Ossining Public Library

Ossining is a town located along the Hudson River in Westchester County, New York, United States. The population was 40,061 in the 2020 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. Ossining is the location of Sing Sing maximum-security prison.

The former Washington School is located on Croton Avenue (New York State Route 133) in the village of Ossining, New York, United States. It was built in 1907 in the Beaux-Arts style, one of two in the village to use it. It was added to the National Register of Historic Places in 1987.It was built as a high school, in response to the village's rapid growth following industrialization in the early 20th century, from a design by Wilson Potter of New York City, an architect who specialized in schools. It includes what were at the time some of the most progressive and advanced features of school buildings. Its early (for a school) use of the Beaux-Arts style and placement on a rise in the land give it a monumental quality despite its relatively small size. It is no longer used as a school, and has been turned over to the village for reuse. For a time it housed a museum established by the local historical society. In 1973 it was closed by the school district as part of desegregation efforts. Since a 2009 renovation it has been home to the House of Refuge Apostolic Faith Church. It remains largely as it was originally built, with few alterations.

The Downtown Ossining Historic District is located at the central crossroads of Ossining, New York, United States, and the village's traditional business district known as the Crescent. Among its many late 19th- and early 20th-century commercial buildings are many of the village's major landmarks—three bank buildings, four churches, its village hall, former post office and high school. It was recognized as a historic district in 1989 and listed on the National Register of Historic Places, as one of the few downtowns in Westchester County with its social and historical development intact. One of its contributing properties, the First Baptist Church of Ossining, was previously listed on the Register in 1973. The Old Croton Aqueduct, a portion of which passes through the district, was listed on the Register the following year and designated a National Historic Landmark in 1992. Among the architects represented in the district are Robert W. Gibson, Isaac G. Perry and James Gamble Rogers. Ossining began developing at the crossroads in the late 18th century, and continued to prosper as industry, along with Sing Sing prison and the railroad, developed along the nearby shore of the Hudson River. It soon became Westchester's first incorporated village. The downtown area was fully developed by the mid-19th century, but two events later in the century reshaped it. The aqueduct was built through the area to carry water to New York City, requiring the demolition of some buildings. In the early 1870s several fires destroyed other buildings, thus most that remain date from that period to the early 1930s. Later in the 20th century the buildings on the south side of Main Street were demolished as part of urban renewal efforts. Some of the oldest buildings on the other side were also lost in another fire. Little has been built to replace them, and the village has only recently begun serious redevelopment efforts although the area has become home to restaurants and home-furnishings stores that cater to the area's Latin American and Portuguese immigrant populations. A comprehensive plan adopted in the early 21st century has led to new zoning for the area meant to encourage mixed-use development. An expansion of the district to include Highland Cottage and some other buildings, also called for in the plan, was granted in 2013.

Ossining is a village in Westchester County, New York, United States. The population at the 2020 United States census was 27,551, an increase from 25,060 at the 2010 census. As a village, it is located in the town of Ossining.

Ossining High School (OHS) is a comprehensive public high school located in Ossining, New York, United States, along the Hudson River in northern Westchester County, New York. Serving grades 9 through 12, it is the sole high school within the Ossining Union Free School District. The school serves the entirety of the village of Ossining, portions of the Village of Briarcliff Manor, Town of Ossining, and Town of New Castle, as well as a very small southern portion of the Town of Yorktown.Its building is a historical contributing property within the Downtown Ossining Historic District, which was added to the U.S. National Register of Historic Places in 1989.

WOSS (91.1 FM) was a radio station broadcasting a Variety format. Licensed to Ossining, New York, United States. The station was last owned by Union Free School District # 1. It’s license got cancelled on June 2, 2022.

Highland Cottage, also known as Squire House, is located on South Highland Avenue (U.S. Route 9) in Ossining, New York, United States. It was the first concrete house in Westchester County, built in the 1870s in the Gothic Revival architectural style. In 1982 it was listed on the National Register of Historic Places; almost 30 years later, it was added to the nearby Downtown Ossining Historic District as a contributing property.Built by a prominent local man with an interest in new construction techniques, it has seen several different uses over the years. It was a sanitarium in the early 20th century, then a hospital and later a restaurant. For most of that century, the Squire family ran a local business school there. Since then it has returned to residential use.

The former Brandreth Pill Factory is a historic industrial complex located on Water Street in Ossining, New York, United States. It consists of several brick buildings from the 19th century, in a variety of contemporary architectural styles. In 1980 it was listed on the National Register of Historic Places.Most of the original buildings succumbed to fire in the 1870s, but the oldest, a Greek Revival building possibly designed by Calvin Pollard in the 1830s, remains. Nearby is a corrugated iron structure that may be the earliest use of that material in Westchester County. The main building itself was one of the first to have Otis elevators installed.Benjamin Brandreth made his family's popular medicine, said to treat blood impurities, at the factory, starting in the 1830s. The factory's construction was the beginning of the industrial development of the Ossining waterfront. It continued to be used for manufacturing until the 1940s. Some of the smaller buildings remain in use today, although the former main building is vacant. The village had been considering a proposal to convert the main factory building to green housing. After a proposal to do so failed to gain approval, due in part to flooding concerns in the wake of Hurricane Sandy in 2012, the owners demolished part of the building in 2015. The village claimed it was illegal as the permit had expired; the owners claimed otherwise.

Ossining station is a commuter rail stop on the Metro-North Railroad's Hudson Line, located in Ossining, New York. It is one of two express stations on that line south of Croton–Harmon, along with Tarrytown, that serve most trains, excluding peak hour trains to/from Poughkeepsie. Trains leave for New York City every 25 to 30 minutes. It is 30.1 miles (48.4 km) from Grand Central Terminal and travel time to Grand Central is about 48 minutes. Near the station is a ferry dock which is used by the NY Waterway-operated ferry connection to Haverstraw, allowing Rockland County, New York commuters to use the Hudson Line as an alternative to the New Jersey Transit-operated lines across the Hudson River. Just south of the station is a section of track which runs through the middle of Sing Sing Correctional Facility.

The Richard Austin House is located on Croton Avenue (New York State Route 133) in the village of Ossining, New York, United States. It is a wood frame structure dating to the 1870s. In 1989 it was added to the National Register of Historic Places.At the time the house was built, Ossining was beginning its transition from a country town to a commuter suburb of New York City. The Austin House is one of the few from that period of the community's history to remain completely intact, both outside and in, although two extensions were added in the 20th century. It is currently the home of the Ossining Historical Society, which operates a museum in the building.

Dr. Holbrook's Military School was a military academy and boarding school for boys. The school was located in the town of Ossining and overlooked the Hudson River. After the 1906 annexation of Scarborough by the village of Briarcliff Manor, Holbrook's became part of the village within Ossining.The school was founded in 1864 as Mr. Tracy's School. In 1866, after David A. Holbrook purchased the school, it became known as Dr. Holbrook's Military School. The school ran until 1915, after which it was used in World War I as a field hospital and headquarters to a New York Guard regiment. From 1919 until at least 1927, the school served as the Teachers College Country Club.

Sing Sing Correctional Facility, formerly Ossining Correctional Facility, is a maximum-security prison operated by the New York State Department of Corrections and Community Supervision in the village of Ossining, New York. It is about 30 miles (48 km) north of New York City on the east bank of the Hudson River. It holds about 1,700 inmates and housed the execution chamber for the State of New York until the abolition of capital punishment in New York in 2004.The name "Sing Sing" was derived from the Sintsink Native American tribe from whom the land was purchased in 1685, and was formerly the name of the village. In 1970, the prison's name was changed to the Ossining Correctional Facility, but it reverted to its original name in 1985. There are plans to convert the original 1825 cell block into a period museum.The prison property is bisected by the Metro-North Railroad's four-track Hudson Line.