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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 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.

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.

Issue no.9 of 'The Problemist Supplement', November 2010, including a judges' report by Graham Lee.

A copy of The Official Chess Yearbook 2004 containing a report on the semi-finals and final of The Times Schools Chess Championship, won by Oakham School in 2003 pp.82-83.

A newspaper article reporting on a chess national final opposing Oakham School, captained by Alexander Yastrebov, and Royal Grammar School.

A newspaper article reporting on Oakham School winning against Southend School to reach the quarter finals of the 2002 National School's Chess championship.

A photocopy of an article from Chess Magazine, volume 65 reporting on the Oakham Millennium Masters, including the cover of the magazine and pp.4-6. Four pages A to D.

Two newspaper articles from the Leicester Mercury and The times reporting on Zhanna Lazhevskaya winning the first Chess Scholarship at Oakham School in 1998.

This file focusses on the planning, and various arrangements for the visit of Garry Kasparov on 6 November 1997.