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A letter to Old Oakhamians detailing the history of the Oakham School Charities Association and the first events, sponsoring and fund raising organised by the school and OOs.

A cuttings book (A) with various photographs of the girls and staff of Ancaster House, between 1988 to 2006, including a sponsored swim in 1988, a non-uniform day, a Christmas Party, interthouse netball matches, two orders of services in memory of Diana Ridley and Henrietta Lea, and Sports Day photographs. The book contains four loose items: three poster advertising the performance of three girls in the Globe Theatre (B to D), and a programme for the 2001 production of 'Macbeth' (D).

A report from Rev John Darrall to be included in the Headmaster's end-of-term letter on the charity events organised during the Spring term 1988.

A headmaster's annual report for the academic year 1985-1986. Contents: The School Year; Second Master's Report; Registrar's Report; Registrations/Entry Numbers; Director of Studies' Report; Scholarship Report; Christopher Dixon Prize; University Entries; A- and O-Level results; The Departments; Prep Schools Liaison Report; The Houses; Examination Administration; Drama and the Theatre; Careers; The Chaplaincy; A.V.A. Centre; Ashburton Hall; The Sanatorium; Library; The School Council; The Oakhamian; Old Oakhamian Club; Nursery School; Playing Fields; The Sports Centre; Afternoon Activities and Societies; Exploration Society; The Teaching Staff; OSEL/Public relations/Appeals; Conclusion. Attached are A-Level results (appendix C), O-Level results, Scholarship Awards (appendix A), Bursaries, University Entries (appendix B). Thirty pages A to AD.

A report from Rev John Darrall to be published in the Oakhamian Magazine on the charity events organised during the year 1991-1992, including the Rutland Water Walk, a hunger lunch, concerts, and houses events.

A report from Rev John Darrall on the history of the Oakham School Charities Association and listing all the events organised by the school, houses and individuals to raise money in aid of various causes.

A report from Rev John Darrall on the charity events organised during the Winter term 1992, including the Famine Relief lunch, a Non-Uniform Day, houses events and sponsored walks. Also a list of the OSCA Committee members.

A report from Rev John Darrall on the charity events organised during the Spring term 1988, including the annual St Valentine's Day disco, the staff pantomime, houses fund raising and the Diana Ridley Fun Run.

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.

A photographs of Rev John Darrall, Mr and Mrs Ridley and Headmaster Graham Smallbone at Rutland Water for the start of an OSCA Reservoir Walk. Date is unknow.