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This sub-series relates to the history of the Cadets at Oakham School since 1910. The bulk of the collection is made of photographs of inspection throughout the 20th century.

This series relates to the history of Oakham School Army, Naval and Air Force contingents since 1910, and of the Boy Scouts. Most of the collection is made of photographs from the mid-20th century.

The Oakhamian Magazine, recording the Summer term 1939 (published in Winter term 1939). Contents: School News; The Library; The Museum; Quinquennial Festival - 1939; Debating Society; Music; Cricket v. Old Oakhamians; O.T.C.; Scouts; The First Six Weeks; Swimming Sports; Football; War List; O.O. News. Ten double-pages A to J.

A bound copy of several Old Oakhamian Magazines from 1980 to 1984.

This series relates to the History of Shooting at Oakham School. The collection is made of team photographs, score books and ephemera relating to successes at Bisley. The collection spans from the 1950s to 1980s.