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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 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.

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 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.

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.