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.

Oakham School Magazine, recording the Spring term 1922 (published in Summer term 1922). Contents: School Notes; O.T.C. Notes; The Museum; The Cross Country Steeplechases; The Dramatic Performance; Boxing; Physical Training; Lectures; The Sports; Games Fund - Balance Sheet; The Debating Society; Cricket; Correspondence. Five double-pages A to E.

Oakham School Magazine, recording the Spring term 1921 (published in Summer term 1921). Contents: School Notes; The School Museum; Debating Society; The Sports; Boxing; Lectures; Poetry; School Games Balance Sheet for 1920; Cricket; Correspondence. Five double-pages A to E.

Oakham School Magazine, recording the Winter term 1919 (published in Spring term 1920). Contents: Editorial; School Notes; O.T.C.; The Concert; Lectures; School Games Fund - Balance Sheet; The Football Season. Five double-pages A to E.

Oakham School Magazine, recording the Winter term 1915 (published in Spring term 1916). Contents: Roll of Honour; School Notes; The Concert; School Games Fund -Balance sheet for 1915; Sieves; Murphy and his Mules; Extract from a Letter from the Front; List of Old Oakhamians serving in the War; Football. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1914 (published in Spring term 1914). Contents: Killed in Action; School Notes; List of Old Oakhamians serving in the War; The Concert; The School in War Time; School Games Fund - Balance Sheet for 1914; With the Foreign Legion; The Football Season; Correspondence. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1913 (published in Spring term 1914). Contents: School Notes; The Concert; The Elizabethan Sea-kings; The Cruise of the Defiance; The Panama Canal; School Games Fund - Balance Sheet for 1913; The Football Season. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1911 (published in Spring term 1912). Contents: School Notes; The Concert; Mr. F.H. Shera's Pianoforte Quintet; Lectures; Football; Balance Sheet - Games Fund, 1911. Seven double-pages A to G.

Oakham School Magazine, recording the Spring term 1911 (published in Summer term 1911). Contents: Editorial; School Notes; Athletic Sports; The Debating Society; Entertainment; Wanderings in Zoo-land; Farthest South with Shackleton; Cricket; Correspondence; Balance Sheet - Games Fund, 1910. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1909 (published in Spring term 1910). Contents: Editorial; School Notes; The Concert; Lectures; The Old School Frescoes; "Rondeau"; Football; Balance Sheet - Games Fund - 1909. Seven double-pages A to G.