Ossining Vacations from ₩659,328
Book a Hotel + Flight or Car together to unlock savings
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- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Ossining Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Sheraton New York Times Square Hotel
Manhattan
Save 100% on your flight
Price was ₩1,119,700, price is now ₩659,328 per person
₩659,328
per person
Feb 13 - Feb 16
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
7.4/10 Good! (5,413 reviews)
Mattress is amazing!
Reviewed on Dec 30, 2025
INNSiDE by Meliá New York Nomad
Manhattan
Save 100% on your flight
Price was ₩1,644,884, price is now ₩845,994 per person
₩845,994
per person
Feb 13 - Feb 16
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Staff were wonderful. Hotel was a great experience
Reviewed on Dec 25, 2025
Fouquet's New York
Manhattan
Save 100% on your flight
Price was ₩3,391,052, price is now ₩1,960,280 per person
₩1,960,280
per person
Feb 13 - Feb 16
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.6/10 Exceptional! (60 reviews)
Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.
Reviewed on Oct 10, 2025
Lotte New York Palace
Manhattan
Save 100% on your flight
Price was ₩1,779,204, price is now ₩1,071,946 per person
₩1,071,946
per person
Feb 13 - Feb 16
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (1,723 reviews)
The room was dated. The shower was wonky. Fir that much money i expected better. Checkin process was a nightmare. Long long lines, took forever. Needs to be streamlined. Also the wifi should be free.
Reviewed on Dec 29, 2025
OYO Times Square
Manhattan
Save 100% on your flight
Price was ₩1,141,437, price is now ₩698,417 per person
₩698,417
per person
Feb 13 - Feb 16
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
7.2/10 Good! (1,617 reviews)
Amazing staff!! Room was chilly despite the heat being on and high, better windows definitely needed, other than this, no complaints!
Reviewed on Dec 30, 2025
Find the Best Ossining Vacation Packages
Ossining Hotel Deals
Windrose On Hudson
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is ₩239,522 per night from Jan 4 to Jan 5
₩239,522
₩266,769 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8/10 Very Good! (104 reviews)
Great
Reviewed on Dec 20, 2025
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
The price is ₩141,538 per night from Jan 22 to Jan 23
₩141,538
₩173,820 total
Jan 22 - Jan 23, 2026
includes taxes & fees
8.2/10 Very Good! (2,434 reviews)
Great service for hosting weddings and food is delicious.
Reviewed on Dec 29, 2025
Ramada by Wyndham Bronx
1000 Baychester Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is ₩178,639 per night from Jan 11 to Jan 12
₩178,639
₩209,993 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Bueno
Reviewed on Dec 26, 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
Thomas J. Watson Research Center
Learn about the local history of Ossining with a stop at Thomas J. Watson Research Center. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.
Sing Sing Prison Museum
You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
Kitchawan Preserve
Explore the great outdoors at Kitchawan Preserve, a lovely green space in Ossining. Amble around this family-friendly 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.
