Diana Drew was a teenager when she began attending the Grosvenor School of Modern Art, probably before 1929, where she was a student of Iain Macnab and Claude Flight. Her exhibit in the First Exhibition of British Lino-Cuts, London 4-27 July 1929, was specifically singled out by the critic of The Spectator as of interest. The daughter of a wealthy manufacturer, John Drew, in Burnley, Diana never married. Little is known of her further career. She died at the family home in Westmoreland.

Her sister Pamela also attended the Grosvenor School.