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.

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.

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.