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 focusses on Chess International tournaments at Oakham School and School teams competing in National Championships. A large sub-series relates to Garry Kasparov visiting the School in 1997.

This file contain various photographs of chess tournaments and events in the late 1980s and early 1990s.

This file contains photographs and negatives of a chess event in the Barraclough Dining Hall in 1992.

This sub-series focusses on tournaments held at Oakham School, in particular reports on games and results.

A bulletin of the 1984 Oakham School International Chess Tournament sponsored by the Jerwood Foundation. Contents: Foreword by David Jarrett; Full List of Competitors; Games; Final Scores; Progressive Scores.

A bulletin of the 1986 Oakham School International Chess Tournament sponsored by the Jerwood Foundation. Contents: Foreword by David Jarrett; Full List of Competitors; Games; Final Scores; Progressive Scores.

This sub-series focusses on press cuttings, magazines and other publications reporting on chess tournaments at Oakham School, on Oakham School Chess team competing in National Championships, and the development of chess at Oakham School.

A photocopy of an article from The British Chess Magazine, volume 121 reporting on the Oakham Masters, including the cover of the magazine and pp.229-239. Seven pages A to G.

A photocopy of a news paper article from The Rutland Times reporting on the European Chess finals to be held at Oakham School.