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Find Hotels with a Pool in Ossining, NY

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Our top choices for Ossining hotels with a pool

1. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

A backyard with a swimming pool, lounge chairs, a brick wall, and a wooden deck.

Location: Ossining
Guest rating: 8.8/10 (Excellent, 10 reviews)
Price: $746 nightly, $763 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Ossining hotels with a pool

2. Summer Pool Oasis Custom Bar Arcade Pool Table

A swimming pool with lounge chairs and a wooden deck, surrounded by trees and a building with a sloped roof.

Location: Ossining
Price: $916 nightly, $1,020 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Ossining hotels with a pool

3. Hotel Nyack, a JdV by Hyatt Hotel

A swimming pool with lounge chairs and a sunbed area.

Location: Nyack
Guest rating: 8.6/10 (Excellent, 1334 reviews)
Price: $140 nightly, $160 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Ossining hotels with a pool

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

4. Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

An indoor swimming pool with a tiled floor, a ceiling with a grid pattern, and a view of greenery outside.

Location: Hawthorne
Guest rating: 9/10 (Wonderful, 1003 reviews)
Price: $126 nightly, $144 total, Dec 13 - Dec 14, Total with taxes and fees, for Our top choices for Ossining hotels with a pool

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

5. Sheraton Tarrytown Hotel

An indoor swimming pool with a 3 feet 10 inches deep sign, surrounded by a white tiled area, benches, and a glass door leading to another room.

Location: Tarrytown
Guest rating: 8.4/10 (Very good, 1004 reviews)
Price: $135 nightly, $155 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Ossining hotels with a pool

Refreshing indoor pool oasis awaits, complete with a hot tub for post-adventure relaxation.

6. DoubleTree by Hilton Hotel Nanuet

An indoor swimming pool with clear water, sunroof, and lounge chairs.

Location: Nanuet
Guest rating: 9/10 (Wonderful, 1188 reviews)
Price: $127 nightly (Sink into this pristine hotel's sun-lounger lined indoor pool and hot tub oasis, just moments from Rockland Lake State Park.), $147 total, Dec 13 - Dec 14, Total with taxes and fees, for Our top choices for Ossining hotels with a pool

7. Baymont by Wyndham White Plains - Elmsford

An indoor swimming pool with a glass ceiling, clear signage indicating depth, and lounge chairs along the sides.

Location: Elmsford
Guest rating: 8.2/10 (Very good, 1903 reviews)
Price: $139 nightly, $159 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Ossining hotels with a pool

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

8. Sleepy Hollow Hotel, a Dolce by Wyndham

An indoor swimming pool with a wooden ceiling and brick walls.

Location: Tarrytown
Guest rating: 7/10 (Good, 1011 reviews)
Price: $133 nightly, $152 total, Dec 8 - Dec 9, Total with taxes and fees, for Our top choices for Ossining hotels with a pool

Slip into serenity at this tranquil indoor pool retreat with sun loungers for post-adventure relaxation.

9. Tarrytown House Estate

A swimming pool with lounge chairs and umbrellas, surrounded by a fence, with a castle-like building in the background.

Location: Tarrytown
Guest rating: 8.2/10 (Very good, 1437 reviews)
Price: $198 nightly, $227 total, Nov 19 - Nov 20, Total with taxes and fees, for Our top choices for Ossining hotels with a pool

Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.

10. Hotel MTK Mount Kisco

A swimming pool with a clear blue water, surrounded by lounge chairs and umbrellas, and a building with a modern design in the background.

Location: Mount Kisco
Guest rating: 8.6/10 (Excellent, 1001 reviews)
Price: $139 nightly, $159 total, Dec 6 - Dec 7, Total with taxes and fees, for Our top choices for Ossining hotels with a pool

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

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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Choose what matters most at hotels with a pool in Ossining

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top Ossining Hotel Reviews

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Address: 20 Saw Mill River Rd., Hawthorne, NY, 10532, US
Location: Hawthorne
Star rating: 2.5/5
Guest rating: 9/10 (1003 reviews)
Review: The room was very clean and the hotel itself looked very clean. Beds were comfortable and the room was very spacious. I would definitely recommend this hotel to anyone staying in this area., by Lorena, December 27, 2023, rated 10/10 Excellent

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

An indoor swimming pool with clear depth markers, lounge chairs, and safety signs.

Location: Peekskill
Review: Very nice lodging across the street from a riverside park and walking trail., by David Allen, May 5, 2023, rated 10/10 Excellent

Baymont by Wyndham White Plains - Elmsford

Address: 540 Saw Mill River Rd, Elmsford, NY, 10523, US
Location: Elmsford
Star rating: 2.5/5
Guest rating: 8.2/10 (1903 reviews)
Review: Liked that it offered complimentary breakfast. Very convienient when you aren't familiar with an area., by Norma Jean, November 19, 2023, rated 10/10 Excellent

Hotel Nyack, a JdV by Hyatt Hotel

Address: 400 High Avenue, Nyack, NY, 10960, US
Location: Nyack
Star rating: 4/5
Guest rating: 8.6/10 (1334 reviews)
Review: Great spot to stay and then half hour into the city. Right off the exit and easy back to the highway. Only stayed for a few hours but place looks great with a nice pool and restaurant. Very cool, looks like an old warehouse. Will definitely be back!, by JASON, June 24, 2024, rated 10/10 Excellent

DoubleTree by Hilton Hotel Nanuet

Address: 425 E Route 59, Nanuet, NY, 10954, US
Location: Nanuet
Star rating: 4/5
Guest rating: 9/10 (1188 reviews)
Review: Beautiful hotel., by Brenda, November 26, 2024, rated 10/10 Excellent

Element by Marriott Spring Valley

A large indoor swimming pool with clear glass walls, multiple lounge chairs, and ceiling lights.

Location: Spring Valley
Review: Great say!, by Jasmine, April 23, 2024, rated 10/10 Excellent

Sheraton Tarrytown Hotel

Address: 600 White Plains Rd, Tarrytown, NY, 10591, US
Location: Tarrytown
Star rating: 3.5/5
Guest rating: 8.4/10 (1004 reviews)
Review: I highly enjoyed my experience/ stay at this hotel. I would highly recommend and can’t wait wait to visit again soon. A great location, nice big clean hotel, nice room. Overall great value for your money ✅, by Jason, December 9, 2024, rated 10/10 Excellent

Hotel MTK Mount Kisco

Address: 1 Pat Reilly Way, Mount Kisco, NY, 10549, US
Location: Mount Kisco
Star rating: 3/5
Guest rating: 8.6/10 (1001 reviews)
Review: Overall our stay at MTK was very positive. Generally staff was responsive and friendly but not our experience in the restaurant. Service person barely greeted us, sat looking at his phone, apparently not checking on our food for which we waited a very long time. He made it quite clear that he did not enjoy his job and did not want to be there. However, we definitely would stay at MTK again without hesitation., by Shirley, August 8, 2022, rated 10/10 Excellent

The Abbey Inn & Spa

A stone building with a tower, surrounded by a garden with large rocks and various plants.

Location: Peekskill
Review: Very nice hotel although immediate hotel surroundings not that attractive., by Ralph, November 9, 2024, rated 10/10 Excellent

Residence Inn Orangeburg

An indoor swimming pool with a 'NO DIVING' sign, lounge chairs, and a lifeguard chair.

Location: Orangeburg
Review: Very clean, comfortable, quiet and well equipped., by Kim, February 15, 2023, rated 10/10 Excellent

Hampton Inn Nanuet

An indoor swimming pool with clear water, large windows, and a lifeguard station.

Location: Nanuet
Review: Big windows !, by Cynthia, February 24, 2024, rated 10/10 Excellent

Tarrytown House Estate

Address: 49 E Sunnyside Lane, Tarrytown, NY, 10591, US
Location: Tarrytown
Star rating: 3.5/5
Guest rating: 8.2/10 (1437 reviews)
Review: Scenic and tranquil., by James, October 29, 2024, rated 10/10 Excellent

The Opus Westchester, Autograph Collection

An indoor swimming pool with multiple lounge chairs and a skylight.

Location: White Plains
Review: I have stayed at the Rirz Carlton in White Plains several times and it is the best short get away. The rooms are beautiful, and very high end., by Anonymous traveler, June 19, 2017, rated 10/10 Excellent

Sonesta White Plains Downtown

An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area.

Location: White Plains
Review: Great stay thanks. Didn't really want the $20 a dollar "benefit" of unlimited water/tea/coffee; like how much are we seriously drinking??, by Amy, May 13, 2025, rated 10/10 Excellent

Hampton Inn Paramus

A swimming pool with a blue ceiling, green chairs, and a lifeguard stand.

Location: Paramus
Review: The staff at the front desk had little to any customer service skills sadly they were too busy talking amoungst themselves. The hotel had a pool and the path from the pool to anywhere in the lobby was completely wet., by Veronica, July 22, 2019, rated 10/10 Excellent

Hampton Inn & Suites Yonkers - Westchester

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, and large windows offering views of the outdoors.

Location: Northeast Yonkers
Review: Everything about this hotel was great: check-in was easy, the room was clean and spacious, and most importantly, the staff was really friendly and helpful. An example: I asked one of the women who was keeping things clean in the breakfast are what the flavor of the two muffins were. (Did I mention that there was a full breakfast?) A few minutes after answering, she came back to tell me that they also had blueberry in the back, if I was interested. Above and beyond!, by Susan, December 5, 2023, rated 10/10 Excellent

HYATT house White Plains

A swimming pool with lounge chairs and umbrellas, surrounded by a brick building with multiple windows.

Location: West Harrison
Review: No response, by James, July 4, 2025, rated 10/10 Excellent

Marriott Park Ridge

An indoor swimming pool with lounge chairs and a staircase.

Location: Park Ridge
Review: Excellent, by vincent a, August 29, 2021, rated 10/10 Excellent

Frequently Asked Questions

What are some hotels with pools in Ossining?

Windrose On Hudson: Offers a seasonal outdoor pool, an indoor pool, and a sauna. Tarrytown House Estate: Provides complimentary wired internet access, a seasonal outdoor pool, and free self parking. Armoni Inn & Suites: 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: Features 2 restaurants, an indoor pool, and complimentary wireless internet access. Royal Regency Hotel: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli.

What is there to see and do in Ossining?

Explore places like Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions like 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 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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