A collection of material from Anna Bentley's office including some school trophies, specially produced Oakham School dictionaries, entry books for the school, financial accounts, exam results, and correspondence. Most of the material in this collection relates to work completed in the marketing, administrative and foundation departments of the school.

Announcement of the memorial service for Richard Bull in the Register section of The Daily Telegraph on 5 December 2015.

This sub-file contains photographs of the annual C.C.F. inspection on Doncaster Close by Colonel J. Eaton, under the Headmastership of John Buchanan., in 1959.

A copy of Oakham School Common Room application for the renewal of Club Registration Certificate under the Licensing Act 1964.

A copy of Oakham School Common Room application for the renewal of Club Registration Certificate under the Licensing Act 1964.

This file focusses on artwork of various buildings on the School Campus in the 20th century.

This file focusses on photographs and drawing dating back from the Headmastership of Rev Edward Vere Hodge and includes photographs of his wife, the whole School, and various groups of pupils and visitors.

This sub-series focusses on the Ashburton building, formerly the Haywood building.
Colonel Thomas Haywood, Chairman of the Trustees, laid the foundation stone of a new building, which was to bear his name, on 13th June 1964. The architects of this new academic building were F.J. Lenton & Partners. It came to use in September 1965 and was officially opened by Group Captain Douglas Bader. It housed the Geography and Modern Languages Departments. It comprised nine classrooms and the Jerwood Hall in the basement, which was equipped as a lecture hall, cinema and television room. In 1978, a new extension to the Haywood Building saw the addition of six classrooms and ancillary rooms to the Modern Languages, Geography and Audio Visual Aids Departments. The Haywood building on Church Street was extended in 1984. It was renamed 'Ashburton' in 1989 and now houses the Modern Foreign Languages and Classics departments.

This sub-series relates to the success of Oakham School Shooting VIII at Bisley in 1987, including in particular press cuttings.

A photograph of boys playing tennis at the back of Wharflands house, possibly in the 1960s. The photograph was taken by Photo-Reportage Ltd and the number of print is stamped on the back: 157518.