Search Hotels with Pool in Preston Hollow

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 Pool

Our top choices for Preston Hollow hotels with a pool

Indoor pool
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
7.8 out of 10, Good, (78)
"Great staff "
United States
John
The price is Rp1.451.531
Rp1.567.653 total
includes taxes & fees
28 Dec - 29 Dec
Spark by Hilton West Coxsackie
Seasonal outdoor pool
Four Seasons Motel

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.2 out of 10, Very good, (204)
"Very cute and cozy little motel. They put a lot of effort into cleaning and decorating each room. "
United States
Wayne
The price is Rp1.664.600
Rp1.797.768 total
includes taxes & fees
17 Dec - 18 Dec
Four Seasons Motel
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, pool loungers
Red Ranch Motel

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (486)
"The accommodations are pleasant, though the mattresses are quite firm, offering a sleeping experience reminiscent of a traditional box spring."
United States
Thoa
The price is Rp1.602.032
Rp1.730.035 total
includes taxes & fees
14 Jan - 15 Jan 2026
Red Ranch Motel
Indoor pool
Hotel Vienna

Hotel Vienna

Hotel Vienna
2.5 star property
Windham
9.4 out of 10, Exceptional, (720)
"Great place to stay with family room it's very clear 👌"
United States
jaisson
Hotel Vienna
Outdoor pool
Kaatskill Mountain Club & Condos by Vail Resorts

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, (320)
"Beautiful resort. "
United States
Kelly
The price is Rp3.289.764
Rp3.917.491 total
includes taxes & fees
17 Dec - 18 Dec
Kaatskill Mountain Club & Condos by Vail Resorts
In-room dining
cozy retreat with modern amenties

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is Rp3.621.337
Rp5.159.428 total
includes taxes & fees
1 Jan - 2 Jan 2026
cozy retreat with modern amenties
Seasonal outdoor pool, pool umbrellas, pool loungers
The Colonial Motel

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (406)
"Comfortable, quiet and good value vs other options in the region. "
United States
Karl
The price is Rp1.483.159
Rp1.631.308 total
includes taxes & fees
17 Dec - 18 Dec
The Colonial Motel
Outdoor pool
Moore's Motel

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (158)
"Stay here every time we are in the area. And its always a great stay and a good time down the street at the prattsville tavern. Moores is excellent"
United States
John
The price is Rp1.997.520
Rp2.157.322 total
includes taxes & fees
21 Dec - 22 Dec
Moore's Motel
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (344)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is Rp2.830.652
Rp3.057.038 total
includes taxes & fees
17 Dec - 18 Dec
Winwood Condominiums by Windham Mountain Club
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

Explore a world of travel with Expedia

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. Offers daily, an indoor pool and free self parking. Hotel Vienna: Hotel, 13-minute walk from Hunter Mountain. Provides 2 hot tubs, an outdoor pool and a sauna. Kaatskill Mountain Club at Hunter Mountain: Hotel located near Windham Mountain Resort. Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Holiday Inn Express Hotel & Suites West Coxsackie by IHG: Offers daily, an indoor pool and free self parking. Eastwind Windham: 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 such as Hunter Mountain while you're in the area. Make a point to visit attractions such as Thompsons Lake State Park Beach and Zoom Flume.
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.