
Ossining Vacation Packages
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Your Ossining Vacation
Experience the energy and excitement of Ossining with a tailor-made Ossining vacation package. From its rich history to its spectacular views and beyond, you'll never have a boring moment in this city. Eager to explore your surroundings? Tarrytown Music Hall, Van Cortlandt Manor and Sing Sing Correctional Facility are some of the leading places to visit during a trip to Ossining. Browse Expedia's extensive range of travel options and begin planning your perfect vacation to Ossining now.
Ossining Hotel Deals

Windrose On Hudson
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is CA $228 per night from May 3 to May 4
CA $228
CA $254 total
May 3 - May 4
includes taxes & fees
8.4/10 Very Good! (123 reviews)
We decided stay at this hotel, because it is only option was. In general all good. Big parking lot, polite staff. But, room doesn't have fridge, and for my request slippers, they said, they don't have it. There are the reasons why I little bit disappointed.
Reviewed on Apr 5, 2026

Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Apr 19 to Apr 20
CA $180
CA $206 total
Apr 19 - Apr 20
includes taxes & fees
8.2/10 Very Good! (1,643 reviews)
Bed was comfortable
Reviewed on Apr 10, 2026

LIV Hotel Bronx - Newly Built
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Apr 12 to Apr 13
CA $192
CA $225 total
Apr 12 - Apr 13
includes taxes & fees
8/10 Very Good! (476 reviews)
My stay in this hotel was horrible. My room had filthy towels with pubic hair on both sides, a dirty refrigerator, and dirty bath mats.... I slept with one eye open most of the night. I showed the front desk staff the towels and pictures of the room and they did nothing to accommodate me.
Reviewed on Apr 8, 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.
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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.







