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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 sub-series is related to the organisation of the Rutland Water Walk for charity. Items include correspondence, map and route details, safety rules and guidance for pupils and staff.

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