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Preston Hollow Hotel Guide - Hotels with Pool in Preston Hollow, New York

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Check availability on Preston Hollow Hotels with Pool

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
€109
includes taxes & fees
1 Oct - 2 Oct
Hotel Vienna
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.
A covered porch with outdoor seating, a staircase, and potted plants.

2. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
€84
includes taxes & fees
16 Sept - 17 Sept
The Colonial Motel
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
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 compact living space with a kitchen, dining area, and seating.
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 splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
€139
includes taxes & fees
15 Sept - 16 Sept
The Winwood Condominiums
A swimming pool with lounge chairs and potted plants.
A two-story motel with a central staircase, balconies, and a grassy front yard.
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.

4. 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.
€112
includes taxes & fees
15 Sept - 16 Sept
Moore's Motel
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.

5. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
€281
includes taxes & fees
27 Sept - 28 Sept
Wylder Hotel Windham
A swimming pool with white lounge chairs and umbrellas, surrounded by trees and a cloudy sky.
A black entertainment center with a flat-screen TV, a small shelf with toiletries, and a lit candle on top.
A natural landscape with a lake, rocky cliffs, and a bench.
A bedroom with a bed, a chair, a small table, a lamp, and a mirror.

6. Cozy Mountain Dome Escape in the Catskills

Cozy Mountain Dome Escape in the Catskills
Gilboa
€148
includes taxes & fees
15 Sept - 16 Sept
Cozy Mountain Dome Escape in the Catskills
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.
A multi-story building with outdoor seating and a stone-paved patio.

7. 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.
€203
includes taxes & fees
16 Sept - 17 Sept
Kaatskill Mountain Club & Condos by Vail Resorts
A tent with a table and chairs set up on a grassy area with trees in the background.

8. Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills

Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills
Gilboa
€216
includes taxes & fees
21 Sept - 22 Sept
Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills
A log cabin with a porch, a staircase, and a garage.
A living room with a flat-screen TV on a wooden stand, a fireplace, a clock, and two framed artworks on the wall.
A kitchen with dark green cabinets, a tiled backsplash, a stainless steel sink, and a decorative Buddha head.
A bathroom with a white sink, a shower curtain, and a tiled wall.

9. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
€196
includes taxes & fees
15 Sept - 16 Sept
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
An indoor swimming pool area with a hot tub, seating, and a caution sign.
A modern building with large windows, a covered outdoor area with seating, and a pool.
A spacious living area with a wooden staircase, a dining area, and a kitchen in the background.
A spacious living area with a sectional sofa, a wooden coffee table, and a kitchen in the background.

10. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
€476
includes taxes & fees
28 Sept - 29 Sept
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
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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

Ramada by Wyndham Cobleskill

Ramada by Wyndham Cobleskill

10/10 Excellent
"This hotel was wonderful! It was very clean, comfortable, and the service was amazing. The staff was friendly and welcoming, and we truly enjoyed our stay. I would definitely recommend this hotel to anyone looking for a great place to stay. We would happily come back again!"
Monica 2-night trip
Posted 5 hours ago
Ramada by Wyndham Cobleskill
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"This is one of the most clean Holiday Inns I’ve ever stayed in. Was perfect for a night with my family. There were even cribs and milk available for my little one. The staff was super friendly and helpful. We will be back!"
Christina 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Quality Inn & Suites Schoharie near Howe Caverns

Quality Inn & Suites Schoharie near Howe Caverns

8/10 Good
"Room was clean and neat Staff at the front desk was friendly and helpful"
Eric 2-night trip
Posted 7 days ago
Quality Inn & Suites Schoharie near Howe Caverns
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"My wife and I booked this room last minute and we were pleasantly surprised with our stay here. The room was pretty large and had a mini refrigerator and microwave which was definitely a plus. We also enjoyed the smart TV features."
Sharon 2-night trip
Posted 7 days ago
Spark by Hilton West Coxsackie

Frequently asked questions

What are some accommodation options 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 free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Kaatskill Mountain Club & Condos by Vail Resorts: Features a children's pool, a seasonal outdoor pool and free self parking.
What is there to see and do in Preston Hollow?
Make a point to visit attractions such as Zoom Flume and Mountain Top Arboretum. During your stay, visit 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 the local weather in Preston Hollow into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Preston Hollow are January, March, December and November, with each month seeing an average of 18 cm of snowfall.