Find Hotels with an Outdoor Pool in Windham, NY

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Top Windham Hotels with an Outdoor Pool

Winwood Condominiums by Windham Mountain Club

3.0 star property
Windham
8.8 out of 10, Excellent, (342)
"Great location and great property"
United States
Joel
$169 nightly
The price is $183
Nov 9 - Nov 10
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club

Wylder Hotel Windham

3.5 star property
Windham
8.8 out of 10, Excellent, (78)
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
United States
Shane
$225 nightly
The price is $243
Nov 16 - Nov 17
Total with taxes and fees
Wylder Hotel Windham

Mountainside by Windham Mountain Club

3.0 star property
Windham
$1,320 nightly
The price is $1,426
Nov 14 - Nov 15
Total with taxes and fees
Mountainside by Windham Mountain Club

The Outpost by Windham Mountain Club

2.5 star property
Windham
8.0 out of 10, Very Good, (3)
"The room was pretty but not that clean. The bathroom door would not close. The door to the room was crooked . The shower didn’t have a lot of pressure and the water didn’t get super hot. "
United States
Macaire
$199 nightly
The price is $215
Nov 26 - Nov 27
Total with taxes and fees
The Outpost by Windham Mountain Club

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

Windham
10.0 out of 10, Exceptional, (3)
"Everything was super "
United States
Hazal U.
$1,326 nightly
The price is $1,433
Nov 9 - Nov 10
Total with taxes and fees
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

The Colonial Motel

2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (401)
"Very cozy and clean space that had everything we needed in a great location for sightseeing. "
United States
Lisa
$99 nightly
The price is $109
Nov 9 - Nov 10
Total with taxes and fees
The Colonial Motel

Moore's Motel

2.5 star property
Prattsville
8.6 out of 10, Excellent, (155)
"Beautiful place! "
United States
Galina
$120 nightly
The price is $130
Nov 9 - Nov 10
Total with taxes and fees
Moore's Motel

Catskill Seasons Inn

2.5 star property
Shandaken
8.2 out of 10, Very Good, (236)
"Check in was easy. Staff was very friendly. Room was clean and well appointed. Three super minor, small issues: a pan was rusting through, the bathroom fan was broken, and our blinds were stuck. Only blinds no curtains. Loved having an actual kitchenette. Bed was comfy. Plenty of storage. Very quiet. Good wifi. Great location. Would come back!"
United States
Sarah
$131 nightly
The price is $147
Nov 9 - Nov 10
Total with taxes and fees
Catskill Seasons Inn

Red Ranch Motel

2.5 star property
Catskill
7.2 out of 10, Good, (483)
"Always a solid stop on our travels to the Catskills and Grey Fox Bluegrass Festival. A comfortable nostalgic stay. Thanks!"
United States
jeff
$107 nightly
The price is $115
Nov 9 - Nov 10
Total with taxes and fees
Red Ranch Motel

Four Seasons Motel

2.0 star property
Catskill
8.2 out of 10, Very Good, (203)
"Check in was fast. Room was clean The shower was magnificent Bed was a little too hard for my preference however, others may prefer that "
United States
John
$100 nightly
The price is $108
Nov 9 - Nov 10
Total with taxes and fees
Four Seasons Motel
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.

Find out more about Windham

Discover top Windham attractions

Windham, New York, offers a delightful mix of relaxation and adventure for families seeking memorable vacations. Begin your day with a scenic hike at the Windham Path, a beautifully maintained trail that winds through lush forests and offers stunning views of the surrounding mountains, perfect for families to explore together. After a morning in nature, consider a visit to the Windham Mountain Resort, where you can unwind with various outdoor activities, including zip-lining or mountain biking in the summer months. For a more tranquil experience, indulge in a luxurious spa day at the nearby Catskill Mountain Lodge, where you can choose from a range of rejuvenating treatments designed to refresh and pamper. Don't miss the charming Windham Farmers' Market on Saturdays, where you can taste local produce and artisanal products, making it a great way to savor the region's flavors. Finally, after a day of exploration, return to your hotel with a pool, such as the Windham Hilton, where you can relax and unwind in the refreshing water while the kids splash around. Staying in this area not only provides access to these activities but also ensures that you enjoy attentive service and comfortable accommodations tailored to your family's needs.

Find the best hotels with an outdoor pool in Windham

For travelers seeking a refreshing escape in Windham, New York, these hotels offer inviting outdoor pool options, perfect for relaxing and enjoying the scenic surroundings.

Winwood Inn & Condominiums

  • Why it's great for poolside lounging: Although the Winwood Inn & Condominiums does not feature an outdoor pool, it stands out with a strong guest review rating of 9.0, making it an excellent choice for those looking for a cozy retreat. Guests can enjoy spacious rooms that include fully-equipped kitchenettes and a yard, perfect for relaxing after a day of outdoor activities.
  • Other amenities: This hotel offers a variety of activities, including onsite tennis courts and nearby golf courses for outdoor enthusiasts. For winter sports lovers, complimentary ski shuttles and nearby ski lifts enhance the experience. Travelers can also take advantage of free RV and truck parking, daily housekeeping, and concierge services, ensuring a comfortable and convenient stay.
  • Nearby attractions: Catskill State Park - 0.15 miles, Windham Country Club - 0.99 miles, Windham Mountain Resort - 1.41 miles

Wylder Hotel Windham

  • Why it's great for poolside lounging: The Wylder Hotel Windham features a delightful outdoor pool, providing a refreshing oasis for guests to unwind after a day of exploring. With a solid guest review rating of 8.0, this hotel is a fantastic option for those looking to blend relaxation with outdoor adventure.
  • Other amenities: Guests can enjoy stunning river and mountain views from balconies, along with convenient amenities like self-parking and daily housekeeping. The hotel also offers various recreational activities, including billiards, hiking, and mountain biking options nearby. Travelers can take advantage of complimentary cribs and highchairs for families, ensuring a family-friendly atmosphere.
  • Nearby attractions: Catskill State Park - 0.0 miles, Windham Country Club - 0.37 miles, Windham Mountain Resort - 2.03 miles

Top Windham Hotel Reviews

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