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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

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (899 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is €124
includes taxes & fees
2 Nov - 3 Nov
Hotel Vienna
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

2. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (134 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is €192
includes taxes & fees
30 Oct - 31 Oct
Wylder Hotel Windham
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.

3. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (372 reviews)
  • cleanliness
    Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is €164
includes taxes & fees
3 Nov - 4 Nov
The Winwood Condominiums
A swimming pool with a fenced deck, lounge chairs, and umbrellas.

4. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (501 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is €88
includes taxes & fees
1 Nov - 2 Nov
The Colonial Motel
A swimming pool with lounge chairs and potted plants.

5. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (183 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is €116
includes taxes & fees
30 Oct - 31 Oct
Moore's Motel
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

6. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (443 reviews)
  • cleanliness
    Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
The price is €182
includes taxes & fees
22 Nov - 23 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with lounge chairs and umbrellas.

7. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
2.5 star property
Round Top
9.0 out of 10, Wonderful, (102 reviews)
The price is €211
includes taxes & fees
30 Oct - 31 Oct
Crystal Brook Resort & Mountain Brauhaus
A motel with a swimming pool, picnic tables, and a playground.

8. Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very good, (225 reviews)
  • cleanliness
    Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
The price is €97
includes taxes & fees
1 Nov - 2 Nov
Four Seasons Motel
A swimming pool with lounge chairs and a red building in the background.

9. Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (551 reviews)
  • cleanliness
    Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
The price is €114
includes taxes & fees
1 Nov - 2 Nov
Red Ranch Motel
A log cabin with a porch, a staircase, and a garage.

10. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.4 out of 10, Exceptional, (37 reviews)
The price is €216
includes taxes & fees
30 Oct - 31 Oct
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
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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Choose what matters most at hotels with a pool in Preston Hollow

Breakfast included
4 stars

Top Preston Hollow Hotel Reviews

Hotel Vienna

Hotel Vienna

8/10 Good
"Breakfast room needs to more spacious and good handle electrical devices like , micro oven , toaster , .. that would be more efficient for the environment. Thank you"
Salma 2-night trip
Posted 5 hours ago
Hotel Vienna

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 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 such as Zoom Flume and Irish Cultural Center. 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.