TOP Hotels with Swimming Pool in Ossining, NY for 2026

Q: What are some hotels with pools in Ossining?

Windrose On Hudson : Offers complimentary high-speed (wired) Internet access, a seasonal outdoor pool and free self parking. Armoni Inn & Suites : Hotel located near Westchester County Center. Provides complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Sonesta White Plains Downtown : Features a seasonal outdoor pool, an indoor pool and a sauna. Tarrytown House Estate : Offers 2 restaurants, an indoor pool and complimentary wireless Internet access. Hyatt Regency Greenwich : Features a snack bar/deli, a seasonal outdoor pool and free self parking.

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Our top choices for Ossining hotels with a pool

Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

₹157,160 total

includes taxes & fees

27 Jul - 28 Jul

Baymont by Wyndham White Plains - Elmsford

Elmsford

Splash into relaxation at this well-maintained indoor pool with lifeguard service and extended hours.

₹15,427 total

includes taxes & fees

5 Aug - 6 Aug

Indoor pool, open 10:00 AM to 8:00 PM, pool loungers

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hawthorne

Discover a relaxing escape with a pristine indoor pool sanctuary and poolside loungers for serene relaxation year-round.

₹11,325 total

includes taxes & fees

16 Aug - 17 Aug

Indoor pool, open 8:30 AM to 9:30 PM, pool loungers

DoubleTree by Hilton Hotel Nanuet

Nanuet

Sink into this pristine hotel's sun-lounger lined indoor pool and hot tub oasis, just moments from Rockland Lake State Park.

₹15,387 total

includes taxes & fees

16 Aug - 17 Aug

Hampton Inn Nanuet

Nanuet

Splash into family fun with an indoor pool haven that keeps kids active year-round.

₹11,852 total

includes taxes & fees

27 Jul - 28 Jul

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Hotel Nyack, a JdV by Hyatt Hotel

Nyack

Seasonal poolside bliss awaits with free cabanas, loungers, and umbrellas at this upscale retreat near Palisades Centre.

₹16,453 total

includes taxes & fees

28 Jul - 29 Jul

HYATT house White Plains

West Harrison

Swim by day, sip by night at this refreshing poolside retreat with 24-hour fitness options and dining views.

₹19,261 total

includes taxes & fees

2 Aug - 3 Aug

Residence Inn Orangeburg

Orangeburg

Swim year-round in this chic hotel's indoor sanctuary with all-day access for adults.

₹16,310 total

includes taxes & fees

13 Aug - 14 Aug

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Choose what matters most at hotels with a pool in Ossining

Breakfast included

Hot tub

Top Ossining Hotel Reviews

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent

"Would be great to have a breakfast buffet included. But overall I enjoyed my stay. Thank you"

Baymont by Wyndham White Plains - Elmsford

8/10 Good

"The location and property were wonderful. The majority of the staff were friendly and polite, but the staff behind the check in desk could really use some classes on customer service and professionalism in the hospitality sector. Over my stay I had the opportunity to speak and overhear a total of four front desk employees. Not a single smile, no welcome or good afternoon…just basically gave off the impression that they hated their job and didn’t want to be there. The staff who prepared the food for breakfast were 100% more friendly and polite. Hope the right person from corporate sees this."

Frequently asked questions

What are some hotels with pools in Ossining?

Windrose On Hudson: Offers complimentary high-speed (wired) Internet access, a seasonal outdoor pool and free self parking. Armoni Inn & Suites: Hotel located near Westchester County Center. Provides complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Sonesta White Plains Downtown: Features a seasonal outdoor pool, an indoor pool and a sauna. Tarrytown House Estate: Offers 2 restaurants, an indoor pool and complimentary wireless Internet access. Hyatt Regency Greenwich: Features a snack bar/deli, a seasonal outdoor pool and free self parking.

What is there to see and do in Ossining?

Explore places such as Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions such as Louis Engel Waterfront Park and Labyrinth.

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.

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Check availability on Ossining Hotels with Swimming Pool

Our top choices for Ossining hotels with a pool

Summer Pool Oasis Custom Bar Arcade Pool Table

Baymont by Wyndham White Plains - Elmsford