The Best Hotels with a Pool in Ossining, NY from ₩200,869 in 2026

Q: What are some hotels with pools in Ossining?

Windrose On Hudson : Offers complimentary wired internet access, a seasonal outdoor pool, and free self parking. Armoni Inn & Suites : Hotel located near Westchester County Center. Provides daily, an indoor pool, and complimentary wired internet access. Baymont by Wyndham White Plains - Elmsford : Hotel located near Westchester County Center. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. LIV Hotel Bronx - Newly Built : Provides 2 restaurants, an indoor pool, and complimentary wireless internet access. Royal Hotel Bronx : Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

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Our top choices for Ossining hotels with a pool

Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

₩2,498,393 total

includes taxes & fees

Jun 23 - Jun 24

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Danbury

Seasonal splash paradise with a refreshing outdoor pool and fitness center creates an invigorating summer escape in Danbury.

₩219,123 total

includes taxes & fees

May 31 - Jun 1

Overlook Lodge at Bear Mountain

Bear Mountain

Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.

₩313,050 total

includes taxes & fees

Jun 1 - Jun 2

Ethan Allen Hotel

Danbury

Serene seasonal pool retreat beckons with refreshing dips and resort-like relaxation in a beautiful, quiet setting.

₩200,869 total

includes taxes & fees

May 31 - Jun 1

Heidi's Inn

Brewster

Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas.

₩238,971 total

includes taxes & fees

Jun 7 - Jun 8

Hampton Inn Harriman Woodbury

Central Valley

Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.

₩234,603 total

includes taxes & fees

Jun 14 - Jun 15

Seasonal outdoor pool, open 11:00 AM to 8:00 PM, sun loungers

Hotel MTK Mount Kisco

Mount Kisco

Dive into a seasonal pool oasis in Mount Kisco, where sun loungers invite relaxation just minutes from the airport.

₩266,834 total

includes taxes & fees

Jun 30 - Jul 1

Indoor pool, open 8:30 AM to 9:30 PM, sun 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.

₩232,054 total

includes taxes & fees

Jun 7 - Jun 8

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Choose what matters most at hotels with a pool in Ossining

Breakfast included

Hot tub

Top Ossining Hotel Reviews

Tarrytown House Estate

10/10 Excellent

"Beautiful place to stay and just a quick uber ride to charming downtown."

La Quinta Inn & Suites by Wyndham Stamford / New York City

2/10 Terrible

"The problem was with the hotel policy of cancelling multi-day reservations because we didn't arrive on the first day. They said we needed to contact them, but these reservations were pre-paid. We had to pay again when we arrived, so we cut our trip short to just one day. We lost the money we paid for the other two days because of the cancellation."

Armoni Inn & Suites

2/10 Terrible

"One of the worst hotel experiences I’ve had. The hotel was extremely dirty, poorly maintained, and had a terrible smell that made the stay very uncomfortable. The room did not feel properly cleaned at all, and the overall condition was unacceptable. For the amount charged, basic cleanliness and comfort should be expected, but this place failed badly. Sleeping here was uncomfortable, and the environment felt unpleasant from start to finish. I would not stay here again and would not recommend this hotel to anyone unless serious improvements are made."

Frequently asked questions

What are some hotels with pools in Ossining?

Windrose On Hudson: Offers complimentary wired internet access, a seasonal outdoor pool, and free self parking. Armoni Inn & Suites: Hotel located near Westchester County Center. Provides daily, an indoor pool, and complimentary wired internet access. Baymont by Wyndham White Plains - Elmsford: Hotel located near Westchester County Center. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. LIV Hotel Bronx - Newly Built: Provides 2 restaurants, an indoor pool, and complimentary wireless internet access. Royal Hotel Bronx: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

What is there to see and do in Ossining?

Make a point to visit attractions like Teatown Lake Reservation and Labyrinth. Discover sights such as Sing Sing Correctional Facility, Thomas J. Watson Research Center, and Travelers Rest 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.

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Check availability on Ossining Hotels with a Pool

Our top choices for Ossining hotels with a pool

Summer Pool Oasis Custom Bar Arcade Pool Table