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".

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.

A digital photograph of the carved plaque at the entrance of the War Memorial Library.

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

A digital photograph of the War Memorial Library that was built in 1955 in memory of the Old Oakhamians and Masters who lost their lives in the Second World War.

A group of photographs of the War Memorial Library, honouring the Old Oakhamians who fell in the Second World War.

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.

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.