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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

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

The Oakhamian Magazine, recording the Spring term 1997. Contents: History; Languages; Performing Arts; Gap Years; English; Art; Sport; Science; Miscellany; Houses.

A letter from the Headmaster Graham Smallbone to T.M. Reay, Mrs Wheway, Roger Blackmore and the Housekeepers, containing the minutes of a meeting regarding OSEL, conferences and support to house staff. Two pages A and B.

A photograph of the reopening of Choir Close in Church Passage by former inhabitants and their wives: Rev Terence Treanor, Liz Darrall, Mary Treanor, Rev John Darrall, Brian Welford and Roger Blackmore. The photograph was published in the 'Old Oakhamian Magazine', Spring 2002, no.19.

The Oakhamian Magazine, recording the Summer term 1997. Contents: Farewells; Jerwoods Activities; Languages; Science; Art; Sport; Geography; Miscellany; Performing Arts; Houses; Miscellany.

The Oakhamian Magazine, recording the Winter term 1996. Contents: History; Gap Years; Art; Languages; Miscellany; English; Drama; Performing Arts; Sport; Science; Houses.

The Oakhamian Magazine, recording the Winter term 1995. Contents: History; Science; English; Miscellany; Performing Arts; Art; Sport; Farewells; Music; Gap Years; Houses.

The Oakhamian Magazine, recording the Summer term 1998. Contents: Editorial; Speech Day; Leavers; Music; Drama; Belize; Namibia Expedition; Art & Design; Design & Technology; Trips; Sport; House Reports; The Chapel Choir.

The Oakhamian Magazine, recording the Winter term 1998. Contents: Editorial; Chapel; Music; Drama; Art; Design & Technology; Short Stories; Trips; Now and Then; Sport Tour to South America; Sport; House Reports; Seventh Form Leavers '98.