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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.

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.

School list and forms list, in order of examination and list of special prizes and distinctions

A letter (A) from the Headmaster Graham Smallbone to be sent to parents to invite them to a special buffet lunch, to contribute to the 1993 Development Plan; three lists of parents' names are attached (B to D).

Bound copy of several Oakhamian Magazine; hard, black and red cover

Magazine named The Oakhamian, stappled; photographs of pupils playin on the grass in front of Round House on the cover; 100 pages; contents: Editorial, School News, Talbot Griffith, Religion, Prize winning Letter, Letters to the Editors, Profiles, Features, "French Folies", Creative Writing, "The Four Elements", Art&Design, Music, Drama, Societies, Ventures at home & Abroad, Sport, University & Careers List; with various photographs of staff, pupils, the plays, the sports

A5 magazine named The Oakhamian, stappled; 37 pages; contents on the inside cover: School News, Avete, House Transferts, Valete, What is Toc H?, "21" Club, Chess, the Field Society, Stamp Club, The Band, O.P.R.S., Lesctures, O.S.M.A.S., The Concert Club, Scout Notes, Film Notes, Showtime, Corps Notes, Bisley 1958, Problem Corner, Bert Cutting, The Brussels Exhibition, Rugger Forum, Trouble Brewing, Athletics, The Steeplechases, Swimming Sports, Cricket, Football, Hockey Fixtures, Correspondence, O.O. News

A programme for a Studio Concert in Studio 2 on 4 March 2002, including list of the performers and musical numbers. The names of the Ancaster girls are highlighted.

A list of the Chapel Choir members for the Winter term 2021.