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A letter from Roger Blackmore to Dr Derek Bourgeois confirming the costs of the National Youth Chamber Orchestra's stay at Oakham School in August 1991.

A letter from Anne Rawlins to Parents informing them of two training sessions at Oakham RFC for their children before the Leicestershire Cross Country Championship at Braunstone Park in 1999.

A letter (A) from the Headmaster Graham Smallbone to be sent to parents to invite them to a special buffet lunch, to contribute to the 1993 Development Plan; three lists of parents' names are attached (B to D).

This sub-series relates to the history of Old School, oldest building of Oakham School, in Cutts Close park. It is made of a collection of photographs and art work; of newspaper cuttings and letters, mostly relating to the debate concerning the refurbishment of the building and preserving the frescoes painted by Mary Sargant Florence.