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This series is related to the charity work at Oakham School, including the fund raising and other events organised at school by staff, pupils, houses and the Oakham School Charities Association (OSCA) in aid of various charities and the local community.

This sub-series is related to the activities of the Oakham School Charities Association. The various files contains photographs of events, programmes and posters advertising those events, reports and detailed accounts of money raised to support charities.

This file compiles reports and accounts of the Oakham School Charities Association since its inception in 1986 until 1999. The items give details on various charity events organised at school, on the charities and causes supported by the school and sums of money raised.

This sub-series contains items related to Oakham School's work with various charities and the local community.

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.

This sub-series is related to 'Crime Day', a special event where Lower School pupils are invited to activities and puzzle solving to explore the school campus.

This sub-series is related to Oakham School's Voluntary Action and includes invitation, programmes, photographs and publicity on events organised by the pupils as their Service.

This sub-series relates to events organised for visiting preparatory schools to Oakham School and promote the activities and various departments.

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