This series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

Oakham School Magazine, recording the Spring term 1890 (published in Summer term 1890). Contents: Early Rising; Four Months at Sea as an Apprentice; Jackdaws; Further Reminiscences of the late General Field; Poetry; The Athletic Sports; Entertainments; Debates; Library; Paperchases; Football; School Notes. Nine double-pages A to I.

Oakham School Magazine, recording the Spring term 1906 (published in Summer term 1906). Contents: Editorial; School Notes; Oakham School Sixty Years Ago; The Sports; Cricket; Correspondence.

An almost complete collection of Oakham School magazines dating from 1884. Some editions are available as individuals whilst others can be found in larger bound volumes. There is also a collection of the Old Oakhamian magazine which is a separate school magazine for Old Oakhamians and their news.

This magazine covers all aspects of school life. Sporting, academic, and artistic achievements of the pupils are celebrated alongside news updates from various departments. In later issues, c. 1980s, houses are given space to announce news and in house achievements.

Sporting records are a key component of the magazine since its inception and there are accounts of matches (including scores and teams) in each edition. Again, since the 1980s, focus has shifted to also include all of the teams that compete for the school, instead of just focusing on the A team.

Images and photographs start to appear in the magazines from the 1970s and the magazine was first printed fully in colour in the 1990s.

This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

The Oakhamian Magazine, recording the Winter term 1994. Contents: Farewells & Choir; Library; Houses; Lab-Oratory; Duesbury-Bowes Lecture; Art News; Performing Arts & Languages; Girls Sports; Sports Results; Boys Sports; Old School.

The Oakhamian Magazine, recording the Spring and Summer terms 1976. Contents: Editorial; School News; The School Council; Correspondence; Opinion; Societies; Music; Drama; The Chatty Catty Page; Jerwoods; Sport; R.A.F.; C.C.F.

The Oakhamian Magazine, recording the Spring term 1946 (published in Summer term 1946). Contents: Roll of Honour; Editorial; School News; J.T.C.; Scout Notes; Music Notes; J.C. Clark; Junior House Play; Boxing; The Sports; Junior Sports; Oakham School 50 Years Ago; Virgiliana; The Creation; As Others See Us; Cricket; O.O. News; O.O. Golfing Society; Football Fixtures; Correspondence. Item belonged to D.J. Stocks in Junior House. Nine double-pages A to I.

The Oakhamian Magazine, recording the Winter term 1947 (published in Spring term 1948). Contents: School News; O.S.P.G. Entertainment; Chess Club; Handel's Messiah; Nativity Play; Music Notes; The Debating Society; Stamp Club; Scout Notes; Cub Notes; J.T.C.; Railway Society; Hockey; Cricket Fixtures; Rugby Football; The Steeplechase; Fifty Years Ago; The Geography Society; Sparks from the Torch; O.P.R.S.; History Society; O.O. News; Cambridge Letter. Six double-pages A to F.

The Oakhamian Magazine, recording the Summer term 1950 (published in Winter term 1950). Contents: School News; C.C.F.; Scout Notes; Cub Notes; Obituary; Debating Society; Railway Society; Rehearsals; Sparks from the Torch; Music; The Museum; Journalism; Field Society; First Impressions of Oakham; Switzerland; Geography Society; Oakham School Fifty Years Ago; Initials; Cricket; Rugby Football; Fixtures for Easter Term 1951; Fives Notes; Swimming Sports; Dirge; O.P.R.S.; O.O. News; Oxford Letter; Correspondence. Item belonged to D.J. Stocks. Ten double-pages A to J.