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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.

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 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 list of the whole teaching staff, with some attending the Leavers' events in June 2010. Two pages A and B.

This collection covers the charity and outreach work undertaken by Oakham School's staff and pupils.

There are sub-series focusing on OSCA (the school's charity association), the Rutland Water Walk, Voluntary Action, and interaction with local prep schools.

Photographic and administrative material are particularly dominant in this sub-fonds.

A programme for the Conference on 'Sports Psychology in Schools' including a note from the director of Oakham School Sport, conference programme, delegates, and directions.

This sub-series focusses on handbooks written by the Housemaster of Sargants, to welcome and help new Day boys or Prefects settling into their new environment, and inform parents and tutors.

This sub-series related to various conference and lectures organised at Oakham Schools and inviting other schools to attend.

This series is related to outreach events organised outside lesson timetable, promoting activities at school, supporting the local community and attending events with/for other schools. This series places Oakham School at the centre of the local community.