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Check availability on Ossining Hotels with Pool

Tonight
27 Feb - 28 Feb
Tomorrow
28 Feb - 1 Mar
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Ossining hotels with a pool

Villa | 5 bedrooms

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is ฿9,977
฿26,619 total
includes taxes & fees
15 Mar - 16 Mar
NEW 45 Wolden Rd Ossining NY 10562
Seasonal outdoor pool

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
The price is ฿3,698
฿4,183 total
includes taxes & fees
1 Mar - 2 Mar
Overlook Lodge at Bear Mountain
Outdoor pool

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, (329 reviews)
  • cleanliness
    Seasonal splash paradise with a refreshing outdoor pool and fitness centre creates an invigorating summer escape in Danbury.
The price is ฿3,704
฿4,259 total
includes taxes & fees
29 Mar - 30 Mar
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Land view from property

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (822 reviews)
  • cleanliness
    Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas.
The price is ฿4,021
฿4,358 total
includes taxes & fees
3 Mar - 4 Mar
Heidi's Inn
Seasonal outdoor pool

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1,152 reviews)
  • cleanliness
    Serene seasonal pool retreat beckons with refreshing dips and resort-like relaxation in a beautiful, quiet setting.
The price is ฿3,143
฿3,614 total
includes taxes & fees
1 Mar - 2 Mar
Ethan Allen Hotel
Indoor pool

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,063 reviews)
  • cleanliness
    Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.
The price is ฿3,287
฿4,047 total
includes taxes & fees
9 Mar - 10 Mar
Hampton Inn Harriman Woodbury
Indoor pool, seasonal outdoor pool

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.
The price is ฿3,856
฿5,187 total
includes taxes & fees
24 Mar - 25 Mar
Tarrytown House Estate
Seasonal outdoor pool, open 11:00 AM to 8:00 PM, pool loungers

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Dive into a seasonal pool oasis in Mount Kisco, where sun loungers invite relaxation just minutes from the airport.
The price is ฿4,306
฿4,925 total
includes taxes & fees
8 Mar - 9 Mar
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.
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Choose what matters most at hotels with a pool in Ossining

Breakfast included
Hot tub

Top Ossining Hotel Reviews

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"Clean comfortable room"
Kathleen 2-night trip
Posted 4 days ago
DoubleTree by Hilton Hotel Nanuet

Frequently asked questions

What are some hotels with pools in Ossining?
Windrose On Hudson: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Baymont by Wyndham White Plains - Elmsford: Provides a snack bar/deli, a pool and free self parking. DoubleTree by Hilton Hotel Nanuet: Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. LIV Hotel Bronx - Newly Built: Offers a seasonal outdoor pool, an indoor pool and a sauna. Royal Regency Hotel: Provides complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions.
What is there to see and do in Ossining?
Surround yourself with nature at Teatown Lake Reservation and Kitchawan Preserve. Discover sights such as Sing Sing Prison Museum, Sing Sing Correctional Facility and Thomas J. Watson Research Center during your stay.
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.