Ossining Vacations

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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 ₩260,069 per night from Feb 15 to Feb 16
₩260,069
₩289,653 total
Feb 15 - Feb 16
includes taxes & fees
8.2/10 Very Good! (109 reviews)
Staff were very pleasant.

Reviewed on Jan 26, 2026

Windrose On Hudson
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is ₩219,338 per night from Mar 1 to Mar 2
₩219,338
₩299,034 total
Mar 1 - Mar 2
includes taxes & fees
8.6/10 Excellent! (1,260 reviews)
Very nice room, comfortable bed, spacious and clean. The staff was very friendly and helpful. The food was excellent. I would stay here again.

Reviewed on Jan 30, 2026

Sonesta White Plains Downtown
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 ₩147,649 per night from Feb 22 to Feb 23
₩147,649
₩171,827 total
Feb 22 - Feb 23
includes taxes & fees
8.8/10 Excellent! (1,053 reviews)
Hotel was great. Staff excellent, very clean. Very nice lounge area. The only drawback is the Lounge / Restaurant is closed from 10am to 5pm so the is no lunch service if needed. That is supposed to be corrected with the new restaurant being built. Would highly recommend

Reviewed on Jan 29, 2026

DoubleTree by Hilton Hotel Nanuet
See all 1,320 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

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 family-friendly area, or check out its top-notch restaurants.

Thomas J. Watson Research Center

Sing Sing Prison Museum

You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

Sing Sing Prison Museum

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.