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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.

Salaries and wages books

A small red book containing staff list, school list and school calendar; hand-written notations

Red hard cover book, with staff initials, salar, payments, tax, lunch, for teaching staff, admin staff, matrons

School Magazine named The Oakhamian; white cover and black letters; 36 pages; contents on the inside cover: Editorial, School News, O.O. News, Obituary, Avete, Paques

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; plain white cover; 64 pages; contents: Editorial, School News, Correspondence, Music, Poetry, CCF Inspection Games, O.O. News, Valete, Avete; with photographs of: a portrait of J.L.B., Neil Crawford and a Fawk, the RAF Training in the Brecon Beacons 1974

Magazine named The Oakhamian, stappled; a photograph of roofs tops in the Buttercross on the cover; 108 pages; contents: Editorial, School News, Valedictions, Opinion, Excursions and Adventures, Clubs and Societies, Drama, Music, Sport, The School Council; with photographs of sporting events, plays

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

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 163 pages; a photograph of a irl on a camel on the cover; 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; with various photographs of staff, pupils, house events, plays, sports, trips, buildings