Ossining Holidays
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Ossining Holiday
Our pick of the best Ossining Hotel Deals
Windrose On Hudson
1 Shady Lane Farm Road, Ossining, NY
Fully refundableReserve now, pay when you stay
The price is NZ$366 per night from 9 Nov to 10 Nov
NZ$366
9 Nov - 10 Nov
includes taxes & fees
7.8/10 Good! (43 reviews)
"This hotel is out dated and so so."
Reviewed on 12 Oct 2025
Armoni Inn & Suites
329 Route 303, Orangeburg, NY
Fully refundableReserve now, pay when you stay
6/10 (2,105 reviews)
Nice hotel with big rooms
"We're staying in the hotel for one night with our friends. We're going to say that it is long time we didn't see so good hotel for so low price. Recommended."
Reviewed on 12 Oct 2025
Royal Regency Hotel
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is NZ$234 per night from 26 Oct to 27 Oct
NZ$234
26 Oct - 27 Oct
includes taxes & fees
8.2/10 Very Good! (2,319 reviews)
"Staff was pleasant. Room was clean."
Reviewed on 12 Oct 2025
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.
Discover the most popular places to visit in Ossining
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 quaint area's riverfront and enjoy 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.
