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.

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.

An album containing photographs of the O.T.C. and C.C.F. at Oakham School. Some names are written next to the corresponding photographs. Topics include inspections, First World War Cuttings, Jubilee Parades, Armistice Day, Drums, Proclamation of King George VI, demonstrations of arms, letters and newspaper clippings.

This file focusses on photographs of various Inspections of the Cadets and contingents, as well as group photographs of full contingents since the early 20th century.

A post card showing O.T.C. cadets at Bordon camp in 1912.

A postcard of the inspection of the O.T.C. by Lord Roberts in 1912.

A photocopy of a photograph of six cadets at an O.T.C. Camp. Date is estimated between 1910 and 1913.

A post card showing O.T.C. cadets at Rugeley camp in 1914.

This sub-series relates to the Scout Group of Oakham School. The bulk of the sub-series focusses on the 1930s.

This file focusses on various photographs of Oakham School Scouts from the 1930s to 1950s.