Hotels in Ossining, New York

Whether you're planning to stay for a night or a week, Ossining has accommodations to fit your needs. You can shop as many as 275 deals for Ossining accommodations on Hotels.com, some with discounts of up to 40%. We have room prices as low as 64 USD per night and here's a breakdown of hotels by star rating in Ossining as well as in the surrounding area:

• • 2 5-star hotels from 299 USD per night
• • 63 4-star hotels from 104 USD per night
• • 96 3-star hotels from 90 USD per night
• • 34 2-star hotels from 65 USD per night

Fly into White Plains, NY (HPN-Westchester County), 10.8 mi (17.4 km) from the heart of Ossining. Newburgh, NY (SWF-Stewart Intl.) is the next closest major airport, 25 mi (40.3 km) away. Ossining Station is the closest train station, located 3 mi (4.8 km) from the city center.

Fun outings can include a visit to:

• • Hudson Hills Golf Course
• • Nelson Park

Sights especially popular with families include:

• • Hudson Highlands Cruises
• • Sportime USA
• • Westchester Skating Academy
• • Manitoga The Russel Wright Design Center
• • Lower Hudson Valley Challenger Learning Center

It's notable for its parks and favorite places for nature lovers that include:

• • Teatown Lake Reservation
• • Merchants Square
• • Pleasant Square
• • Snowden Avenue Park
• • Depot Square

Some highlights of the area include:

• • Ossining Historical Society
• • Thomas J. Watson Research Center
• • Sing Sing Prison Museum

If you're starting to plan your trip, you might be wondering when's the best time to visit. Here are the seasonal norms to help you decide when to go:

Seasonal temperature averages

• • January-March: 52°F day, 21°F night
• • April-June: 80°F day, 35°F night
• • July-September: 82°F day, 49°F night
• • October-December: 67°F day, 23°F night

Seasonal rainfall averages

• • January-March: 11.42 inches
• • April-June: 12.80 inches
• • July-September: 12.60 inches
• • October-December: 12.72 inches