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A headmaster's annual report fro the year 1978-1979, including numbers, Academic, Careers, A.V.A. Centre, Library, Art & Design, Music, Physical Education, Sports Hall, Playing Fields, Shooting, Drama, C.C.F., The Duke of Edinburgh's Award Scheme, Exploration Society, Scouts & Guides, Discipline and the Decem, Houses, Chaplaincy, Ashburton Hall, School Council, The Oakhamian, Senior and Middle School Societies, Voluntary Services, Sanatorium, Oakham School Nursery, Old Oakhamian Club; with appendix: A-Level results, leavers' destinations, Developments of the Sargant Laboratories, report on the expedition to Vestspitsbergen

Bound copy of several Oakhamian Magazine; hard, black and red cover

A letter from the Headmaster Graham Smallbone to Dermot Gilvary, Head of Drama, regarding some décor being nailed to the woodwork in the Shakespeare Centre and proper use of the building.

A note from Nigel Webb, Second Master, regarding Derek Grant being in charge of the Shakespeare Centre.

A letter from David Smith to Tom Case, Bursar, regarding the changes in the Shakespeare Centre after its relinquishment by the English Department on completion of the Merton building in 1991.

A letter from David Smith, Head of Drama, to the Bursar Tom Reay regarding repairs to be carried out in the Shakespeare Centre and restoring the building for Music and Drama performances and rehearsals.

A letter from the Headmaster Graham Smallbone to David Smith and Ian Robson regarding the refurbishment of Old School and giving consideration to the needs for lighting and curtaining.

A photograph album recording the conversion of Deanscroft stables into the Barraclough Hall, from the construction of the new theatre to the opening on 20 June 1953.

A headmaster's annual report fro the year 1980-1981, including numbers, Academic, Careers, A.V.A. Centre, Library, Art & Design, Music, Physical Education, Sports Hall, Playing Fields, Shooting, Drama, C.C.F., The Duke of Edinburgh's Award Scheme, Exploration Society, Scouts & Guides, Discipline and the Decem, Houses, Chaplaincy, Ashburton Hall, School Council, The Oakhamian, Senior and Middle School Societies, Voluntary Services, Sanatorium, Oakham School Nursery, Old Oakhamian Club

A letter from Sur M. Healey, Hambleton Housemistress, to Parents regarding the girls and house's achievements during the term.