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A collection of photographs of the School theatres, the Barraclough Hall and the QET.

Email correspondence between Jill Harris and Shelly Bojcic regarding her visit to the school and enclosing a poster advertising Hodder Education's Educational Resources display. Items A and B

This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

This series focuses on the Junior House/Chapmans pupils and staff since its opening in 1910. It first comprised the Junior Department with facilities for boys boarders and classrooms. The house was renamed Chapmans in September 1960, after Frank Emerson Chapman, first Housemaster of the Junior House; it became a Senior House. Most of the series is made of photographs, house photographs as well as more informal photographs.

This series focusses on Chess International tournaments at Oakham School and School teams competing in National Championships. A large sub-series relates to Garry Kasparov visiting the School in 1997.

This file focusses on letters sent/received by John Buchanan, chiefly during his headmastership (1958-1977).

This file focusses on letters received/sent by the Headmaster Graham Smallbone during his headmastership (1985-1996).

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 series focuses on the boarding boys in Deanscroft, since its opening in 1948. The Headmaster himself was Housemaster, until 1971. Deanscroft boarding house was closed on Speech Day 1989, prior to its conversion into Stevens, a boarding house for girls. The boarding boys were moved to the newly built Haywoods House on Kilburn Road. The items include the complete set of house photographs and informal photographs showing boys around the house and on campus, as well as duty records.

This file focusses on obituaries and tributes written in memory of former Headmaster, Richard Bull.