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 ₩263,709 per night from Feb 15 to Feb 16
₩263,709
₩293,707 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 ₩229,401 per night from Feb 27 to Feb 28
₩229,401
₩311,218 total
Feb 27 - Feb 28
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 ₩149,715 per night from Feb 22 to Feb 23
₩149,715
₩174,231 total
Feb 22 - Feb 23
includes taxes & fees
8.8/10 Excellent! (1,058 reviews)
Thank you to the staff at DoubleTree in Nanuet, NY. Excellent service Clean rooms Respectful staff Great breakfast. Thank you again… 😊

Reviewed on Feb 3, 2026

DoubleTree by Hilton Hotel Nanuet
See all 1,335 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.