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.

A collection of material which focuses the school accounts and financial procedures over the years. This includes information on general accounts, pupil fees, committee minutes, staff wages, legal proceedings, and guidance policies for staff.

A5 magazine, green cover; 20 pages; contents listed on the cover: Editorial, The Old Oakhamian Club, Members of the Old Oakhamian Club 1898, Old Oakhamian Notes 1897-1898, The Old Oakhamian Dinner 1898, The Oakham School Register

Bound Copy of several Old Oakhamian Issues; burgundy, hard cover

A5 magazine, green cover; pages numbered 22 to 40; contents listed on the cover: Editorial, Members of the Old Oakhamian Club 1902, Old Oakhamian Notes, Old Boys' Matches, O.O. Club Accounts

Bound copy of several Oakhamian Magazine; hard, black cover

A5 magazine, green cover, highly discoloured; 20 pages; contents listed on the cover: Editorial, Members of the Old Oakhamian Club 1907, Old Oakhamian Notes, Old Boys' Matches, O.O. Club Accounts

A5 magazine, green cover; 20 pages; contents listed on the cover: Editorial, Members of the Old Oakhamian Club 1910, Old Oakhamian Notes, Old Boys' Matches, O.O. Club Accounts

A5 magazine, green cover; 23 pages; contents listed on the cover: Editorial, Members of the Old Oakhamian Club 1913, Old Oakhamian Notes, Old Boys' Matches, O.O. Club Accounts

Bound copy of several Oakhamian Magazine; hard, black cover