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This series contains various account books, cash books fees books and ledgers recording pupils fees and other charges, incomes and expenditures, staff wages and salaries throughout several years.

This file focusses on admission prospectuses and various publications in the 1930s.

An almost complete collection of the School's magazines dating from 1884.

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.

Oakham School Magazine, recording the Spring term 1930 (published in Summer term 1930). It is the 46th year of the Magazine. Contents: Frontispiece; Editorial; School Notes; The Sports; A Little Egyptian; Oakham School Players; The Debating Society; O.T.C.; Cricket; O.O. News; Games Account. The name 'Worthington' is hand-written on the cover. Eight double-pages A to H.

Oakham School Magazine, recording the Winter term 1929 (published in Spring term 1930). It is the 46th year of the Magazine. Contents: Frontispiece; Editorial; School Notes; School Concert; Wind in the Trees; Two Country Squires in the Shires; Lectures; Football; The Steeplechases; O.T.C.; O.O. News; Correspondence. The name 'Worthington' is hand-written on the cover. Eight double-pages A to H.

Oakham School Magazine, recording the Summer term 1929 (published in Winter term 1929). Contents: Editorial; School Notes; Speech Day; Resignation of Mr Sargant; End of Term; Reynard's Night Hunt; Cricket; O.T.C.; O.O. News. Eight double-pages A to H.

Oakham School Magazine, recording the Winter term 1928 (published in Spring term 1929). Contents: Frontispiece; Editorial; School Notes; The Concert; The Lamp of Life; The Prison Doors; Football; O.T.C.; The School Register; The Debating Society; O.O. News. The name 'T. Worthington' is hand-written on the cover. Eight double-pages A to H.

A group of negatives used as the illustrations in "The Story of Oakham School".

A book compiling the minutes of the Trustees' Financial Committee meetings.