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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.

A letter from the Headmaster Graham Smallbone to Dr Elizabeth Cumming regarding preserving the frescoes in Old School whilst trying to restore the historical building, and discussing the press coverage of the debate.