
Ossining Vacations from ₩921,800
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The Latest Ossining Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel St. James
Manhattan
Price was ₩1,243,568, price is now ₩921,800 per person
₩921,800
per person
May 16 - May 18
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (7,026 reviews)
Great location! Very quaint hotel with a historic-feel.
Reviewed on Mar 24, 2026

Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was ₩1,527,890, price is now ₩1,034,688 per person
₩1,034,688
per person
May 16 - May 18
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,931 reviews)
Very clean room, amazing staff! They were extremely polite and quick to check in! The cleaning staff was great and friendly and everyone there seemed to enjoy their jobs which makes for a great environment! Will definitely stay again, the only downside is parking which is out of their control. I highly recommend staying and getting a room with a view!
Reviewed on Mar 24, 2026

PUBLIC, an Ian Schrager hotel
Manhattan
Price was ₩1,407,502, price is now ₩1,140,131 per person
₩1,140,131
per person
May 16 - May 18
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (3,443 reviews)
Clean hotel, fantastic views
Reviewed on Mar 24, 2026

The Shelburne Sonesta New York
Manhattan
Price was ₩1,148,793, price is now ₩936,872 per person
₩936,872
per person
May 16 - May 18
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,038 reviews)
We booked the hotel for a 7 day visit. The location was amazing, especially if your trip is focused on midtown: we walked to Times Square, Bryant Park, Grand Central, Empire State... lots and lots of food options nearby and an amazing bodega right around the corner and a cozy and delicious little cafe.
Shout out to reception desk who were amazing all the time there, the doorman (he rocks), and housekeeping. Everyone was cordial, including the waiters at Take Care restaurant.
The room was ample of the 3 of us so we were grateful for that (that was one of the reasons that sold us the hotel) and there were plenty of space for our clothes and luggage.
It was also quiet: we requested a quiet room and they gave us one in the corner of the 5th floor. Amazing. It had a view to Lexington street and even so we heard nothing but the occasional door slam (nothing that bothered us) and sometimes a car below, but it was really really quiet!)
Our reservation let us choose 2 items every day from their selection, which we liked (apple juice, water bottle, chips, gatorade, etc). We were able to refill our water bottles in the fitness room every day.
The restaurant in site, Take Care, is nice and the waiter was amazing, but the pancakes were not tasty
Reviewed on Mar 24, 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 ₩272,095 per night from Apr 1 to Apr 2
₩272,095
₩303,041 total
Apr 1 - Apr 2
includes taxes & fees
8.4/10 Very Good! (120 reviews)
hotel grounds are great the rooms need an update the staff is great Margorie is a pleasure to be around the grab and go is great the gym great i did not eat there the restaurant was not open. I would go back even though it is a bit far from my office. they do clean the room every day which to me ...
Reviewed on Mar 20, 2026

Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is ₩177,320 per night from Apr 9 to Apr 10
₩177,320
₩202,811 total
Apr 9 - Apr 10
includes taxes & fees
8.2/10 Very Good! (1,619 reviews)
Nice hotel, big rooms, basic breakfast, wifi didn’t work properly.
Reviewed on Mar 25, 2026

LIV Hotel Bronx - Newly Built
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is ₩208,611 per night from Mar 26 to Mar 27
₩208,611
₩244,635 total
Mar 26 - Mar 27
includes taxes & fees
8.2/10 Very Good! (416 reviews)
First of, the parking is very limited so do not expect that you'll be able to park inside. The person at the reception was not very friendly and it was hard to understand what he was saying. The room was barely clean, we found other people's hair all the time. There was no soap dispenser in the shower, ...
Reviewed on Mar 23, 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
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 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.
