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This file focusses on various items relating to the history of Oakham School, its pupils and Old Boys, under the headmastership of Rev William Spicer Wood.

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 relates to the Headmaster's Annual report to the Trustees, from the 1950s to 1980s. The reports cover all aspects of School, academic, examination results, extra-curricular activities, Estates and Maintenance, staff and individual faculty report, vision for the future of the School. All reports are private and confidential.

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

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

This file contains various photographs of Old School throughout the years.

This file focusses on newsletters, reviewing the terms' events and achievements.

This file relates to Michael Stevens, Acting Headmaster for two terms in 1985. The bulk of the collection is letter to Parents.

A collection of photographs of the QET since the transformation of the Barraclough Hall as part of the Quatercentenary Development Plan. The architect, W.O. Wilson, had designed a modern auditorium, with raked seating and a large stage below the audience, a gallery and a foyer facing the Music School lawn and purpose-built rooms for changing, costumes, scenery making and storage. It was equipped with a computerized lighting system and sophisticated sound equipment. The new Oakham Theatre was officially opened on 16 November 1984 by Queen Elizabeth II.

A collection of loose flyers, emails, posters and programmes from the Ancaster Diary. Girls from the house are often circled or highlighted.