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A photograph of the Day boys in Sargants House in the academic year 2000-2001 under the Housemaster Mark Durose. Names of pupils and staff are written below the photograph.

A photograph of the Day boys in Sargants House in the academic year 1999-2000 under the Housemaster Peter Weight. Names of pupils and staff are written below the photograph.

A collection which charts the various societies and activities available to pupils at Oakham School. Documents include photographic records and correspondence for different societies. Topics include chess, CCF/OTC, scouts, Duke of Edinburgh Award, Oligoi , Exploratory Society, and trips and expeditions.

The multiple series contain administrative documents for the various societies and certain series, such as Duke of Edinburgh Award and CCF/OTC have excellent photographic record of formal or informal events.

There is a particularly detailed series on Chess and the event of Gary Kasparov's visit to the school.

There is a good collection of shooting medals and trophies, kindly donated by Henry Blagg.