Default HTG hotel image

Find Hotels with a Pool in Preston Hollow, NY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Preston Hollow Hotels with a Pool

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

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, (834 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is ₩182,433
₩222,235 total
includes taxes & fees
Aug 5 - Aug 6
Hotel Vienna
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 ₩175,080
₩189,086 total
includes taxes & fees
Jul 28 - Jul 29
Moore's Motel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (462 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is ₩129,997
₩142,982 total
includes taxes & fees
Jul 29 - Jul 30
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 splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is ₩235,176
₩253,997 total
includes taxes & fees
Jul 28 - Jul 29
The Winwood Condominiums
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, (400 reviews)
  • cleanliness
    Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
The price is ₩302,827
₩360,610 total
includes taxes & fees
Aug 3 - Aug 4
Kaatskill Mountain Club & Condos by Vail Resorts
Seasonal outdoor pool

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very Good, (216 reviews)
  • cleanliness
    Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
The price is ₩145,900
₩157,572 total
includes taxes & fees
Jul 29 - Jul 30
Four Seasons Motel
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (513 reviews)
  • cleanliness
    Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
The price is ₩187,511
₩202,510 total
includes taxes & fees
Aug 10 - Aug 11
Red Ranch Motel
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (108 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is ₩354,457
₩455,763 total
includes taxes & fees
Jul 30 - Jul 31
Wylder Hotel Windham
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 ₩285,658
₩417,931 total
includes taxes & fees
Jul 28 - Jul 29
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.
View all properties

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
"N/a"
Carlos 1-night trip
Posted 11 hours ago
Ramada by Wyndham Cobleskill

Frequently asked questions

What are some accommodations 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 free self parking, a seasonal outdoor pool, and complimentary bicycles. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Hotel located near Windham Mountain Resort. Features daily, an indoor pool, and free self parking. Kaatskill Mountain Club & Condos by Vail Resorts: Offers a children's pool, a seasonal outdoor pool, and free self parking. Wylder Hotel Windham: Hotel located near Hunter Mountain. Features 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 Rensselaerville Town Hall, Durham Center Museum, and Windham Vineyards and Winery.
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.