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

A letter from Margery Hassell at Headington School, Oxford, thanking colleagues for their attendance at the conference and proposing to follow the Wagner Development Group 11 point framework for INSET.

A letter from M. Hassell, Housemistress of Latimer house at Headington School, Oxford, regarding the details of a Training Day at Abingdon School.

A letter from Peter North, Principal of Jesus College, Oxford, to John Barber regarding his book "The Story of Oakham School".

This file relates to emails and letters to/from the Common Room, discussing issues, renewing the Club Registration Certificate, contacting publishers to organise visits and textbook displays at School, from 1943 to 2010.

This sub-file relates to letters and emails sent from textbook publishers to Oakham School organising visits from representatives and book displays.

A letter from Cheryl Lee, Tele-Appointment Co-Ordinator at Harcourt, to Jill Harris confirming Carol Barnes visiting the school.

This series focusses on photographs of teaching and support staff throughout the years. The bulk of the collection is individual photographs of staff from the 1990s.

This sub-series contains books used by pupils during services in chapel or books published by staff or Old Oakhamians and given to the school. A large part of this sub-series contains hymns books compiled by Rev T.C.H. Clare ('29).