"a girl can't go to Sing Sing with a green face"
Old cell block, Sing Sing Prison 1938
Public DomainOld cell block, Sing Sing Prison 1938 - Credit: Library of Congress Prints and Photographs Division

Sing Sing is a maximum security prison in Ossining, New York,  about 30 miles north of New York City on the banks of the Hudson River.

It derives its name from the Native American Sinck Sinck tribe, from whom the land on which it stands was purchased in 1685. It currently houses about 1,700 prisoners.

The expression "being sent up the river" - a euphemism for being sent to prison - has its origins in the trip prisoners from New York City made to Sing Sing, up the Hudson River.