Find Hotels with a Pool in Ossining, NY

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Our top choices for Ossining hotels with a pool

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

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
9.2 out of 10, Wonderful, (7 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
The price is AED 2,938
AED 4,983 total
includes taxes & fees
13 May - 14 May
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Westchester Summer Pool Pet Friendly Events Games

Westchester Summer Pool Pet Friendly Events Games
2.0 star property
Ossining
The price is AED 3,797
AED 6,063 total
includes taxes & fees
13 May - 14 May
Westchester Summer Pool Pet Friendly Events Games

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,011 reviews)
  • cleanliness
    Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
"The swimming pool was clean and so great!"
United States
Maria
The price is AED 447
AED 551 total
includes taxes & fees
12 May - 13 May
Overlook Lodge at Bear Mountain

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (836 reviews)
  • cleanliness
    Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas.
"The pool area is great, the staff friendly, the continental breakfast satisfying."
United States
Monique
The price is AED 542
AED 588 total
includes taxes & fees
12 May - 13 May
Heidi's Inn

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,212 reviews)
  • cleanliness
    Serene seasonal pool retreat beckons with refreshing dips and resort-like relaxation in a beautiful, quiet setting.
"Pool was lovely, although a little deep for young kiddies."
Australia
Phil
The price is AED 392
AED 451 total
includes taxes & fees
25 May - 26 May
Ethan Allen Hotel

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

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (362 reviews)
  • cleanliness
    Seasonal splash paradise with a refreshing outdoor pool and fitness center creates an invigorating summer escape in Danbury.
"Clean, modern, friendly staff, and a nice little outdoor pool."
United States
Anonymous traveler
The price is AED 496
AED 570 total
includes taxes & fees
25 May - 26 May
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,108 reviews)
  • cleanliness
    Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.
"we had a blast at the indoor pool"
United States
Chun
The price is AED 509
AED 627 total
includes taxes & fees
1 Jun - 2 Jun
Hampton Inn Harriman Woodbury

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is AED 496
AED 1,011 total
includes taxes & fees
12 May - 13 May
Charming 1-bedroom apartment in Carmel with WiFi, AC

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,071 reviews)
  • cleanliness
    Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.
"the indoor pool was great"
United States
Humberto
The price is AED 496
AED 660 total
includes taxes & fees
17 May - 18 May
Tarrytown House Estate

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Dive into a seasonal pool oasis in Mount Kisco, where sun loungers invite relaxation just minutes from the airport.
"No complaints everything was fine enjoy the pool and breakfast very friendly reception"
United States
Francine
The price is AED 524
AED 599 total
includes taxes & fees
25 May - 26 May
Hotel MTK Mount Kisco
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.

Choose what matters most at hotels with a pool in Ossining

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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: Offers 2 restaurants, an indoor pool, and complimentary wireless internet access. Royal Regency Hotel: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. LIV Hotel Bronx - Newly Built: Features complimentary wired internet access, a seasonal outdoor pool, and free self parking. Hyatt Regency Greenwich: Offers continental, an indoor 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, Travelers Rest, and Ossining Historical Society 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.