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This collection highlights the depth and breadth of the school's curriculum and pupil's work. The drama and music sub-series are particularly detailed with their collection of production stills and programmes.

CUR/7 contains reports relating to the school's teaching and curriculum alongside timetables for lessons and exams, and comprehensive examination results for GCSE, A Level and IB.

Throughout the series in this collection, there is material relating to events and trips undertaken by various departments to increase the extra-curricular activities of pupils.

This collection consists of the mainly the non-paper aspects of the archives collection. The collection is random in its make up but has a good material collection which highlights the changing nature of the school's uniform.

Items in this collection range in material type and stem from a variety of sources such as the Quatercentenary celebrations or items that were once used daily on the school grounds (such as building plaques or clock hands).

This collection highlights the achievements of Old Oakhamians after they have left Oakham School.

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.

A report from Rev John Darrall to be published in the Oakhamian Magazine on the charity events organised during the Winter term 1988, including concerts, Drama performances, Non-Uniform Day and various houses events.

A calendar for Hope HIV signed by notable Old Oakhamians.

Oakham School Magazine, recording the Winter term 1885 (published in Spring term 1886). Contents: The Concert; Our County Town; Robert Noble; Ghosts; Cinder - a true story; Euripides Medea; Poetry; Rev. E.M. Chapman's Reading; the Paperchase; Football; Correspondence; School Notes. Seven double-pages A to G.

Oakham School Magazine, recording the Spring term 1909 (published in Summer term 1909). Contents: Editorial; School Notes; The Athletic Sports; Debating Society; Entertainment; The famous Irishmen; Tiger Hunt on the Pahang Road; Cricket. Seven double-pages A to G.

Oakham School Magazine, recording the Spring term 1914 (published in Summer term 1914). Contents: School Notes; The Sports; The Debating Society; Fives Challenge Cups; Scenes from the Frogs of Aristophanes; West Africa; The British Navy; How the Elephant got its Trunk; Cricket prospects for 1914. Seven double-pages A to G.

Oakham School Magazine, recording the Spring term 1920 (published in Summer term 1920). Contents: School Notes; Dramatic Entertainment; Sports; Debates; Lectures; Cricket; Correspondence. Five double-pages A to E.