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This collection focuses on major events that have occurred to the school and its pupils. This includes the Quatercentenary celebrations and the school's reaction to the COVID-19 pandemic.

The Quatercentenary celebrations compromised of several events including the visit to the school by Queen Elizabeth II and Prince Philip, Quatercentenary ball, and special productions to celebrate the recent opening of the Queen Elizabeth Theatre.

There is a detailed series on the school's Speech Day which includes a comprehensive list of programmes and award winners from the ceremony.

There is a excellent record of items showing how the school reacted to the COVID-19 pandemic. There is general communication to parents and staff, information on the structure of face to face and distance learning teaching, and also an illuminating collection of photographs taken by Ms. Fernandez in 2021.

This series relates to wages and salary paid to teaching and support staff, including a salary book and pay sheets.

A small red book containing staff list, school list and school calendar for the Spring term 1979; hand-written notations. Item belonged to John Barber.

A salaries cash book, recording salary, payments, tax, and lunch for teaching staff, admin staff and matrons, from May 1963 to November 1965.

The Oakhamian Magazine, recording the Spring term 1962 (published in Summer term 1962). Contents: Editorial; School News; O.O. News; Obituary; Avete; Pâques à Paris; Societies; Music; Literary; A Year at Oakham; The Combined Cadet Force; B.A.O.R. 1962; North Wales Report; Scout Notes; Games; Valete. Eleven double-pages A to K.

The Oakhamian Magazine, recording the Winter term 1966 (published in Spring term 1967). Contents: 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 Force; O.O. News; Correspondence; Valete.

The Oakhamian Magazine, recording the Spring term 1974 (published in Summer term 1974). Contents: Editorial; School News; Correspondence; Music; Poetry; Societies; C.C.F. Inspection Games; O.O. News; Valete; Avete.

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.

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 and The Old Oakhamian Magazine, recording the Winter term 2018 and Spring term 2019. Contents: Farewell to Headmaster Nigel Lashbrook; Academic; Performing Arts; Trips and Tours; Geography Trip to Morocco; Geography Trip to Iceland; Pastoral; Activities; Sport; Staff News; Old Oakhamian.