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Item consists of the W.R. Wright Memorial Challenge Cup for tennis. Front of trophy reads: Appleby School logo / W. H. Wright, Memorial / Challenge Cup. Back of trophy reads: Presented by / Mrs. H.P. Wright / March, 1918.

Given in memory of William "Billy" Richard Wright who was the second Appleby Old Boy to give his life during the Great War. Billy was an original student at Appleby and Head Prefect in his final year. He died on May 13, 1917 at the age of 19.

First name inscribed on trophy reads: "1922 P.R.S. walsham (S) - from School House. According to the December 1918 Argus yearbook, the first winner of the trophy was C.E.N. Kaulbach.

Items include two photographs of a gymnastic display from 1914 or 1915.

Item consists of a black and white photograph of a large group of Appleby School students on the Appleby Dramatic Club stage.
Top row L-R: Gillespie, Brown, Lazier, Patterson, Cavalry, Breckenridge, Coren.
2nd row L-R: Burnham, Wright, Crawley, Christy, Osborne, Ambrosi, Kingsmill, Campell, Alexander, Haas, Heaton, Adami, King
3rd row L-R: Ambrose, Bethune, Northey, Webster, Osborne, Gill, Adamson, Carruthers, Wadsworth
4rth row L-R: Ross, Mclean, Webster, Sommerville, Osler, Kennedy

Item consists of a black and white photograph of the Appleby School rugby team for 1913.
Back row L-R: Lazier, Wright, Cohen, Strathy, McLean, MacDonald, Mr. Blythe, Gillespie, Massey, Gillespie, Harlan, MacDonald, Crowley.
Front row L-R: McLaren, Breckenridge, Haas, Patterson, Christie