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In 1868 Woolley was one of the photographers appointed to cover the Hobart Town visit of the Duke of Edinburgh.
Grenfell medal winner
School of Design Most Meritorious Drawing
School of Design Black and White Drawing by an Amateur
School of Design Most Meritorious Drawing by a Pupil
School of Design Best Chalk Drawing
Old Parliament House, Canberra December 1993 to January 1994
Prize for his drawing of the Cascades, Hobart Town Academy
Also 1995