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Hotels with Swimming Pools in Preston Hollow

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Check availability on Preston Hollow Hotels with Swimming Pools

Our top choices for Preston Hollow hotels with a pool

Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (830 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is S$208
includes taxes & fees
9 Aug - 10 Aug
Hotel Vienna
Seasonal outdoor pool, pool umbrellas, pool loungers

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (457 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is S$123
includes taxes & fees
27 Jul - 28 Jul
The Colonial Motel
Seasonal outdoor pool

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (358 reviews)
  • cleanliness
    Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is S$225
includes taxes & fees
26 Jul - 27 Jul
The Winwood Condominiums
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (174 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is S$167
includes taxes & fees
27 Jul - 28 Jul
Moore's Motel
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (105 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is S$384
includes taxes & fees
18 Aug - 19 Aug
Wylder Hotel Windham
Outdoor pool

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, (389 reviews)
  • cleanliness
    Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
The price is S$319
includes taxes & fees
18 Aug - 19 Aug
Kaatskill Mountain Club & Condos by Vail Resorts
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, pool loungers

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (512 reviews)
  • cleanliness
    Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
The price is S$179
includes taxes & fees
27 Jul - 28 Jul
Red Ranch Motel
Seasonal outdoor pool

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very good, (215 reviews)
  • cleanliness
    Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
The price is S$139
includes taxes & fees
26 Jul - 27 Jul
Four Seasons Motel
Reception

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
  • cleanliness
    Dive into this mountain chalet's refreshing outdoor pool, surrounded by a garden paradise for a truly rejuvenating escape.
The price is S$370
includes taxes & fees
22 Jul - 23 Jul
cozy retreat with modern amenties
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

Ramada by Wyndham Cobleskill

Ramada by Wyndham Cobleskill

8/10 Good
"This hotel has been renovated since my last visit. Clean and open front desk, well stocked continental breakfast, clean gym - didnt get to use the pool (pool wasn’t finished with renovations yet) Quiet setting, Room was clean, A/C worked great, beautiful clean carpet throughout and it smelled clean as well. Staff was super friendly and helpful. Rates were extremely reasonable. Definitely booking again next time I need a room."
Michelle 1-night trip
Posted 1 hour ago
Ramada by Wyndham Cobleskill

Frequently asked questions

What are some accommodation options with pools in Preston Hollow?
Hunter Lodge, a Bluebird by Lark: Hotel, 1-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool and a sauna. Ramada by Wyndham Cobleskill: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool and free self parking. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool and complimentary bicycles. Kaatskill Mountain Club & Condos by Vail Resorts: Hotel located near Hunter Mountain. Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Hotel Vienna: Offers 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 Irish Cultural Center. During your stay, visit sights such as Rensselaerville Town Hall, Durham Center Museum and Windham Country Club.
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.

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