip
Posted 4 days ago
Hotel Vienna
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"This was my second time staying at Howard Johnson hotel , loved it the 1st time and just as much the 2nd time . The front check-in was perfect and the staff were very courteous. Stayed a few days and my room was cleaned everyday day . Also Abby’s restaurant was great as well , the food was some of the best I’ve had anywhere and the prices were amazing. "
Richard 2-night trip
Posted 10 days ago
Howard Johnson by Wyndham Saugerties

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: Offers 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.

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