Illustration depicts Sing Sing, resembling an industrial village, in 1868 before the wall surrounded the prison. Most inmates worked in the various industrial shops or in the quarry. Stone was shipped on Hudson River barges.

Drawing depicts an inmate's first day at Sing Sing c. 1860. The inmate would assume prison garb, be drilled in marching, and assigned a cell.

NYCHS presents these text and image excerpts from Images of America: Sing Sing Prison by permission of its author Guy Cheli who retains the copyright © and reserves all rights thereunder. For more about his book, contact Arcadia Publishing at and/or Ossining Historical Society at

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