Hotels in Ossining, New York

What's Ossining Like?

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.

Where are the Best Places to Stay in Ossining?

Below are the number of accommodations by star rating in Ossining and the surrounding area:

• • 2 5-star accommodations from USD 179 per night
• • 63 4-star accommodations from USD 99 per night
• • 98 3-star accommodations from USD 84 per night
• • 33 2-star accommodations from USD 67 per night

How to Get to Ossining

Flights to Ossining

• • White Plains, NY (HPN-Westchester County), 10.8 mi (17.4 km) from central Ossining
• • Danbury, CT (DXR-Danbury Municipal), 21.9 mi (35.2 km) from central Ossining
• • Newburgh, NY (SWF-Stewart Intl.), 25 mi (40.3 km) from central Ossining

Things to See and Do in Ossining

What to See in Ossining

• • Teatown Lake Reservation
• • Thomas J. Watson Research Center
• • Snowden Avenue Park
• • Kitchawan Preserve
• • Nelson Park

Things to Do in Ossining

• • Hudson Hills Golf Course
• • Ossining Historical Society
• • Sing Sing Prison Museum

When Is the Best Time to Visit Ossining?

• • Hottest months: July, August, June, September (average 80°F)
• • Coldest months: January, February, December, March (average 22°F)
• • Rainiest months: September, March, October, and April (average 4.52 inches of rainfall)