Ossining Holidays
Photo by Linda Zanetti
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Top Flight + Hotel Deals in Ossining
Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad
Manhattan
Save 100% on your flight
Price was €982, price is now €591 per person
€591
per person
7 Mar - 10 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Check in was quick, amenities were wonderful, staff was very friendly and helpful!
Reviewed on 12 Jan 2026
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was €1,867, price is now €1,225 per person
€1,225
per person
7 Apr - 11 Apr
found 2 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,790 reviews)
Close to everything! Restaurants, shopping, time square, Madison Ave-perfect location! Clean rooms with amazing upgrades! Staff with pleasing personalities!
Reviewed on 13 Jan 2026
NobleDEN Hotel
Manhattan
Price was €1,348, price is now €891 per person
€891
per person
18 Mar - 23 Mar
found 11 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Overall a very nice place to stay. Cramped, but nothing out of the ordinary for NYC. Right in between Chinatown and Little Italy. Staff was nice, room was clean and modern.
Reviewed on 11 Jan 2026
Top hotels in Ossining
Windrose On Hudson
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is €193 per night from 27 Jan to 28 Jan
€193
27 Jan - 28 Jan
includes taxes & fees
8/10 Very Good! (107 reviews)
Great
Reviewed on 20 Dec 2025
Hampton Inn & Suites Yonkers
160 Corporate Blvd Yonkers NY
Fully refundableReserve now, pay when you stay
The price is €106 per night from 25 Jan to 26 Jan
€106
25 Jan - 26 Jan
includes taxes & fees
8.2/10 Very Good! (1,709 reviews)
Young lady was very welcoming upon arrival made us feel right at home.
Reviewed on 8 Jan 2026
Ramada by Wyndham Bronx
1000 Baychester Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is €124 per night from 25 Jan to 26 Jan
€124
25 Jan - 26 Jan
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Yes & excell parking
Reviewed on 11 Jan 2026
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.
Popular places to visit
Sing Sing Correctional Facility
After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
Sing Sing Prison Museum
You can spend time studying the exhibits at Sing Sing Prison Museum in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.
Nelson Park
Nelson Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this quaint area or visit its top-notch restaurants.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
