Ossining Holidays
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Top Flight + Hotel Deals in Ossining
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
Price was €1,712, price is now €1,209 per person
€1,209
per person
21 Jul - 25 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,026 reviews)
Very nice location and very friendly staff, small rooms with a nice view. Buffet breakfast had a nice breakfast selection of food.
Reviewed on 30 May 2026
The Ridge Hotel
Manhattan
Price was €1,353, price is now €1,043 per person
€1,043
per person
23 Aug - 28 Aug
found 1 hour ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.2/10 Very Good! (1,135 reviews)
Nice and helpful front desk staff. Our room floor was a bit dirty but the bed and shower were clean. Great location and convenient transportation options nearby. Would stay again,
Reviewed on 24 May 2026
Candlewood Suites New York City-Times Square by IHG
Manhattan
Price was €1,428, price is now €1,108 per person
€1,108
per person
21 Jul - 25 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.6/10 Excellent! (1,924 reviews)
Ubicación. Amplitud de las habitaciones
Reviewed on 28 May 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 €157 per night from 24 Jun to 25 Jun
€157
24 Jun - 25 Jun
includes taxes & fees
8.4/10 Very Good! (157 reviews)
"Room was clean"
Reviewed on 28 May 2026
Armoni Inn & Suites
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
The price is €68 per night from 31 May to 1 Jun
€68
31 May - 1 Jun
includes taxes & fees
6/10 (2,216 reviews)
"One of the worst hotel experiences I’ve had. The hotel was extremely dirty, poorly maintained, and had a terrible smell that made the stay very uncomfortable. The room did not feel properly cleaned at all, and the overall condition was unacceptable. For the amount charged, basic cleanliness and comfort ..."
Reviewed on 28 May 2026
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is €132 per night from 31 May to 1 Jun
€132
31 May - 1 Jun
includes taxes & fees
8.4/10 Very Good! (1,696 reviews)
"🌟"
Reviewed on 29 May 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 family-friendly area's riverfront and enjoy its top-notch restaurants.
Hudson Hills Golf Course
Enjoy a round of golf in Ossining at Hudson Hills Golf Course. 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.
