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This collection covers the multitude of sports that pupils can do at Oakham School. Sports include cricket, rugby, hockey, athletics, netball and swimming as some of the richest in terms of items in the sub-series.

Most sub-series have a good photographic record of first teams, alongside comprehensive fixture and team lists. Some sub-series will contain correspondence, programmes and administrative documents.

There is an extensive collection of trophies and shields awarded to pupils and Old Oakhamians for their sporting achievements.

The items in this file are related to the Oakham School Charities Association but do not belong to a particular series.

A calendar for Hope HIV signed by notable Old Oakhamians.

This collection highlights the work and life of Oakham School pupils both during and after their time at the school. The collection has an excellent representation of the careers, work, and exam aspect of school life, including examination results, leaver destinations, work experience and information on Project 20/20.

There are detailed records on the council, Decem and prefects, particularly in their recruitment, meeting minutes, and handbooks.

In several of the series, there is a strong photographic collection illuminating the rich daily life of the school and its pupils. This is shared alongside copies of pupil magazines, arts calendars, and records of pupil achievements.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2003. Contents: Academic; Features; Societies; Party Time; Music and Drama; Art & Design; Pastoral; 20:20; The Old Oakhamian; Sport.

The Oakhamian Magazine, recording the Spring term 1996. Contents: History; English; Performing Arts; C.C.F.; Science; Miscellany; Geography; Gap Year; Art; Sport; Houses; Miscellany.

A letter from Jon Wills, Chairman of the Old Oakhamian Club, to Lewis Moody ('97) regarding attending the opening of a room named after him in School House.

A photograph of Diana Sowter receiving the Outstanding Sportswoman cup from O.O. Lewis Moody ('96) at the Lower School Sports Day in 2001.