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This series contains monographs written, updated and produced by Brian Needham, Honorary School Historian, regarding various themes of the history of Oakham School, its pupils and teachers.

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 storage file with negatives of Roger Blackmore's photographs. A list of contents: OO dinner, Maintenance staff, Medical congress, fashion show, drama.

A storage file with negatives of Roger Blackmore's photographs. A list of contents: RMB, rugby, cats, OO dinner, violin, pupils.

A blue photo album containing nine photographs of Alex Greenwood in 1932, of Tony Dymock in 1999, the reunion of the class of '83 in 2003, Sarah Bell's weeding in 2001, the OO London dinner in 2002 and the OO Dublin dinner in 2001.

A collection of photographs and artworks of the school campus and buildings, and pupils and staff.

There is one series dedicated to a large collection of photographic negatives which show the campus, daily life at school, and special events. These cover the period 1978 - 1988.

One series focus on the frescoes painted by Mary Sargant Florence in Old School and is rich in research about the frescoes and the artist.

A bound copy of several Oakhamian Magazines from 1892 to 1895.

Oakham School Magazine, recording the Summer term 1893 (published in Winter term 1893). Contents: Editorial; School Notes; Marriages; The Ancient Home of the Hattons; On the Broads; Tits; Dominica; Cricket.

Oakham School Magazine, recording the Spring term 1892 (published in Summer term 1892). Contents: Editorial; School Notes; Presentation to the Rev F.W. Douglass; The Plantin Museum, Antwerp; A Live Stock Dealer; Poetry; In Memoriam; The Late Rev Robert Wade-Gery; The Debating Society; Paperchase; The Athletic Sports; Football; Correspondence. Nine double-pages A to I.

This collection covers the history of all the libraries of Oakham School as well as the creation and daily working of the archives.

The Library series has material relating to each regeneration of the library (Smallbone, War Memorial). There is a rich photographic record of the opening and daily running of the Smallbone Library accompanied by administrative documents such as catalogues.

Under the Archives series, material cover correspondence with external readers and research into the history of the school and its pupils. There are also archive committee meeting minutes which show the evolution of the archives from its inception in 2010.