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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 handbook for new Sargants prefects, including duties of a prefects, advice and tips to make a good prefect and a duty rota.

A handbook for Sargants House for parents and guardians, including list of tutors, information regarding the daily routine, the school day, and rules of the house.

A handbook for Sargants House for parents and guardians, including list of tutors, information regarding the daily routine, the school day, and rules of the house.

A handbook for Sargants House to welcome new Day boys at the start of the 2002-2003 academic year, including list of tutors and prefects, information regarding the daily routine, the school day, activities and sports, rules of the house, and a summer timetable.

A handbook for Sargants House to welcome new Day boys at the start of the 2005-2006 academic year, including list of tutors and prefects, information regarding the daily routine, the school day, activities and sports, rules of the house.

A handbook for Sargants House to welcome new Day boys at the start of the 2003-2004 academic year, including list of tutors and prefects, information regarding the daily routine, the school day, activities and sports, rules of the house.

A handbook for Sargants House for parents and guardians, including list of tutors, information regarding the daily routine, the school day, and rules of the house.

A handbook for Sargants House to welcome new Day boys at the start of the 2006-2007 academic year, including list of tutors and prefects, information regarding the daily routine, the school day, activities and sports, rules of the house.

A handbook for Sargants House to welcome new Day boys at the start of the 2004-2005 academic year, including list of tutors and prefects, information regarding the daily routine, the school day, activities and sports, rules of the house.