Bailey's mother, Ann Drummond McEwan, was Scottish by birth while his father, Thomas Bailey, was from Yorkshire, England. Married in 1860 in South Africa, Thomas and Ann Bailey had four children, Mary, Abraham, Susannah and Alice, before Ann Bailey's premature death in 1872, when young Abe was only seven years old. Abe Bailey was sent to England to be educated, first at Keighley and later at Clewer House.
