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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.

A poster advertising a non-uniform day intending to raise money for the Oakham Canal Green Corridor Project.

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.

A letter from the Second Deputy Jan M.D. West to Inspector A. Harrison informing the local police of the Rutland Water Walk and that children will be walking on the public highway.