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

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.

This sub-file focusses on photographs of the Barraclough Hall since its construction in 1946.

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

A collection of photographs of the Barraclough Hall since its construction in 1946. Once a warehouse at the terminus of the Canal on Ashwell Road, later converted into stables, the Barraclough Hall was named in honour of Mrs Barraclough, benefactor to the school, and in memory of her late husband, Norman Barraclough (OO, 1883). At the west end was the stage and the theatre would seat about three hundred and fifty people. Other features included a traditional long hall, raked stage and Proscenium Arch. The opening ceremony took place on 20 June 1953.

This file focusses on material relating to Jon Wills' time at Oakham School as a pupil.

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