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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 various administrative documents of the 21 Club.

A photograph of the 21 Club in 1961. Names are written on the protective paper cover.

This sub-series focusses on any publication, including press cuttings, relating to the Duke of Edinburgh Award Scheme at Oakham School and royal visits.

A video recording of the visit of Prince Philip and the celebrations for the 1000th Gold Award on 28 November 2000.

This file contains various photographs of a Duke of Edinburgh expedition in Yorkshire, showing pupils walking, camping, in villages. Date is unknown.

This series relates to the history of Oakham School Exploration Society since its inception in Spring term 1978 until 1998. Most of the collection is made of expedition diaries and reports.

This file contains photographs of the Exploration Society's trip to Papua New Guinea in the 1990s.

This sub-series relates to various administrative documents of the Exploration Society, such as the Society's diary and invitations to lectures. The sub-series spans from 1978 to 1998.

The group journal of Oakham School Exploration Society's expedition to Namibia in 1998. The diary entries were hand-written by pupils.