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Find Hotels with a Pool in Preston Hollow, NY

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Check availability on Preston Hollow Hotels with a Pool

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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.
A cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.
A cabin with a deck, large windows, and a mountain backdrop.

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
₩132,559
₩166,222 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Vienna
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.

2. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
₩357,393
₩452,723 total
includes taxes & fees
Oct 29 - Oct 30
Wylder Hotel Windham
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

3. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
₩225,581
₩243,627 total
includes taxes & fees
Nov 1 - Nov 2
The Winwood Condominiums
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".
A covered porch with outdoor seating, a staircase, and potted plants.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

4. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
₩118,930
₩130,822 total
includes taxes & fees
Oct 15 - Oct 16
The Colonial Motel
A swimming pool with lounge chairs and potted plants.
A two-story building with a large front porch, a chimney, and a balcony.
A hotel room with two beds, a desk, a chair, and a TV on a stand.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.

5. Moore's Motel

Moore's Motel
Prattsville
  • Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
₩160,176
₩172,990 total
includes taxes & fees
Oct 15 - Oct 16
Moore's Motel
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.
A multi-story building with outdoor seating and a stone-paved patio.

6. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
  • Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
₩238,016
₩283,434 total
includes taxes & fees
Nov 11 - Nov 12
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with lounge chairs and umbrellas.
A buffet table with various food items and a painting on the wall.
A wooden lodge with a welcoming sign, a bear statue, and two flags.
A sign for Crystal Brook Resort surrounded by red tulips.

7. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
₩290,986
₩314,265 total
includes taxes & fees
Oct 30 - Oct 31
Crystal Brook Resort & Mountain Brauhaus
A modern dining area with wooden tables and benches, green chairs, and pendant lighting.
A compact living space with a kitchenette, a flat-screen TV, and a seating area.
A hotel room with a wooden desk, a television, a grey office chair, a sofa, and a window with curtains.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

8. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
West Coxsackie
₩157,707
₩170,323 total
includes taxes & fees
Nov 1 - Nov 2
Spark by Hilton West Coxsackie
A motel with a swimming pool, picnic tables, and a playground.
A motel with a porch, a small stream, and parked vehicles.
A motel with a single-story structure, a covered parking area, and a swing set in the yard.
A picnic table, playground equipment, and a swimming pool within a fenced area.

9. Four Seasons Motel

Four Seasons Motel
Catskill
  • Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
₩133,480
₩144,158 total
includes taxes & fees
Oct 18 - Oct 19
Four Seasons Motel
A swimming pool with lounge chairs and a red building in the background.
A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.
A hotel room with two beds, a wooden dresser, a television, and a stone wall.
A compact kitchen with wooden cabinets, a refrigerator, a sink, and a dining area with a table and chairs.

10. Red Ranch Motel

Red Ranch Motel
Catskill
  • Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
₩142,557
₩153,956 total
includes taxes & fees
Nov 1 - Nov 2
Red Ranch Motel
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Choose what matters most at hotels with a pool in Preston Hollow

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Preston Hollow Hotel Reviews

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"It was all great! No complaints, would stay there again. Highly recommend."
Linnea 1-night trip
Posted 1 day ago
Spark by Hilton West Coxsackie
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"Expedia got us a better price than calling the hotel ahead of time. Thank you!!"
Jill 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY

8/10 Good
"There was no coffee made on one morning. The desk clerk took forever to find the key to refill it. The keys were all unmarked, and in different places."
Donna 2-night trip
Posted 2 days ago
Super 8 by Wyndham Cobleskill NY
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Hotel was clean, had pretty Catskills Mountains views, and fire pits, pool and sauna. Staff was helpful."
Glenn 1-night trip
Posted 2 days ago
Hotel Vienna

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.

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