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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 draws together material produced for and by the marketing department of Oakham School. Particular strengths of the collection include press cuttings and publication material (prospectuses, handbooks, maps etc.).

Press cuttings from multiple local and national newspapers have been collected together by marketing staff, gathering together news of Old Oakhamians.

Publications contain material produced for new admissions into the school and contain detailed information about uniform, curriculum, pastoral care, and general daily life of the school.

This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

A card from Bob to Jon Wills regarding the anniversary dinner on 10 October 2015. The card shows the memorial to The Royal Leicestershire Regiment at the National Memorial Arboretum, Alrewas, Staffordshire.

The Spring 2016 issue of "The Green Tiger", the magazine of The Riyal Tigers' Association, The Royal Leicestershire Regiment, containing a feature on the centenary of the Battle of the Hohenzollern Redoubt and the anniversary dinner attended by Jon Wills, representing E.G. Langdale (pp. 14-20). Enclosed is a note from Captain R.J. Allen sending the magazine to Jon Wills.

Two emails from Melanie Russell to Jon Wills, Rachel Fairweather and Anna Bentley regarding Niall Campbell's letters and his memoir on his grandfather, Gordon Sanderson.

Correspondence, both emails and letters, regarding a memoir on Gordon Sanderson and the memoir written by Niall Campbell, Gordon Sanderson's grandson.

A letter from Niall Campbell to Jon Wills regarding his memoir on Gordon Sanderson.

A booklet giving advice to Upper School tutors on how to talk to their tutees about sex and relationships. Covers topics such as consent, rights, responsibilities, allegations of rape, STIs, contraception, facts and figures, sexting, pornography and indecent photographs.