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This series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, its staff and pupils.

A list of the house prize winners awarded in the Winter term 2022 for best reports and the House cup.

A list of the house prize winners awarded in the Winter term 2021 for best reports and the House cup.

A letter from the Headmaster Richard Bull to Michael Stevens, Patrick Wilson and Housemasters regarding recommendations for the Anderson Awards.

The Oakhamian Magazine, recording the Winter term 1980 and Spring term 1981. Contents: Editorial; School News; Prize Winning essay; Letters to the Editors; Mathematics is more than a tool; Profiles; Exchange trip to Germany; Inspirations; Drama Reports; Music Reports; Society Reports; Sports Reports.

The Oakhamian Magazine, recording the Summer and Autumn terms 1986. Contents: Editorial; School News; Departures; Miscellany - Features and Opinion; Drama; Music; Art and Design; Societies; Tours; Expeditions; Camps and Adventures; Work Experience out of School; Sport.

The Oakhamian Magazine, recording the Summer term 1999. Contents: Editorial; OSCA; Speech Day; Chess; Drama; Music; French Trips; Leavers; Dublin; Duke of Edinburgh Award Scheme; A-Level Art & Design; Geography Expedition to Morocco; Corsica '99; House Reports; Sports; Oakham School 2050.

A list of the house prize winners awarded in the Spring term 2021 for best reports in Distance Learning, because of lockdown.

The Oakhamian Magazine, recording the Summer and Autumn terms 1981. 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.

The Oakhamian Magazine, recording the Spring and Summer terms 1979. Contents: Editorial; School News; Valedictions; Opinion; Excursions and Adventures; Clubs and Societies; Drama; Music; Sport; The School Council.