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The fonds includes a portfolio of W.E.M. Holmes's drawings completed for a correspondence course in architecture (ca. 1905-ca. 1907); his business cash book (1909-1910); his insurance business day book (in partnership with William C. Young, 1912); his Masonic certificates (1921-1924); his correspondence (1925, 1954-1960); his diary (1930); his correspondence, notes, and drafts for Leaves from the Medicine Tree (1957-1960), including lists of local ranchers with their brands and lists of early members of the High River Polo Club; his sketch maps of the villages of Longview, Royalties and Cayley and rural areas indicating locations of households (1960-1961); and his receipts and invoices (1960-1963). Includes correspondence of Billy Henry (1959-1960, 1965), a portrait, and a guest book signed by his friends for his 90th, 95th, and 96th birthdays (1957-1963). Includes maps of the High River Irrigation Ditch (1895). Includes fire underwriters' report on the Town of High River (1922). Includes constitution and by-laws of the High River Pioneers' and Old Timers' Association (1932?-1960). Includes records of the Sunshine Trail Reunion Committee (1996-1998). Includes a history of the High River and District Music Festival by Einar Kumlin (ca. 1997). Includes miscellaneous collected pamphlets and news clippings. Includes photographs of the Holmes family, ranching in the Highwood district, and the town of High River.

The fonds consists of taped interviews with Billy about his ranching experiences and artist, Charles M. Russell; Billy's reminiscences about his life; extracts from the Elizabeth Motherwell articles in Canadian Cattlemen; and photographs of Charlie Millar, cowboys at George Lane's camp, and men from High River in the South African war.