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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 collection consists of material which highlights the history of Oakham School. This includes monographs and research by various authors, as well as films and others audio and video recordings.

A press cutting from the Nottingham Evening Post regarding the publication of "The Story of Oakham School" by John Barber to celebrate the Quatercentenary of the school and the connections with Nottingham.

This file focusses on official reports published on the life at Oakham School in the 1860s.

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

This series focusses on the headmastership of Rev William Spicer Wood (1846-1875) and contains items created by the headmaster himself as well as items relating to the life at School in the mid-19th century.

A print out of a press cutting regarding school histories, including "The Story of Oakham School" by John Barber and "Operation Oakham" by John Buchanan.

A note from the Headmaster Tony Little regarding the history of the school, its location, academic performance and co-curricular activities, sports, and school life.

A photocopy of Carlisle's 'Endowed Grammar Schools, 1818, pages 323 & 333-339, relating to Oakham and Uppingham Schools. Eight pages A to H.

A prospectus promoting studying at Oakham School in 1897. Contents: Trustees & Staff; Subjects; Upper School & Lower School; Examinations; Boarding Houses; Library, Games & Extras; Terms; Holidays; Infectious Disease; Scholarships, Exhibitions & Prizes. Three double-pages A to C.