This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

Two photographs of the Oakham and Uppingham seal, back and front, item 1967.27 in the Rutland County Museum, used in John Barber's "The Story of Oakham School".

A press cutting from the Nottingham Evening Post regarding the publication of "The Story of Oakham School" by John Barber to celebrate the Quatercentenary of the school and the connections with Nottingham.

A book on the school history written by he Headmaster W.L. Sargant

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 97 pages; a photograph of Tom Croft and Matt Cornwell wearing England U21 jerseys on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 85 pages; various photographs of netball and rugby matches on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, The Old Oakhamian, The Foundation; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 97 pages; a photograph of two CCF cadets wearing helmets in Caving Challenge on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 89 pages; a portrait of Matthew Macfadyen on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, Old Oakhamian, Foundation; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 113 pages; a photograph of the Chamber Choir on Song for Nationals Finals on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 105 pages; a photograph of a girl carrying a South African boy on the cover; contents: Staff News, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings