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Caleb Strong Holiday was born on August 13, 1847, in Montreal, Quebec.
He studied at McGill University (B.A.) and became a teacher. He served as a principal of Lachute Academy (1870-1874, 1875-1884) and later Huntingdon Academy.
He died on January 18, 1916, in Quebec, Canada.
Letter from C.S. Holiday to John William Dawson, written from Montreal.