A photograph of The Duke of Gloucester opening the door of the newly built War Memorial Library in May 1955, used in John Barber's "The Story of Oakham School".

A group of negatives used as the illustrations in "The Story of Oakham School".

A video tape (22 minutes) produced by Geoffrey Isles Photography, containing William Winter's photographs taken between 1950 and 1955. William Winter was a Resident Tutor in Wharflands and a teacher of English and History.

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.

The Old Oakhamian Magazine, published in 1955. Contents: Editorial; Annual General Meeting; Annual Dinner; Regional Meetings; O.O. Fund; The War Memorial Library; School News; O.O. Notes; Fr Louis Merton; Oakham, Uppingham and St Olave's; Engagements, Births, Marriages & Deaths; Obituaries; New Members; Changes of Address; Review - A Chindit Story; Notices; Golf. Ten double-pages A to J.

The Old Oakhamian Magazine, published in 1956. Contents: Editorial; Annual General Meeting; Annual Dinner; Regional Meetings; Old Oakhamian Fund; Opening of the War Memorial Library; School News; O.O. Notes; Medals of Father Douglass; John Haywood; Engagements; Births, Marriages & Deaths; Obituaries; New Members; Changes of Address; Notices; Golf. Nine double-pages A to I.

A bound copy of several Old Oakhamian Magazines from 1953 to 1959.

A scrapbook compiled by John Barber from 1954 to 1979 and by Terence Treanor from 1979 to 1994, presented to the O.O. Club by C.H. Falconer. The album contains photographs of and newspaper cuttings related to O.O. Club events and Old Okahmians, their lives at school and after.

Items in this series are related to Old Oakhamians who served in some armed conflicts and to the War Memorials builf in their memory.

Photographs of the War Memorials built on school campus in memory of Old Oakhamians who fell in the First World War, the Second World War and other conflicts.