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Ossining Hotel with Pool

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Check availability on Ossining Hotel with Pool

Our top choices for Ossining hotels with a pool

5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow
2.0 star property
Ossining
The price is HK$3,330
HK$7,386 total
includes taxes & fees
11 Dec - 12 Dec
Foliage at Westchester Manor - Near Sleepy Hollow
Indoor pool, open 8:30 AM to 9:30 PM, pool loungers
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
8.8 out of 10, Excellent, (1014)
"Great staff, clean and the pool was awesome! "
Canada
Aleah
The price is HK$759
HK$884 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Nanuet
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1000)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is HK$768
HK$869 total
includes taxes & fees
16 Dec - 17 Dec
Overlook Lodge at Bear Mountain
Terrace/patio
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
Nyack
8.6 out of 10, Excellent, (1002)
"Room was clean, staff was pleasant, hotel overall was great"
United States
Cara
The price is HK$787
HK$1,111 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel Nyack, a JdV by Hyatt Hotel
Seasonal outdoor pool
Ethan Allen Hotel

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1077)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel
Indoor pool
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1003)
"Very clean rooms, nice courteous staff continental breakfast was great."
United States
KATHERINE
The price is HK$803
HK$989 total
includes taxes & fees
16 Dec - 17 Dec
Hampton Inn Harriman Woodbury
Outdoor pool
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

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, (294)
"My husband and I stayed here and the room was very clean and comfortable and everyone that worked here was very friendly. "
United States
Morgan
The price is HK$918
HK$1,056 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Indoor pool
Hampton Inn Paramus

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (971)
"Rooms were clean, great breakfast and super friendly staff! "
United States
Phaelyn
The price is HK$887
HK$1,017 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Paramus
Pool
Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1417)
"Amazing hotel, felt safe for my family and I. Will recommend. "
United States
Brittney
The price is HK$865
HK$992 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Mahwah
Seasonal outdoor pool, open 8:00 AM to 9:00 PM, free pool cabanas
Heidi's Inn

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (807)
"The inn is absolutely charming! Great staff, clean room and the breakfast buffet was great. We will be returning next year! "
United States
SUSAN
The price is HK$856
HK$928 total
includes taxes & fees
21 Dec - 22 Dec
Heidi's Inn
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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Top Ossining Hotel Reviews

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

10/10 Excellent
"Plenty of dining options and shopping nearby. Very friendly staff. Clean facility."
Armando 1-night trip
Posted 20 hours ago
Hyatt Place New York/Yonkers

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Frequently asked questions

What are some hotels with pools in Ossining?
Windrose On Hudson: Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Sonesta White Plains Downtown: Offers a seasonal outdoor pool, an indoor pool and a sauna. Royal Regency Hotel: Provides a snack bar/deli, a pool and free self parking. Ramada by Wyndham Bronx: Features complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions. Tarrytown House Estate: Features a sauna, an indoor pool and free self parking.
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 Correctional Facility, Thomas J. Watson Research Center and Sing Sing Prison Museum 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.