
Ossining Holidays from £717
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Your Ossining Holiday
Experience the energy and excitement of Ossining with a tailor-made Ossining holiday 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 holiday to Ossining now.
Top Ossining Flight + Hotel Deals

Tarrytown House Estate on the Hudson
Reviewed on 4 Jul 2025


NobleDEN Hotel
Reviewed on 2 Jul 2025


Loews Regency New York Hotel
Reviewed on 29 Jun 2025
Ossining Essential Information
Language | English |
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Currency | U.S dollars |
Closest Airport | LaGuardia Airport (LGA) |
Population | 25,400 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Bear Mountain State Park, Franklin D. Roosevelt State Park and Paramount Hudson Valley Theatre |
Top hotels in Ossining

Reviewed on 4 Jul 2025

Reviewed on 3 Jul 2025

Reviewed on 1 Jul 2025
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.