This series focusses on the headmastership of Dr John Doncaster (1808-1846) and contains items created by the headmaster himself as well as items relating to the life at School in the early 19th century and Old Oakhamians, in particular James and Augustus Padley.

This file focusses on various items relating to the history of Oakham School, its pupils and Old Boys, under the headmastership of Dr John Doncaster.

A photocopy of an article from The Daily Courier of Liverpool reporting a case of Libel in 1863 opposing O.O. Padley and Cooper; Oakham School is mentioned a few times.

Hard cover album containing newspaper cuttings from each day of the First World War. First volume of a series of three, compiled by the Buchannan family.

Hard cover album containing newspaper cuttings from each day of the First World War. Second volume of a series of three, compiled by the Buchannan family.

Hard cover newspaper cuttings album relating to the First World War, with cuttings from "Punch" and other First World War ephemera, enclosing an Army certificate of identity of Nancy Bevan, a War Office letter regarding the resignation of Captain John Neville Buchanan, the Commission in Grenadier Guards of Second Lieutenant John Neville Buchanan and President Wilson's New Declaration of Freedom.

This sub-series relates to the history of Old School, oldest building of Oakham School, in Cutts Close park. It is made of a collection of photographs and art work; of newspaper cuttings and letters, mostly relating to the debate concerning the refurbishment of the building and preserving the frescoes painted by Mary Sargant Florence.

A newspaper cutting reporting on the inspection of the cadets by Rear Admiral P.M. Austin, probably in 1973.

A newspaper article from the Daily Telegraph on the role of women in education.

Miscellaneous documents kept by Jane Matthews, including telephone messages and newspaper clippings. Items are related to co-educational schools and wellbeing of staff and children.