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

Interfaith 21

2 out of 5
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 20 hours 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

The Merchant Hotel Lower East Side

The Merchant Hotel Lower East Side

3.5 out of 5
Manhattan
Save 100% on your flight
Price was ₩3,455,818, price is now ₩2,233,978 per person
₩2,233,978
per person
Apr 10 - Apr 17
found 21 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (265 reviews)
The room was clean and the location was great. There were things to do nearby but it never felt overwhelmingly busy.

Reviewed on Mar 10, 2026

East Village Hotel

East Village Hotel

3 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,741,848, price is now ₩1,885,547 per person
₩1,885,547
per person
Apr 10 - Apr 17
found 21 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (984 reviews)
It's a noisy neighborhood. The hotel kindly provides earplugs, but it's not enough to shut out the heavy street noise that continues well past midnight on weekends

Reviewed on Mar 8, 2026

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
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 20 hours 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

Hilton Garden Inn New York/West 35th Street

Hilton Garden Inn New York/West 35th Street

3 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,750,289, price is now ₩1,982,512 per person
₩1,982,512
per person
Apr 10 - Apr 17
found 21 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,084 reviews)
clean - convenient location

Reviewed on Mar 11, 2026

Find the Best Ossining Vacation Packages

Ossining Hotel Deals

Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is ₩276,061 per night from Mar 16 to Mar 17
₩276,061
₩307,464 total
Mar 16 - Mar 17
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

Windrose On Hudson
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is ₩192,641 per night from Mar 15 to Mar 16
₩192,641
₩220,335 total
Mar 15 - Mar 16
includes taxes & fees
8.2/10 Very Good! (1,606 reviews)
Clean room and very friendly staff. Setup of the hotel can be kind of confusing but overall great value for brief trips.

Reviewed on Mar 10, 2026

Baymont by Wyndham White Plains - Elmsford
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is ₩156,298 per night from Mar 29 to Mar 30
₩156,298
₩181,892 total
Mar 29 - Mar 30
includes taxes & fees
9/10 Wonderful! (1,081 reviews)
Very friendly staff. Quick and easy check in. Clean room.

Reviewed on Mar 9, 2026

DoubleTree by Hilton Hotel Nanuet
See all 1,326 properties in Ossining
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.

Sing Sing Prison Museum

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.

Thomas J. Watson Research Center

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.

Kitchawan Preserve

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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.