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File consists of correspondence to E.B. Walker (Ewart Buchan Walker was the father of Wentworth Dillon Walker) regarding different Appleby School issues. It includes a speech given by Rev. J.A.M. Bell to the Appleby School Fathers Association entitled "What Appleby does for a Boy", a copy of the 1938 Appleby School Prospectus brochure, and the June 1922 Appleby School Prize List.

Fonds consists of four series; education of Wentworth’s schooldays at Appleby, Old Boys’ Association, correspondence and the Walker Family series, which consist of family heritage pieces related to Appleby College. Of note is a child’s table and chair set that was made by Appleby’s founder and Wentworth’s uncle, John Guest.