Ossining Vacations from ₩1,253,674
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The Latest Ossining Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Interfaith 21
Manhattan
Save 100% on your flight
Price was ₩1,760,515, price is now ₩1,253,674 per person
₩1,253,674
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (32 reviews)
Super clean, staff was lovely and welcoming.
Reviewed on Jan 15, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
Price was ₩2,311,462, price is now ₩1,506,454 per person
₩1,506,454
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,419 reviews)
Close to EVERYTHING!! Great location. Please book with their breakfast. It’s wonderful, views great. No issues. Everyone was so knowledgeable and helpful.
Reviewed on Mar 11, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was ₩2,139,897, price is now ₩1,409,010 per person
₩1,409,010
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,923 reviews)
Always best . Clean, free breakfast, near TS
Reviewed on Mar 11, 2026
Hotel Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Save 100% on your flight
Price was ₩1,983,090, price is now ₩1,405,540 per person
₩1,405,540
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,370 reviews)
Great location. Close to excellent shopping and restaurants. Easy walk to Flatiron and Chelsea. The hotel is undergoing a renovation so make sure to ask how that might impact your experience.
Reviewed on Mar 9, 2026
East Village Hotel
Manhattan
Price was ₩1,685,098, price is now ₩1,285,073 per person
₩1,285,073
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (984 reviews)
We love the immersive experience of this hotel. We stay here every time we visit our son who lives in the neighborhood and now it feels like ours. The staff is wonderful! Some of the rooms could use some updates. It’s a really old building, so that has to be expected. We wouldn’t stay anywhere else.
Reviewed on Mar 11, 2026
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 ₩276,061 per night from Mar 13 to Mar 14
₩276,061
₩307,464 total
Mar 13 - Mar 14
includes taxes & fees
8.4/10 Very Good! (117 reviews)
Amazing staff, from front desk Nelson to the cleaning crew, everyone was amazing! Nice facilities, awesome gym, loved our stay
Reviewed on Feb 27, 2026
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is ₩191,355 per night from Mar 15 to Mar 16
₩191,355
₩218,864 total
Mar 15 - Mar 16
includes taxes & fees
8.2/10 Very Good! (1,609 reviews)
If you need a place to stay for a snow storm it works
Reviewed on Mar 11, 2026
DoubleTree by Hilton Hotel Nanuet
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is ₩160,851 per night from Mar 29 to Mar 30
₩160,851
₩187,192 total
Mar 29 - Mar 30
includes taxes & fees
9/10 Wonderful! (1,083 reviews)
A bit worn out room chair and desk area. Clean and very friendly front desk staff
Reviewed on Mar 11, 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.
Discover the most popular places to visit in Ossining
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.
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.
Kitchawan Preserve
Explore the great outdoors at Kitchawan Preserve, a lovely green space 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.
