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This series focuses on the Junior House/Chapmans pupils and staff since its opening in 1910. It first comprised the Junior Department with facilities for boys boarders and classrooms. The house was renamed Chapmans in September 1960, after Frank Emerson Chapman, first Housemaster of the Junior House; it became a Senior House. Most of the series is made of photographs, house photographs as well as more informal photographs.

A photograph of Oakham School cadets being inspected on Doncaster Close. The photograph was taken by Photo-Reportage Ltd and the number of print is stamped on the back: 157510.

A photograph of Oakham School cadets being inspected on Doncaster Close. The photograph was taken by Photo-Reportage Ltd and the number of print is stamped on the back: 157509.

Photographs in black and white of pupils during a CCF inspection; marching, military drills

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.