A letter from Mr Justice John Owen, Presiding Judge of the Midlands and Oxford Circuit, to the Headmaster Graham Smallbone regarding his grandfather Arthur Wright attending Oakham School.

A memorandum from Alan Grieve to Roger Blackmore confirming the arrangements for the OO Dinner.

A blue photo album containing nine photographs of Alex Greenwood in 1932, of Tony Dymock in 1999, the reunion of the class of '83 in 2003, Sarah Bell's weeding in 2001, the OO London dinner in 2002 and the OO Dublin dinner in 2001.

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

Seven letters regarding the opening of the Rutland Crown Court in Oakham Castle on 13 January 1992.

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 series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

A group of original photographs and print-outs used as illustrations in John Barber's "The Story of Oakham School".

This file focuses on correspondence asking/ giving John Barber permission to use certain material in his book.

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).