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A photograph of the 1944 Rutland Assizes procession on Market Street, showing G. Talbot Griffith, Headmaster, Clerk Goddard and Sir Harry Tate, Lieutenant of Rutland. The photograph was taken by Graphic Photo Union, who own the copyright, and the reference is No. AYYY.

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.