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.

The items are two copies of E. Pickering-Clarke's register of Oakham School, with different hand-written notes and amendments.

A copy of the "Register of Oakham School, 1900-1950" compiled by E. Pickering-Clarke, owned by Rev Terence Treanor. With hand-written notes on the roll of honour. Enclosing a letter to General Pollard regarding OOs who served in the Royal Leicestershire Regiment and a photocopy of the Roll of honour.

A copy of the "Register of Oakham School, 1900-1950" compiled by E. Pickering-Clarke, owned by Rev Terence Treanor. With hand-written notes on the roll of honour.

Oakham School Magazine, recording the Summer term 1888 (published in Winter term 1888). Contents: The Speech Day; Organ recital; The Italian Exhibition; Bound for Australia; Handel; Old Oakhamian Club; Poetry; Cricket; School Notes. Eleven double-pages A to K.

Oakham School Magazine, recording the Winter term 1890 (published in Spring term 1891). Contents: The Concerts; Lutterworth; Golf; A Visit to the Post Office; Poetry; Western Australia; Paperchases; Old Oakhamian Club; Entertainment; Football; School Notes. Nine double-pages A to I.

Oakham School Magazine, recording the Summer term 1891 (published in Winter term 1891). Contents: Editorial; School notes; Speech Day; The Brocken; Palmistry; Proverbs; Poetry; Old Oakhamian Club; Balance sheets; In Memoriam; Swimming Sports; Cricket; Correspondence. Nine double-pages A to I.

Oakham School Magazine, recording the Summer term 1897 (published in Winter term 1897). Contents: Editorial; School Notes; Old Oakhamian Club; In Memoriam; Prize Day; Cricket; Correspondence. Nine double-pages A to I.

Oakham School Magazine, recording the Winter term 1895 (published in Spring term 1896). Contents: Editorial; School Notes; Gymnasium; Football "Nines"; The Concerts; Old Oakhamian Club; Staffa and Iona; A Carnival at Carlsruhe; Football; Correspondence. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1896 (published in Spring term 1897). Contents: Editorial; School Notes; Gymnasium; Concert; Old Boys' Club; Beards; Football; Correspondence. Seven double-pages A to G.