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Find Hotels with a Pool in Ossining, NY

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Check availability on Ossining Hotels with a Pool

Our top choices for Ossining hotels with a pool

Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow
2.0 star property
Ossining
The price is NT$12,084
NT$28,312 total
includes taxes & fees
Jan 5 - 2026/1/6
Foliage at Westchester Manor - Near Sleepy Hollow

Marriott Park Ridge

Marriott Park Ridge
3.5 star property
Park Ridge
8.8 out of 10, Excellent, (864)
"Great hotel"
United States
Christopher
The price is NT$4,264
NT$4,888 total
includes taxes & fees
Dec 21 - Dec 22
Marriott Park Ridge

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1000)
"I highly recommend this hotel. "
United States
Leigh
The price is NT$3,753
NT$4,293 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1000)
"Great staff, clean and the pool was awesome! "
Canada
Aleah
The price is NT$3,078
NT$3,582 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree by Hilton Hotel Nanuet

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1013)
"Great stay and room was very nice"
United States
Emmanuel
The price is NT$3,078
NT$3,789 total
includes taxes & fees
Jan 11 - 2026/1/12
Hampton Inn Harriman Woodbury

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very Good, (1457)
"The rooms and the hospitality was amazing."
United States
Debra
The price is NT$3,968
NT$4,538 total
includes taxes & fees
Jan 4 - 2026/1/5
Baymont by Wyndham White Plains - Elmsford

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (973)
"Rooms were clean, great breakfast and super friendly staff! "
United States
Phaelyn
The price is NT$3,595
NT$4,121 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn Paramus

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1084)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
Nyack
8.6 out of 10, Excellent, (1003)
"Room was clean, staff was pleasant, hotel overall was great"
United States
Cara
The price is NT$4,257
NT$5,724 total
includes taxes & fees
Dec 25 - Dec 26
Hotel Nyack, a JdV by Hyatt Hotel

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1001)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is NT$3,753
NT$4,245 total
includes taxes & fees
Jan 1 - 2026/1/2
Overlook Lodge at Bear Mountain
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.

Top Ossining Hotel Reviews

Frequently asked questions

What are some hotels with pools in Ossining?
Windrose On Hudson: Offers daily, an indoor pool, and complimentary wired internet access. Baymont by Wyndham White Plains - Elmsford: Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Ramada by Wyndham Bronx: Offers a snack bar/deli, a pool, and free self parking. Sonesta White Plains Downtown: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Royal Regency Hotel: Offers complimentary wired internet access, an indoor pool, and LCD televisions.
What is there to see and do in Ossining?
Surround yourself with nature at Teatown Lake Reservation and Merchants Square. Discover sights such as Sing Sing Correctional Facility, Thomas J. Watson Research Center, and Sing Sing Prison Museum during your stay.
When is the best time to book a hotel with a pool in Ossining?
You may want to consider an accommodation with an outdoor swimming pool if you're planning to visit Ossining in the warmest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 34°F.
What's the best way to travel around Ossining?
Knowing the transportation options in Ossining can help you enjoy the area beyond your hotel pool. If you want to explore the larger area, hop on a train at Ossining Station. Ossining may not have many public transit options to choose from so consider renting a car to explore more.