
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.


The Towers at Lotte New York Palace
Manhattan
per person
10 Oct - 14 Oct
found 5 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (621 reviews)
We loved our stay at the Lotte Towers! The rooms were very spacious for our family of 4. We were provided a fridge on request. The views were amazing. The lifts were quick to get us to the 58th floor! Our rooms were serviced twice daily. Cannot fault anything at Lotte would love to return one day!!
Reviewed on 15 Apr 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 €209 per night from 19 Aug to 20 Aug
€209
19 Aug - 20 Aug
includes taxes & fees
8/10 Very Good! (7 reviews)
"Staying the historic former GE Crottonville training center. The place is amazing. It wasn’t intended to be a hotel per se. It is way, way more than that. I think it is still looking for its footing as a hotel/corporate conference training center for public, so being able to stay here feels like ..."
Reviewed on 3 Aug 2025

Armoni Inn & Suites
329 Route 303, Orangeburg, NY
The price is €69 per night from 2 Sept to 3 Sept
€69
2 Sept - 3 Sept
includes taxes & fees
6/10 (1,981 reviews)
Nice last-minute booking
"It was your basic last minute motel booking nice enough to spend the night if you have to clean rooms despite the outside of appearance, but don’t make it your first pick restaurant closed bar closed, but on the high side pool is beautiful and open and open late."
Reviewed on 28 Jul 2025

Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is €145 per night from 24 Aug to 25 Aug
€145
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,389 reviews)
"Super comfy bed breakfast was great"
Reviewed on 7 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 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.
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.