Find Hotels with a Pool in Preston Hollow, NY

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Check availability on Preston Hollow Hotels with a Pool

Tonight
Dec 7 - Dec 8
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Dec 8 - Dec 9
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Top Preston Hollow Hotels with a Pool

Indoor pool
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

2.5 star property
West Coxsackie
7.6 out of 10, Good, (76)
"Great staff "
United States
John
$87 nightly
The price is $94
Dec 14 - Dec 15
Total with taxes and fees
Spark by Hilton West Coxsackie
Seasonal outdoor pool
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
$100 nightly
The price is $108
Dec 8 - Dec 9
Total with taxes and fees
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, (485)
"The accommodations are pleasant, though the mattresses are quite firm, offering a sleeping experience reminiscent of a traditional box spring."
United States
Thoa
$107 nightly
The price is $115
Dec 8 - Dec 9
Total with taxes and fees
Red Ranch Motel
In-room dining
cozy retreat with modern amenties

cozy retreat with modern amenties

2.0 star property
Delmar
$287 nightly
The price is $310
Jan 1 - Jan 2, 2026
Total with taxes and fees
cozy retreat with modern amenties
Indoor pool
Hotel Vienna

Hotel Vienna

2.5 star property
Windham
9.4 out of 10, Exceptional, (715)
"Really great spot!"
United States
Aria
$149 nightly
The price is $161
Dec 24 - Dec 25
Total with taxes and fees
Hotel Vienna
Outdoor pool
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
Hunter
9.2 out of 10, Wonderful, (318)
"Beautiful resort. "
United States
Kelly
$218 nightly
The price is $235
Dec 8 - Dec 9
Total with taxes and fees
Kaatskill Mountain Club at Hunter Mountain
Pool
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge

Hunter Highlands
9.8 out of 10, Exceptional, (6)
"Great stay! We will be back!"
United States
Michael
$198 nightly
The price is $215
Dec 10 - Dec 11
Total with taxes and fees
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Pool
Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!

Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!

Lanesville
10.0 out of 10, Exceptional, (1)
"Such a great one bedroom, ski in/out it was right on the Highlands trail. Place was newly done lots of fresh wood. The electric heater and fireplace is super cute! Nice big shower we really enjoyed it."
United States
Kristin C.
$210 nightly
The price is $228
Dec 15 - Dec 16
Total with taxes and fees
Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
Terrace/patio
Rabbit Run at Carter Bridge Estate

Rabbit Run at Carter Bridge Estate

East Durham
10.0 out of 10, Exceptional, (1)
"Brand new! Renovated house. Great set up. We had to vacuum up a bunch of dead bugs around the house, but other than that we had a great time. About 30 mins to Hudson. Kids loved the playground, hot tub, and paddle boat. "
United States
david m.
$740 nightly
The price is $799
Dec 10 - Dec 11
Total with taxes and fees
Rabbit Run at Carter Bridge Estate
Seasonal outdoor pool
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
$179 nightly
The price is $193
Dec 8 - Dec 9
Total with taxes and fees
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.
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Top Preston Hollow Hotel Reviews

Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY

10/10 Excellent
"Location "
Steven 1-night trip
Posted 3 days ago
Super 8 by Wyndham Cobleskill NY

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 2 hot tubs, an outdoor pool, and a sauna. 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: Provides daily, an indoor pool, and free self parking. Holiday Inn Express Hotel & Suites West Coxsackie by IHG: Offers a children's pool, a seasonal outdoor pool, and free self parking.
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.

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