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Ossining Hotels with Swimming Pool

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Check availability on Ossining Hotels with Swimming Pools

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Ossining Hotels with Swimming Pools

Indoor pool
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)
"Beautiful hotel, great breakfast!"
United States
Elaine
The price is RM490
RM561 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Indoor pool, open 8:30 AM to 9:30 PM, pool loungers
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1002)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is RM402
RM467 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Nanuet
Indoor pool, seasonal outdoor pool
Marriott Park Ridge

Marriott Park Ridge

3.5 star property
Park Ridge
8.8 out of 10, Excellent, (860)
"Great hotel"
United States
Christopher
The price is RM556
RM638 total
includes taxes & fees
14 Dec - 15 Dec
Marriott Park Ridge
5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

2.0 star property
Ossining
The price is RM1,747
RM3,890 total
includes taxes & fees
8 Dec - 9 Dec
Foliage at Westchester Manor - Near Sleepy Hollow
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1003)
"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 RM490
RM554 total
includes taxes & fees
7 Dec - 8 Dec
Overlook Lodge at Bear Mountain
Terrace/patio
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, (1001)
"Room was clean, staff was pleasant, hotel overall was great"
United States
Cara
The price is RM381
RM548 total
includes taxes & fees
14 Dec - 15 Dec
Hotel Nyack, a JdV by Hyatt Hotel
Indoor pool
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)
"Great experience can’t wait to come back "
United States
Marvin
The price is RM514
RM588 total
includes taxes & fees
4 Jan - 5 Jan 2026
Baymont by Wyndham White Plains - Elmsford
Indoor pool
Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG

2.5 star property
Fort Montgomery
9.2 out of 10, Wonderful, (208)
"Wonderful stay…excellent staff!"
United States
John
The price is RM458
RM518 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Express West Point by IHG
Indoor pool
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1005)
"Very clean rooms, nice courteous staff continental breakfast was great."
United States
KATHERINE
The price is RM392
RM482 total
includes taxes & fees
11 Dec - 12 Dec
Hampton Inn Harriman Woodbury
Indoor pool
Hampton Inn Paramus

Hampton Inn Paramus

2.5 star property
Paramus
9.2 out of 10, Wonderful, (966)
"Rooms were clean, great breakfast and super friendly staff! "
United States
Phaelyn
The price is RM458
RM525 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Paramus
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 Ossining Hotel Reviews

Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

10/10 Excellent
"Room was clean and spacious. Staff was helpful and friendly. "
Caitlin 1-night trip
Posted 1 day ago
Hampton Inn & Suites Yonkers - Westchester

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Frequently asked questions

What are some hotels with pools in Ossining?
Windrose On Hudson: Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Sonesta White Plains Downtown: Offers a seasonal outdoor pool, an indoor pool and a sauna. Royal Regency Hotel: Provides a snack bar/deli, a pool and free self parking. Ramada by Wyndham Bronx: Features complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions. Tarrytown House Estate: Features a sauna, an indoor pool and free self parking.
What is there to see and do in Ossining?
Surround yourself with nature at Teatown Lake Reservation and Kitchawan Preserve. 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 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 22°C. Accommodation 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 temperature is 1°C.
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. To venture out into the surrounding area, take a train from Ossining Station. Ossining might not have many public transport options, so consider renting a car to explore more.