The Best Hotels with a Pool in Preston Hollow, NY from AED 331 in 2026

Q: What are some accommodations with pools in Preston Hollow?

Hunter Lodge, a Bluebird by Lark : Hotel located near Windham Mountain Resort. Features daily, an indoor pool, and free self parking. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy : Hotel, 1-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool, and a sauna. Ramada by Wyndham Cobleskill : Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. Hotel Vienna : Offers a children's pool, a seasonal outdoor pool, and free self parking. Kaatskill Mountain Club & Condos by Vail Resorts : Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

Check availability on Preston Hollow Hotels with a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Preston Hollow hotels with a pool

A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

1. Hotel Vienna

Windham

Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.

AED 510 total

includes taxes & fees

22 Nov - 23 Nov

A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

2. Wylder Hotel Windham

Windham

Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.

AED 922 total

includes taxes & fees

23 Nov - 24 Nov

A poolside area with blue chairs and umbrellas, a pool, and a building in the background.

3. The Winwood Condominiums

Windham

Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.

AED 670 total

includes taxes & fees

16 Nov - 17 Nov

A swimming pool with a fenced deck, lounge chairs, and umbrellas.

4. The Colonial Motel

Grand Gorge

Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.

AED 331 total

includes taxes & fees

16 Dec - 17 Dec

A swimming pool with lounge chairs and potted plants.

5. Moore's Motel

Prattsville

Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.

AED 476 total

includes taxes & fees

16 Nov - 17 Nov

A swimming pool with lounge chairs and umbrellas.

6. Crystal Brook Resort & Mountain Brauhaus

Round Top

AED 865 total

includes taxes & fees

28 Nov - 29 Nov

A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

7. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.

AED 685 total

includes taxes & fees

23 Nov - 24 Nov

A modern kitchen with a central island, wooden cabinetry, and a stainless steel refrigerator.

8. Rabbit Run at Carter Bridge Estate

East Durham

AED 3,781 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a central island, bar stools, and a dining area.

9. 2-bedroom in Peaceful Middleburgh Vroman’s Nose View

Middleburgh

AED 1,119 total

includes taxes & fees

16 Nov - 17 Nov

A motel with a swimming pool, picnic tables, and a playground.

10. Four Seasons Motel

Catskill

Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.

AED 397 total

includes taxes & fees

16 Nov - 17 Nov

View all properties

Choose what matters most at hotels with a pool in Preston Hollow

Breakfast included

4 stars

Top Preston Hollow Hotel Reviews

Quality Inn & Suites Schoharie near Howe Caverns

10/10 Excellent

"The room was nice. I stayed for a couple days. Comfortable bed, good breakfast."

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent

"Great value, very clean and practical."

Frequently asked questions

What are some accommodations with pools in Preston Hollow?

Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Features daily, an indoor pool, and free self parking. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Hotel, 1-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool, and a sauna. Ramada by Wyndham Cobleskill: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. Hotel Vienna: Offers a children's pool, a seasonal outdoor pool, and free self parking. Kaatskill Mountain Club & Condos by Vail Resorts: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

What is there to see and do in Preston Hollow?

Make a point to visit attractions like Zoom Flume and Irish Cultural Center. During your stay, check out sights such as Windham Vineyards and Winery, Windham Country Club, and Windham Mountain Resort.

When is the best time to book a hotel with a pool in Preston Hollow?

Taking into account the local weather in Preston Hollow 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 Preston Hollow are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Preston Hollow Hotels with a Pool