The material in this collection is primarily made up of the research completed by the school historian, Brian Needham, but also contains books written by ex-school members of staff.

A letter from Philippa Glanville, Assistant Keeper in the Metalwork Department at the Victoria and Albert Museum, to Mr T.H.McK. Clough, Keeper of the Rutland County Museum, describing and the comparing the seal of Oakham School to the seal of St Olave's Grammar School and the parish seal of S. Mary le Bow.

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

A collection related to the History of Oakham School since its foundation, including research on Headmasters, Masters and pupils, and articles and books published by Headmasters and teachers.

This file focuses on correspondence asking/ giving John Barber permission to use certain material in his book.

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

Hand-written research notes using two books as sources: 'Education and The Industrial Revolution' by E.G. West, and 'History of British Trade Union' by H. Pelling. Both sources look at education in Rutland in 19th century.

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 Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.