
Ossining Holidays
Photo by Linda Zanetti
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Ossining
Price found within the past 48 hours. Click for updated prices.

Hotel Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Price was €1,654, price is now €925 per person
€925
per person
30 Oct - 4 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.6/10 Excellent! (1,083 reviews)
Excellent location and great staff
Reviewed on 26 Aug 2025

Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
Price was €2,620, price is now €1,399 per person
€1,399
per person
18 Oct - 24 Oct
found 17 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
It was a very smooth experience. Checkin and checkout.
Very good grab and go options luggage storage service helped us a lot.
The staff were very helpful and accommodating. They were also open for a last minute change to reservation.
The rooms are very good and pretty new.
Spacious for where we are talking about.
Reviewed on 26 Aug 2025


Lotte New York Palace
Manhattan
Price was €2,371, price is now €1,330 per person
€1,330
per person
9 Oct - 14 Oct
found 24 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,589 reviews)
Facilities are great. Room was excellent. Food was very good.
Reviewed on 25 Aug 2025

Hotel 32 32
Manhattan
Save 100% on your flight
Price was €1,884, price is now €1,080 per person
€1,080
per person
18 Oct - 24 Oct
found 17 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (2,142 reviews)
This hotel offers some rooms with a kitchen so you can prepare your own meals if, like me, you prefer to keep your costs low by eating in instead of out. The room I had was perfect for that. Check-in was easy and quick; and the location was quite convenient for me.
Reviewed on 25 Aug 2025
Top hotels in Ossining

Windrose On Hudson
1 Old Albany Post Rd, Ossining, NY
Fully refundableReserve now, pay when you stay
The price is €210 per night from 28 Aug to 29 Aug
€210
28 Aug - 29 Aug
includes taxes & fees
8.2/10 Very Good! (9 reviews)
"Only one night so did not use the amenities. The refrigerator in the room died in the night so lost my leftovers. The room was clean and the staff was helpful. The shower function was strange. I would stay there again."
Reviewed on 12 Aug 2025

Hampton Inn White Plains/Tarrytown
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is €134 per night from 14 Sept to 15 Sept
€134
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (1,131 reviews)
Good hotel but rude guests
"The staff were very nice and helpful. The room could do with a refresh but was clean and comfortable. The noise from the roads outside was loud making sleep harder. The dog barking on one side and the constant arguing on the other side didn't help. More soundproofing would be nice. Breakfast and ..."
Reviewed on 22 Aug 2025

Royal Regency Hotel
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is €118 per night from 1 Sept to 2 Sept
€118
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (2,222 reviews)
"Was very clean a"
Reviewed on 24 Aug 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.
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 quaint 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.
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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.