Hotels with Swimming Pool in Preston Hollow, New York

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Swimming Pool

Tonight
Nov 22 - Nov 23
Tomorrow
Nov 23 - Nov 24
Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7

Top Preston Hollow Hotels with Swimming Pool

Indoor pool
Hotel Vienna

Hotel Vienna

2.5 star property
Windham
  • Indoor pool
9.4 out of 10, Exceptional, (705)
Crystal-clear waters beckon at the indoor aquatic sanctuary, perfect for unwinding after mountain adventures. Complimentary bicycles await outside while spotless rooms offer balconies overlooking breathtaking woodland scenery and nearby ski slopes.
Hotel Vienna
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers
Red Ranch Motel

Red Ranch Motel

2.5 star property
Catskill
  • Pool loungers
7.2 out of 10, Good, (485)
Seasonal outdoor pool delivers family fun with a dedicated children's pool surrounded by comfortable sun loungers and shady umbrellas. Arcade games, playground access, and billiards provide additional entertainment at this well-maintained Hudson Valley motel.
The price is P5,656
P6,108 total
includes taxes & fees
Dec 21 - Dec 22
Red Ranch Motel
Seasonal outdoor pool
Four Seasons Motel

Four Seasons Motel

2.0 star property
Catskill
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Microwave
8.2 out of 10, Very Good, (204)
Sparkling waters welcome guests at the seasonal outdoor pool, open from May through September. Surrounded by mountains, this motel offers pristine rooms with refrigerators and microwaves, plus convenient barbecue grills and a playground for family fun.
The price is P5,884
P6,355 total
includes taxes & fees
Nov 23 - Nov 24
Four Seasons Motel
Outdoor pool
Wylder Hotel Windham

Wylder Hotel Windham

3.5 star property
Windham
  • Outdoor pool
8.8 out of 10, Excellent, (82)
Seasonal outdoor pool creates a refreshing summer sanctuary after exploring nearby mountain trails. Beyond swimming, guests enjoy complimentary bicycles, an on-site restaurant with happy hour, and cozy rooms equipped with bathrobes and modern comforts.
The price is P8,489
P12,111 total
includes taxes & fees
Nov 23 - Nov 24
Wylder Hotel Windham
In-room dining
cozy retreat with modern amenties

cozy retreat with modern amenties

2.0 star property
Delmar
  • Outdoor pool
Sparkling waters beckon in the garden-surrounded outdoor pool, creating a peaceful oasis after mountain adventures. Bicycles await exploration while outdoor furniture and gas grills invite alfresco dining at this cozy mountain retreat.
cozy retreat with modern amenties
Outdoor pool
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
Hunter
  • Outdoor pool
  • 2 hot tubs
9.2 out of 10, Wonderful, (314)
Heated pool waters invite swimmers for a refreshing mountain escape with stunning views. Beyond aquatic amenities, this hotel offers a sauna, steam room, and access to Van Winkle's restaurant serving outstanding American cuisine.
The price is P11,710
P13,944 total
includes taxes & fees
Nov 24 - Nov 25
Kaatskill Mountain Club at Hunter Mountain
Seasonal outdoor pool, pool umbrellas, sun loungers
The Colonial Motel

The Colonial Motel

2.5 star property
Grand Gorge
  • Pool loungers
9.4 out of 10, Exceptional, (403)
Surrounded by outdoor adventures from Mine Kill State Park to ski resorts, this motel offers a pristine seasonal pool complete with sun loungers and umbrellas. Clean, individually decorated rooms provide a cozy mountain retreat.
The price is P5,243
P5,767 total
includes taxes & fees
Nov 23 - Nov 24
The Colonial Motel
Outdoor pool
Moore's Motel

Moore's Motel

2.5 star property
Prattsville
  • Outdoor pool
8.6 out of 10, Excellent, (158)
Crystal-clear waters beckon at the outdoor pool, where guests relish tranquil swims amid landscaped gardens. Barbecue grills nearby create opportunities for alfresco dining, complementing this exceptionally clean, comfortable retreat.
The price is P7,061
P7,626 total
includes taxes & fees
Nov 23 - Nov 24
Moore's Motel
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

Top Preston Hollow Hotel Reviews

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"Wonderful staff! It was a pleasure."
Susan 3-night trip
Posted 5 days ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Preston Hollow?
Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. Hotel Vienna: Hotel, 13-minute walk from Hunter Mountain. Provides a sauna, an outdoor pool, and complimentary wireless internet access. Kaatskill Mountain Club at Hunter Mountain: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. Eastwind Windham: Features a children's pool, a seasonal outdoor pool, and free self parking. Holiday Inn Express Hotel & Suites West Coxsackie by IHG: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Preston Hollow?
Explore places like Hunter Mountain while you're in the area. Make a point to visit attractions like Thompsons Lake State Park Beach and Zoom Flume.
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.