Ossining Vacations from ₩820,158
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The Latest Ossining Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway
Manhattan
Price was ₩1,220,918, price is now ₩820,158 per person
₩820,158
per person
Jan 1 - Jan 4
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
7/10 Good! (2,477 reviews)
Location was great but too much noise outside and I could not sleep well for that reason
Reviewed on Nov 2, 2025
Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
Price was ₩1,336,060, price is now ₩851,426 per person
₩851,426
per person
Dec 23 - Dec 25
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (3,359 reviews)
Room spotless and well maintained. Team provided friendly, competent customer service. Room was comfortable and modern and roomy enough for 3. Location, location, location! Half a block away from the red steps at Time Square, but flooded with lights.
Reviewed on Nov 5, 2025
NoMo SoHo
Manhattan
Price was ₩1,212,644, price is now ₩891,102 per person
₩891,102
per person
Jan 1 - Jan 4
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.4/10 Very Good! (1,224 reviews)
Location was perfect. Rooms were small, walls were paper thin. I could hear clear conversations from the room next to us like they were in our room. Headboard was peeling, definitely can use some renovations. Was not up to my expectations when considering the price.
Reviewed on Nov 4, 2025
Candlewood Suites New York City-Times Square by IHG
Manhattan
Price was ₩1,162,168, price is now ₩878,524 per person
₩878,524
per person
Jan 1 - Jan 4
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.4/10 Very Good! (1,559 reviews)
Staff was wonderful and helpful, room was very comfortable. I used the kitchenette and found it convenient for a longer stay. Bed was mostly okay, mattress was a little too firm for me. I would definitely stay again.
Reviewed on Nov 6, 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 ₩230,590 per night from Nov 9 to Nov 10
₩230,590
₩256,818 total
Nov 9 - Nov 10
includes taxes & fees
7.6/10 Good! (66 reviews)
Beautiful hotel and grounds! Looking forward to them continuing to add features as we were told it recently became a hotel.
Reviewed on Nov 1, 2025
DoubleTree by Hilton Stamford
1 First Stamford Pl, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is ₩199,864 per night from Nov 24 to Nov 25
₩199,864
₩229,844 total
Nov 24 - Nov 25
includes taxes & fees
7.2/10 Good! (1,016 reviews)
Very good stay
Reviewed on Oct 31, 2025
Royal Regency Hotel
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is ₩162,251 per night from Nov 23 to Nov 24
₩162,251
₩198,263 total
Nov 23 - Nov 24
includes taxes & fees
8.2/10 Very Good! (2,353 reviews)
Very nice and clean and staff is great
Reviewed on Nov 2, 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 quaint area's riverfront and enjoy its top-notch restaurants.
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