©

Ossining trip planner

Create a fully customized
day-by-day itinerary for free

Itinerary Planner
+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close

Ossining

(55+ reviews from 2 attractions)
Wildlife Areas Golf
Ossining is a town in Westchester County, New York, United States. The population was 37,674 at the 2010 census. It contains two villages, the Village of Ossining and part of Briarcliff Manor, the rest of which is located in the Town of Mount Pleasant. It is the location of Sing Sing maximum-security prison.GeographyAccording to the United States Census Bureau, the town has a total area of 15.6 square miles (40.4 km²), of which 11.7 square miles (30.3 km²) is land and 3.9 square miles (10.1 km²) (25.06%) is water.Ossining is bounded to the west by the Hudson River and to the north by the Croton River.HistoryFrederick Philipse bought the area which presently constitutes the Town of Ossining from the Sint Sinck Indians in 1685. The Sint Sinck are members of the Matinecock (Algonquin) tribe, who originally resided in the area of Cow Neck Peninsula on Long Island, New York. His Manor extended from Spuyten Duyvil Creek on the border between present day Manhattan and the Bronx to the Croton River. The last Lord of the Manor, Frederick Philipse III, was a Loyalist in the American Revolutionary War who fled to England, so the State of New York confiscated the manor in 1779.
Add Ossining and other destinations in United States to your travel itinerary using our United States itinerary builder.
Source
Create a full itinerary — for free!

Plan your trip to Ossining

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Where to stay in Ossining

Browse hundreds of hotels and read guest reviews on the world's leading online travel agency website.
CHECK IN - CHECK OUT
Millions of travel reviews
on TripAdvisor

Extend your holiday

Visit top cities near Ossining:
Historic sites, parks
Visit for: 4 daysStart a plan »
Nature, nightlife
Visit for: 2 daysStart a plan »
Nightlife, outdoors, museums
Visit for: 2 daysStart a plan »
Nightlife, fun & games
Visit for: 1 dayStart a plan »
Historic sites
Visit for: 4 daysStart a plan »

Recently planned trips to Westchester County

2 days in Sleepy Hollow BY A USER FROM UNITED STATES July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 1 day in Yorktown Heights BY A USER FROM UNITED STATES July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 1 day in Rye BY A USER FROM UNITED STATES May, teens, popular PREFERENCES: May, teens ATTRACTION STYLE: Popular PACE: Medium 13 days in United States & Canada BY A USER FROM UNITED STATES July, relaxing, historic sites, museums, popular PREFERENCES: July, relaxing, historic sites, museums ATTRACTION STYLE: Popular PACE: Medium 1 day in Peekskill BY A USER FROM UNITED STATES June, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Medium 1 day in Sleepy Hollow BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, romantic, historic sites, museums, popular PREFERENCES: May, culture, outdoors, relaxing, romantic, historic sites, museums ATTRACTION STYLE: Popular PACE: Medium 1 day in Irvington BY A USER FROM UNITED STATES July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 2 days in Yonkers BY A USER FROM UNITED STATES July, teens, kids, popular & hidden gems PREFERENCES: July, teens, kids ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in United States BY A USER FROM UNITED STATES June, culture, outdoors, romantic, historic sites, museums, popular PREFERENCES: June, culture, outdoors, romantic, historic sites, museums ATTRACTION STYLE: Popular PACE: Medium 32 days in Hudson River Valley BY A USER FROM UNITED STATES May, popular PREFERENCES: May ATTRACTION STYLE: Popular PACE: Medium 4 days in South Salem BY A USER FROM UNITED KINGDOM June, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Medium 2 days in Tarrytown BY A USER FROM UNITED STATES July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium
View more plans