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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 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 collection covers the history of all the libraries of Oakham School as well as the creation and daily working of the archives.

The Library series has material relating to each regeneration of the library (Smallbone, War Memorial). There is a rich photographic record of the opening and daily running of the Smallbone Library accompanied by administrative documents such as catalogues.

Under the Archives series, material cover correspondence with external readers and research into the history of the school and its pupils. There are also archive committee meeting minutes which show the evolution of the archives from its inception in 2010.

The material in this collection is primarily made up of the research completed by the school historian, Brian Needham, but also contains books written by ex-school members of staff.

This series contains monographs written, updated and produced by Brian Needham, Honorary School Historian, regarding various themes of the history of Oakham School, its pupils and teachers.

A monograph written by Brian Needham compiling obituaries of Old Oakhamians published in "The Oakhamian" or "The Old Oakhamian Magazine".

The items are two copies of E. Pickering-Clarke's register of Oakham School, with different hand-written notes and amendments.

A copy of the "Register of Oakham School, 1900-1950" compiled by E. Pickering-Clarke, owned by Rev Terence Treanor. With hand-written notes on the roll of honour. Enclosing a letter to General Pollard regarding OOs who served in the Royal Leicestershire Regiment and a photocopy of the Roll of honour.

A copy of the "Register of Oakham School, 1900-1950" compiled by E. Pickering-Clarke, owned by Rev Terence Treanor. With hand-written notes on the roll of honour.

A photograph of an Old Oakhamian dinner in the House of Lords, London.