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This file focusses on roll call lists from the early 20th century, under the headmastership of Walter Lee Sargant.

This file focusses on admission prospectuses and various publications in the 1930s.

This file focusses on admission prospectuses published throughout G. Talbot Griffith's headmastership.

This photographic series focuses on the history of the chapel since the laying of the foundation stone. It documents its building and opening, services held in the Chapel and objects used in everyday services.

This file contains orders of services and programmes for the school's Carol Services over the years.

Oakham School Magazine, recording the Spring term 1922 (published in Summer term 1922). Contents: School Notes; O.T.C. Notes; The Museum; The Cross Country Steeplechases; The Dramatic Performance; Boxing; Physical Training; Lectures; The Sports; Games Fund - Balance Sheet; The Debating Society; Cricket; Correspondence. Five double-pages A to E.

Oakham School Magazine, recording the Spring term 1921 (published in Summer term 1921). Contents: School Notes; The School Museum; Debating Society; The Sports; Boxing; Lectures; Poetry; School Games Balance Sheet for 1920; Cricket; Correspondence. Five double-pages A to E.

Oakham School Magazine, recording the Winter term 1919 (published in Spring term 1920). Contents: Editorial; School Notes; O.T.C.; The Concert; Lectures; School Games Fund - Balance Sheet; The Football Season. Five double-pages A to E.

Oakham School Magazine, recording the Summer term 1916 (published in Winter term 1916). Contents: Roll of Honour; School Notes; O.T.C. Notes; Prize Day; List of Old Oakhamians serving in the War; Cricket. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1915 (published in Spring term 1916). Contents: Roll of Honour; School Notes; The Concert; School Games Fund -Balance sheet for 1915; Sieves; Murphy and his Mules; Extract from a Letter from the Front; List of Old Oakhamians serving in the War; Football. Seven double-pages A to G.