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This series focuses on Wharflands pupils and staff since its opening in 1920. Most of the series is made of house photographs, various photographs of Housemasters and administration documents.

School Magazine named The Oakhamian; grey cover and black letters, badge in red; 34 pages; contents on the inside cover: School News, Avete, Term's Eye View, Drama, Careers, Music, SAAS FEE 1967, Around the Societies, Literary, We Pay our Respects to, Games, The Combined Cadet Forces, O.O. News, Correspondence, Valete; with photographs of: 10 portraits of teachers?, students on stage, the Library interior; cartoon representing the houses

Magazine named The Oakhamian, stappled; photographs of pupils playin on the grass in front of Round House on the cover; 100 pages; contents: Editorial, School News, Talbot Griffith, Religion, Prize winning Letter, Letters to the Editors, Profiles, Features, "French Folies", Creative Writing, "The Four Elements", Art&Design, Music, Drama, Societies, Ventures at home & Abroad, Sport, University & Careers List; with various photographs of staff, pupils, the plays, the sports

This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

This series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

A series of permissions letters and negatives relating to the publication of J.L.Barber's The story of Oakham School.

This sub-series focuses on letters related to the history of Wharflands house, its pupils and staff.

This file focusses on letters sent/received by John Buchanan, chiefly during his headmastership (1958-1977).

This series focusses on documents relating to Brian Welford' career at Oakham School as Master-in-charge of Rugby in the 1970s and 1980s. Also contains documents relating to the history of rugby and Old Oakhamians, kept by Mr Welford in his personal files.