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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 collection focuses on the administrative side of the school including admissions and trustees.

There is a rich collection of admissions books dating back to the 19th century alongside detailed notes of Trustees' committee minutes and development plans.

School inspections undertaken by external bodies are represented in this sub-fond and include some of the 19th century schemes which helped to found the school as one independent from Uppingham.

ADM/4 contains policy documents outlining the health and safety measures in the school.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2009 and Spring term 2010. Contents: Features; Staff News; Trips and Tours; Academic; Performing Arts; Pastoral; Community Activities; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine, recording the Summer term 2002. Contents: Editorial; Chapel; OSCA; Tony Little; Speech Day; Drama and Music; Art, Design & Technology; Expeditions and Trips; Staff News; Sport; House Reports.

This file focusses on letters received/sent by the Headmaster Graham Smallbone during his headmastership (1985-1996).

The Oakhamian Magazine, recording the Spring and Summer terms 1978. Contents: Editorial; School News; Co-Education - Seven Years On; A Guide to A Level Options; Civil Manoeuvres; Societies; The Arts; C.C.F.; Duke Of Edinburgh Award and Scouting Activities; Sport; The School Council.

The Oakhamian Magazine, recording the Spring and Summer terms 1977. Contents: Editorial; A Tribute to J.D. Buchanan; School News; The Jubilee Appeal; Opinion; Correspondence; The Arts; Trips and Expeditions; Clubs and Societies; Sport; School Council.

The Oakhamian Magazine, recording the Spring term 1972 (published in Summer term 1972). Contents: The Term; Correspondence; Term's Eye View; Ray Mainwaring talks to H.J.C.; Music; Drama; The Computer Terminal; Poetry; C.C.F.; Games; Avete; Valete.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Spring term 2006. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine, recording the Summer term 1936 (published in Winter term 1936). Contents: Long Live the King; Editorial; School Notes; Music Notes; Entertainments; Debating Society; O.T.C.; Scouts; Cricket; Swimming Sports; Football; O.O. News; Scholarships to the United States; Acknowledgements. Seven double-pages A to G.