A wooden boardwalk winding through a forest with autumn foliage.

Ossining Hotel with Pool

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Check availability on Ossining Hotel with Pool

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for Ossining hotels with a pool

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)
The price is HK$6,274
HK$10,474 total
includes taxes & fees
7 Jul - 8 Jul
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
5 bedrooms

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is HK$8,322
HK$13,054 total
includes taxes & fees
14 Jul - 15 Jul
Summer Pool Oasis Custom Bar Arcade Pool Table
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 HK$1,325
HK$1,632 total
includes taxes & fees
12 Jul - 13 Jul
Overlook Lodge at Bear Mountain
Land view from property

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (864 reviews)
  • cleanliness
    Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas.
The price is HK$1,158
HK$1,255 total
includes taxes & fees
5 Jul - 6 Jul
Heidi's Inn
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, (391 reviews)
  • cleanliness
    Seasonal splash paradise with a refreshing outdoor pool and fitness centre creates an invigorating summer escape in Danbury.
The price is HK$957
HK$1,100 total
includes taxes & fees
19 Jul - 20 Jul
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Indoor pool, seasonal outdoor pool

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,138 reviews)
  • cleanliness
    Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.
The price is HK$970
HK$1,395 total
includes taxes & fees
2 Aug - 3 Aug
Tarrytown House Estate
Seasonal outdoor pool

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very good, (1,280 reviews)
  • cleanliness
    Serene seasonal pool retreat beckons with refreshing dips and resort-like relaxation in a beautiful, quiet setting.
The price is HK$911
HK$1,047 total
includes taxes & fees
5 Jul - 6 Jul
Ethan Allen Hotel
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, (1,003 reviews)
  • cleanliness
    Dive into a seasonal pool oasis in Mount Kisco, where sun loungers invite relaxation just minutes from the airport.
The price is HK$1,151
HK$1,317 total
includes taxes & fees
2 Aug - 3 Aug
Hotel MTK Mount Kisco
Indoor pool

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,121 reviews)
  • cleanliness
    Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.
The price is HK$1,090
HK$1,342 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn Harriman Woodbury
Indoor pool, open 9:00 AM to 11:00 AM, pool loungers

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
3.5 star property
Tarrytown
7.0 out of 10, Good, (1,002 reviews)
  • cleanliness
    Slip into serenity at this tranquil indoor pool retreat with sun loungers for post-adventure relaxation.
The price is HK$1,179
HK$1,348 total
includes taxes & fees
7 Jul - 8 Jul
Sleepy Hollow Hotel, a Dolce by Wyndham
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

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

8/10 Good
"Slightly outdated and in need of a refresh but very clean and the staff were very helpful. Breakfast had a great offering including gluten free options! Parking was charged at $15 per night."
Hannah 1-night trip
Posted 2 hours ago
Hampton Inn & Suites Yonkers

Frequently asked questions

What are some hotels with pools in Ossining?
Windrose On Hudson: Offers 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. Hampton Inn White Plains/Tarrytown: Offers a seasonal outdoor pool, an indoor pool and a sauna. Sonesta White Plains Downtown: Features 2 restaurants, an indoor pool and complimentary wireless Internet access. Tarrytown House Estate: Provides a snack bar/deli, a seasonal outdoor pool and free self parking.
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 Depot Square 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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