Woolsey Rogers Hopkins was born on July 14, 1816, in Livingston County, New York. He attended Hobart College in the 1830s, and he earned a living as a civil engineer. He received a commission as a captain in the Quartermaster’s Department during the Civil War. He was promoted to lieutenant colonel on January 1, 1863, and he mustered out on May 31, 1866.
He married Fanny S. Woolsey on July 29, 1861, and they had at least two children: Woolsey, born around 1868; and Sheldon, born around 1871. They lived in East Orange, New Jersey, and Hopkins worked as a civil engineer. They eventually moved to Stamford, Connecticut. They travelled abroad in 1893, and his passport application described him as 5 feet, 9 inches tall, with “partly gray” hair and blue eyes. He died in Stamford on January 13, 1909.