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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.

The Oakhamian Magazine, recording the Winter term 2000. Contents: Editorial; Chapel; OSCA; Oakham School Fitness Centre; Staff News; Interview with the Headmaster; 1000th Gold Awards Celebration; Drama and Music; Art, Design & Technology; Expeditions and Trips; Sport; House Reports.

The Oakhamian Magazine, recording the Winter term 2001. Contents: Chapel; OSCA; Music and Drama; The Millennium Sculpture; Art; Design and Technology; Expeditions and Trips; Sport; House Reports.

The Oakhamian Magazine, recording the Spring term 2001. Contents: Chapel; OSCA; Drama and Music; Art; Design and Technology; Expeditions and Trips; Creative Writing; Sport; House Reports.

A bound copy of several Oakhamian Magazines from Winter 1997 to Summer 2000.

A bound copy of several Oakhamian Magazines from Winter 2000 to Summer 2002.

The Oakhamian Magazine, recording the Spring term 2000. Contents: Editorial; Chapel; OSCA; Leavers 1999; Wordhoard; Music; Drama; Art & Design A-Level; Science Museum; Languages; Ski Trip; Operation Raleigh; Arran; Duke of Edinburgh Award; Battlefields Trip; Debating; Sport; House Reports; Chess; School Council; Model United Nations Millennium Summit.