16. Christopher Street (IRT) Station

newgate prison terra cotta christopher street sheridan square subway station

The Christopher Street Subway Station depicts the first prison that was “up the river.” It was the first prison complex in New York State. Newgate was not its official name, but it was referred to colloquially after the prison of the same name in London. In contrast to its predecessor, Newgate was influenced by the ideals of social reformers, who turned it into a house of corrections. It stood there from 1796 to 1829, when the City sold the land and relocated the prison to Sing Sing. The street grid has since been extended and the shoreline further filled in. Originally, the penitentiary had its own wharf.

Check out our previous coverage of 14 other former prisons in New York City.