Photo by Linda Zanetti

Hotels in Ossining

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Check prices for these dates

Tonight
Jun 15 - Jun 16
Tomorrow
Jun 16 - Jun 17
Next weekend
Jun 20 - Jun 22
In two weeks
Jun 27 - Jun 29

Where to stay in Ossining?

Windrose On Hudson
Lobby

Windrose On Hudson

2.0 star property
$249 nightly
The price is $277
Jun 17 - Jun 18
Total includes taxes and fees
Windrose On Hudson
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

Lovely spot in Westchester, NY

Teatown Lake Reservation

Explore the great outdoors at Teatown Lake Reservation, a lovely green space in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

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Teatown Lake Reservation

Learn more about Ossining

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

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

Frequently asked questions

What accommodations do travelers recommend in Ossining?
Guests like Baymont by Wyndham White Plains - Elmsford, Armoni Inn & Suites and Hampton Inn White Plains/Tarrytown.
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 6 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.

Find out more about Ossining

Find out more about Ossining

If you're looking to discover somewhere new, look no further than Ossining. Whether you're planning to stay for a night or for the week, the area around Ossining has accommodations to fit every need. Search for hotels in Ossining with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Ossining hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Ossining hotel deals are here with our lowest price guarantee.