Benchley's immigrant ancestor was William Benchley, who had settled in Rhode Island from Wales. By the 1840s, Benchley's family had relocated from Smithfield, Rhode Island to Worcester, Massachusetts. He married Julia Ann Goddard and they had two sons, Charles and Julian. Benchley became active with regional politics, helping found the Republican Party during the 1850s. He also served in the Massachusetts Senate from Worcester, and was elected as Lieutenant Governor of Massachusetts during the mid-1850s.[1]
After Julia's death in 1854, Benchley arranged for relatives to care for his sons and went to Texas to oppose slavery. He was arrested and jailed in Houston for helping manage an Underground Railroad station.[1] This was after the Fugitive Slave Law of 1850 was passed, which increased penalties for anti-slavery activism. He died in Houston in 1867 after the Civil War ended.
Billy Altman, Laughter's Gentle Soul: The Life of Robert Benchley. (New York City: W. W. Norton, 1997. ISBN0-393-03833-5).
Norris W. Yates, Robert Benchley. (New York City, Twayne Publishers, 1968.).
Roger D. Joslyn, "The Benchley-Bensley Family", New England Historical and Genealogical Register. Vol. CXLII No. 565-567 (January, April 1988, July 1988).