Ossining Holidays
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Top Flight + Hotel Deals in Ossining
Price found within the past 48 hours. Click for updated prices.
Paramount Times Square – A Generator Hotel
Manhattan
Price was €983, price is now €796 per person
€796
per person
30 Mar - 4 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (1,583 reviews)
Third time staying at Paramount Times Squares, and if I am ever going back to NYC, I would stay there again. Absolutely perfect. Location is great, staff is nice and helpful, good breakfast, and good amenities. If you are looking for something luxurious, this is not it. If you are looking for something efficient, this is the place. Recommend 10/10.
Reviewed on 27 Feb 2026
Holiday Inn Express New York City Times Square by IHG
Manhattan
Price was €1,051, price is now €884 per person
€884
per person
30 Mar - 4 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (2,226 reviews)
wonderful staff wonderful breakfast
Reviewed on 26 Feb 2026
Hyatt Grand Central New York
Manhattan
Price was €1,238, price is now €1,145 per person
€1,145
per person
30 Mar - 4 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (6,333 reviews)
The room was nice and the staff was great the location was fantastic.
Reviewed on 27 Feb 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 €162 per night from 1 Mar to 2 Mar
€162
1 Mar - 2 Mar
includes taxes & fees
8.4/10 Very Good! (116 reviews)
Amazing staff, from front desk Nelson to the cleaning crew, everyone was amazing! Nice facilities, awesome gym, loved our stay
Reviewed on 27 Feb 2026
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is €126 per night from 1 Mar to 2 Mar
€126
1 Mar - 2 Mar
includes taxes & fees
8.2/10 Very Good! (1,577 reviews)
Very noisy this time. I normally enjoy it there. Teens and young kids all down the hallway running and making noise all night until early morning. This made my stay very uncomfortable.
Reviewed on 24 Feb 2026
DoubleTree by Hilton Hotel Nanuet
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is €104 per night from 22 Mar to 23 Mar
€104
22 Mar - 23 Mar
includes taxes & fees
9/10 Wonderful! (1,069 reviews)
Yes
Reviewed on 26 Feb 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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