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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.

A brochure advertising the International Chess Tournament at Oakham School, including a programme of the event, a map of campus, and photographs of previous competitions.

This sub-series focusses on photographs of various Chess tournaments and other events held at Oakham School.

A copy of The Official Chess Yearbook 2002 containing a report on the semi-finals and final of The Times Schools Chess Championship, won by Oakham School in 2001 pp.80-81.

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

Issue no.9 of Chess Monthly, volume 63, including an article on Nicholas Pert at the World Junior Championships in 1998 pp.37-40.

A letter from Richard A. Furness enclosing a copy of the Dutch magazine 'New In Chess' no.5, 1990, containing an account of the Oakham Tournament pp.40-48.

A copy of three newspaper articles reporting on the Oakham School International Chess Tournament held in 1994.

A copy of three newspaper articles reporting on the Oakham School International Chess Tournament held in 1994.

A newspaper article reporting on Oakham School's winning the Times Schools Chess championships final against Manchester Grammar.