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Hotels with Swimming Pool in Ossining, New York

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Check availability on Ossining Hotels with Swimming Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Ossining hotels with a pool

A swimming pool with lounge chairs and a wooden deck, surrounded by trees and a building with a sloped roof.
A traditional Tudor-style house with a spacious front yard, a stone wall, and a well-maintained garden.
A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.
A modern living room with a sectional sofa, a coffee table, and large windows offering a view of trees.

1. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
Ossining
P31,109
P64,546 total
includes taxes & fees
Nov 4 - Nov 5
Summer Pool Oasis Custom Bar Arcade Pool Table
An indoor swimming pool with a tiled floor, a ceiling with a grid pattern, and a view of greenery outside.
A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and American flags.
A hotel room with two beds, a blue sofa, a wooden coffee table, and a painting on the wall.
A modern breakfast bar with a variety of food options, including cereal and hot food. There are signs indicating breakfast and hot food availability.

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

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.
P8,137
P9,306 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
An indoor swimming pool with a glass ceiling, clear signage indicating depth, and lounge chairs along the sides.
A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.
A hotel room with a large bed, a desk, and a chair. There is a window with curtains and a wall with a geometric patterned design.
A hotel corridor with a patterned carpet, a railing, and a reception desk with a glass partition.

3. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
Elmsford
  • Splash into relaxation at this well-maintained indoor pool with lifeguard service and extended hours.
P8,686
P9,934 total
includes taxes & fees
Nov 1 - Nov 2
Baymont by Wyndham White Plains - Elmsford
A swimming pool with lounge chairs and a sunbed area.
A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.
A modern lounge with leather sofas, a patterned rug, and red pendant lights.
A modern building with a glass facade, a red door, and a staircase leading to the entrance.

4. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
Nyack
  • Seasonal poolside bliss awaits with free cabanas, loungers, and umbrellas at this upscale retreat near Palisades Center.
P6,686
P9,356 total
includes taxes & fees
Nov 17 - Nov 18
Hotel Nyack, a JdV by Hyatt Hotel
An indoor swimming pool with a wooden ceiling and brick walls.
A spacious room with a stone fireplace, white sofas, and a large window offering a view of the outdoors.
A modern building with a stone facade and wooden beams, surrounded by a well-maintained lawn and trees.
An outdoor patio with tables and chairs, surrounded by large umbrellas.

5. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
Tarrytown
  • Slip into serenity at this tranquil indoor pool retreat with sun loungers for post-adventure relaxation.
P9,026
P10,324 total
includes taxes & fees
Nov 1 - Nov 2
Sleepy Hollow Hotel, a Dolce by Wyndham
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.
A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.
A gym with exercise equipment, large windows, and a wooden reception desk.
A modern office space with two monitors, a white desk, black chairs, and a large abstract painting on the wall.

6. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
Tarrytown
  • Refreshing indoor pool oasis awaits, complete with a hot tub for post-adventure relaxation.
P9,032
P10,331 total
includes taxes & fees
Nov 1 - Nov 2
Sheraton Tarrytown Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by a fence, with a castle-like building in the background.
A large, historic building with a red roof, surrounded by a well-maintained garden with statues and flower beds.
A large building with a white facade and columns, surrounded by a lawn with outdoor seating and string lights.
A historic stone building with a turret, arched entrance, and a covered patio area.

7. Tarrytown House Estate

Tarrytown House Estate
Tarrytown
  • Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.
P10,029
P13,048 total
includes taxes & fees
Nov 8 - Nov 9
Tarrytown House Estate
A swimming pool with a clear blue water, surrounded by lounge chairs and umbrellas, and a building with a modern design in the background.
A spacious restaurant with high tables and stools, a bar area, and a television screen displaying a sports game.
A spacious lobby with a red sofa set, a fireplace, and a staircase leading to an upper level.
A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.

8. Hotel MTK Mount Kisco

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.
P9,258
P10,589 total
includes taxes & fees
Nov 16 - Nov 17
Hotel MTK Mount Kisco
Indoor pool
A modern building with large glass windows, a brick facade, and a curved section.
A hotel lobby with a reception desk, seating area, and a large window allowing natural light.
A hotel room with a large bed, a bedside table with a lamp, a TV, and a bathroom with a mirror and sink.

9. DoubleTree by Hilton Hotel Nanuet

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.
P8,512
P9,906 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Hotel Nanuet
An indoor swimming pool with clear water, large windows, and a lifeguard station.
A hotel room with a bed, a desk, a chair, a TV, and a painting on the wall.
A hotel room with a wooden desk, a green chair, a gray sofa, a kitchenette, and a door with a sign.
A modern hotel lobby with a long communal table, seating area, and a kitchenette.

10. Hampton Inn Nanuet

Hampton Inn Nanuet
Nanuet
  • Splash into family fun with an indoor pool haven that keeps kids active year-round.
P7,695
P8,955 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn Nanuet
View all properties

Choose what matters most at hotels with a pool in Ossining

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Ossining Hotel Reviews

Sonesta White Plains Downtown

Sonesta White Plains Downtown

10/10 Excellent
"I've stayed at very nice sonesta hotel outside the USA, it was a pleasure staying at this one with the same feel.I would definitely recommend to anyone."
DARREN 1-night trip
Posted 1 hour ago
Sonesta White Plains Downtown
Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"Property has everything you could want including a movie theater! Beautiful hotel!"
Linda 2-night trip
Posted 15 hours ago
Hyatt Regency Greenwich
J House Greenwich

J House Greenwich

10/10 Excellent
"Very quaint, clean hotel with nice coffee shop and restaurant"
Mary 2-night trip
Posted 22 hours ago
J House Greenwich
The Stamford Hotel

The Stamford Hotel

10/10 Excellent
"Very clean, very good service!"
Eliana 1-night trip
Posted 1 day ago
The Stamford Hotel
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"It was a very scenic area and the hotel was really clean and comfortable. Lots a things to do in the area."
Danielle 1-night trip
Posted 2 days ago
Overlook Lodge at Bear Mountain
Westchester Marriott

Westchester Marriott

8/10 Good
"C"
Prashant 1-night trip
Posted 2 days ago
Westchester Marriott

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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