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A collection compiling research from various authors related to Headmasters, Masters, pupils and school buildings.

Stretching back to the headmastership of Dr. Doncaster, this collection comprehensively covers the correspondence, publications, photographs and other ephemera of the headmasters of Oakham School up to the present day. For many of the headmasters, correspondence and rolls calls are a significant theme in their series.

This collection also contains an excellent record of speeches and sermons given by G. Talbot Griffiths and John Buchanan.

The final series on reports covers the headmaster's, deputy headmaster's and registers writings on the state of the school, including topics such as building and estate development, admissions, the curriculum, examination results, and Old Oakhamians.

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 research and textbooks relating to Oakham School in the 19th century, under the headmastership of Dr John Doncaster.

This sub-file focusses on letters from Lord Winchelsea to Georgiana, relating to a cricket match between Dr Doncaster's boys and the County.

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.

Typed letters from Lord Winchelsea to Georgiana mentioning a cricket match between Dr Doncaster's boys and the County, and a post-match dinner. Three pages A to C.

This file focusses on School bills, and various fess and accounts under the headmastership of Dr John Doncaster.

A photocopy of the 'Terms of Oakham School conducted by the Rev J. Doncaster' in 1823; hand-written notes from the Headmaster.

This file focusses on letter sent by Dr John Doncaster, Headmaster of Oakham School, regarding some pupils and staff matters. File dates from the first half of the 19th century.