A wooden boardwalk winding through a forest with autumn foliage.

Hotels with Swimming Pools in Ossining

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Check availability on Ossining Hotels with Swimming Pools

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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 modern living room with a sectional sofa, a coffee table, and large windows offering a view of trees.
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 large, two-story house with a prominent front entrance, multiple windows, and a driveway.

1. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
Ossining
S$1,490
includes taxes & fees
3 Nov - 4 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table
A swimming pool with lounge chairs and a sunbed area.
A modern lounge with leather sofas, a patterned rug, and red pendant lights.
Room
A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

2. 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 Centre.
S$202
includes taxes & fees
1 Nov - 2 Nov
Hotel Nyack, a JdV by Hyatt 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.
A modern office space with two monitors, a white desk, black chairs, and a large abstract painting on the wall.
A gym with exercise equipment, large windows, and a wooden reception desk.
A Sheraton hotel with a modern facade, multiple floors, and a prominent entrance.

3. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
Tarrytown
  • Refreshing indoor pool oasis awaits, complete with a hot tub for post-adventure relaxation.
S$210
includes taxes & fees
1 Nov - 2 Nov
Sheraton Tarrytown Hotel
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.

4. 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.
S$197
includes taxes & fees
1 Nov - 2 Nov
Baymont by Wyndham White Plains - Elmsford
An indoor swimming pool with a tiled floor, a ceiling with a grid pattern, and a view of greenery outside.
A hotel room with two beds, a blue sofa, a wooden coffee table, and a painting on the wall.
A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.
A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and American flags.

5. 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.
S$239
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Indoor pool
A hotel lobby with a reception desk, seating area, and a large window allowing natural light.
A spacious lobby with a modern design, featuring a seating area with sofas and armchairs, a decorative wall panel, and a large window providing 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.

6. 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.
S$201
includes taxes & fees
27 Oct - 28 Oct
DoubleTree by Hilton Hotel Nanuet
A swimming pool with lounge chairs and umbrellas, surrounded by a fence, with a castle-like building in the background.
A spacious lobby with a staircase, seating area, and large windows offering a view of the outdoors.
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.

7. Tarrytown House Estate

Tarrytown House Estate
Tarrytown
  • Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.
S$265
includes taxes & fees
8 Nov - 9 Nov
Tarrytown House Estate
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.
An outdoor patio with tables and chairs, surrounded by large umbrellas.
A spacious corridor with stone walls, large windows, and a central chandelier.

8. 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.
S$207
includes taxes & fees
29 Oct - 30 Oct
Sleepy Hollow Hotel, a Dolce by Wyndham
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 lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.
An outdoor patio area with tables and chairs, red umbrellas, and flower planters.
A spacious lobby with a red sofa set, a fireplace, and a staircase leading to an upper level.

9. 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.
S$227
includes taxes & fees
1 Nov - 2 Nov
Hotel MTK Mount Kisco
An indoor swimming pool with clear water, large windows, and a lifeguard station.
A hotel room with a wooden desk, a green chair, a gray sofa, a kitchenette, and a door with a sign.
A hotel reception area with a wooden floor, a reception desk, and a large window with a view of the parking lot.
A hotel room with a bed, a desk, a chair, a TV, and a painting on the wall.

10. Hampton Inn Nanuet

Hampton Inn Nanuet
Nanuet
  • Splash into family fun with an indoor pool haven that keeps kids active year-round.
S$170
includes taxes & fees
1 Nov - 2 Nov
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

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good
"It was clean and conveniently located. There were stairs in the middle of the walkway that didn’t allow us to bring the cart to the room, which was annoying. Definitely ask about that if you have a lot of stuff."
destonie 2-night trip
Posted 2 hours ago
Sleepy Hollow Hotel, a Dolce by Wyndham
Amsterdam Hotel

Amsterdam Hotel

10/10 Excellent
"This is a budget hotel done right. Incredibly helpful staff (thank you Tangi!), clean and comfortable room and ample parking. I would stay here again without hesitation."
Mary 1-night trip
Posted 6 hours ago
Amsterdam Hotel
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Great spot for my business travel. Good access to Tarrytown train station to get to NYC. Rooms are clean, ample parking, great staff."
David 1-night trip
Posted 9 hours ago
Hampton Inn White Plains/Tarrytown
J House Greenwich

J House Greenwich

10/10 Excellent
"Everything was amazing!"
leslie 2-night trip
Posted 10 hours ago
J House Greenwich
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"A+"
Kanwarpreet 2-night trip
Posted 1 day ago
Overlook Lodge at Bear Mountain
Armoni Inn & Suites

Armoni Inn & Suites

8/10 Good
"Great location despite being slightly remodeled during occupancy"
Michael 7-night trip
Posted 10 days ago
Armoni Inn & Suites

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 high-speed (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 centre. 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 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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