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 the pastoral and medical care for pupils and staff at Oakham School.

This includes a sub-series donated by Jane Matthews, the first female deputy head of the school. Her collection contains minute and administrative documents relating to maternity leave, girl boarding and tutorials.

Particular strengths of the collection are the patient books in PMC/2. There are record collated by the sanitorium and subsequent medical centre, as well as accident diaries and medical administrative documents.

A collection of reports and financial statements, and letters, related to the activities of Oakham School Enterprises Ltd (OSEL), spanning from 1978 to 1995.

A draft report and financial statement on Oakham School Enterprises Ltd activities by the Chartered Accountants Peat, Marwick, Mitchell & Co; including balances, funds, loss and profits.

A final report and financial statement on Oakham School Enterprises Ltd activities by the Chartered Accountants Peat, Marwick, Mitchell & Co; including balances, funds, loss and profits.

A book recording events and trips of the Oakham School Exploration Society since its inception in Spring term 1978. A badge of the society is glued on the cover.

An asset register of Oakham School Enterprises Ltd, from 1979 to 1993. Five pages A to E.

A final report and financial statement on Oakham School Enterprises Ltd activities by the Chartered Accountants Peat, Marwick, Mitchell & Co; including balances, funds, loss and profits.

A final report and financial statement on Oakham School Enterprises Ltd activities by the Chartered Accountants Peat, Marwick, Mitchell & Co; including balances, funds, loss and profits.

A final report and financial statement on Oakham School Enterprises Ltd activities by the Chartered Accountants Peat, Marwick, Mitchell & Co; including balances, funds, loss and profits.