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.

The 1928 edition of Walter Lee Sargant's "The Book of Oakham School". Contents include a preface, the foundation of the history of the school, lists of Governors, Headmasters, Ushers and Exhibitioners and the Statutes and Decrees.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Spring term 2006. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Spring term 2005. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; The Old Oakhamian; The Foundation.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2006. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2005. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Old Oakhamian; Foundation.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2006. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2008. Contents: Staff News; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.