Photo by Linda Zanetti

Hotels in Ossining

your current months are December, 2024 and January, 2025.
December 2024
January 2025

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Where to stay 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.

Top landmarks in Ossining

Learn more about Ossining

Ossining is applauded for its cultural attractions such as Sing Sing Prison Museum and Ossining Historical Society.

Sunset at the Ossining waterfront
Photo by Linda Zanetti
Open Photo by Linda Zanetti

Frequently asked questions

Can I book refundable accommodations in Ossining?
If you need the flexibility to change your plans to Ossining, most properties provide refundable* rates you can book. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay in Ossining if I want a vacation rental instead of a hotel?
Browse 7 vacation homes on our site.
What will the weather in Ossining be like during my trip?
The warmest months in Ossining are usually July and August with an average temp of 71°F. January and February are the chilliest months when the average temp is 34°F. The rainiest months are July and October.
Why should I book my Ossining accommodation with Hotels.com?
There are lots of reasons to book your Ossining trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.