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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 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.

A photograph of the reopening of Choir Close in Church Passage by former inhabitants and their wives: Rev Terence Treanor, Liz Darrall, Mary Treanor, Rev John Darrall, Brian Welford and Roger Blackmore. The photograph was published in the 'Old Oakhamian Magazine', Spring 2002, no.19.

A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

A note from Roger Blackmore to Rev John Darrall regarding the National Youth Chamber Orchestra using the Chapel in August 1993.