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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.

Old Oakhamian Calendar, published in 1899. Cover with contents: Editorial; The Old Oakhamian Club; Members of the Old Oakhamian Club - 1898; Old Oakhamian Notes; The Old Oakhamian Dinner - 1898; The Oakham School Register. This is the first issue of the Old Oakhamian Magazine, recording news of the O.O. Club and former pupils.

Old Oakhamian Calendar, published in 1902. Cover with contents: Editorial; Members of the Old Oakhamian Club - 1902; Old Oakhamian Notes; Old Boys' Matches; O.O. Club Accounts. Six double-pages A to F.

Old Oakhamian Calendar, published in 1907. Cover with contents: Editorial; Members of the Old Oakhamian Club - 1907; Old Oakhamian Notes; Old Boys' Matches; O.O. Club Accounts. A note on the inside cover from John Barber regarding the years of publication of this magazine. Six double-pages A to F.

Old Oakhamian Calendar, published in 1910. Cover with contents: Editorial; Members of the Old Oakhamian Club - 1910; Old Oakhamian Notes; Old Boys' Matches; O.O. Club Accounts. Seven double-pages A to G.

Old Oakhamian Calendar, published in 1913. Cover with contents: Editorial; Members of the Old Oakhamian Club - 1913; Old Oakhamian Notes; Old Boys' Matches; O.O. Club Accounts.

Old Oakhamian Calendar, published in 1921. Cover with contents: Editorial; Members of the Old Oakhamian Club - 1920; Letter from the Headmaster with plan; Old Oakhamian Notes; Old Boys' Matches. Six double-pages A to F.

The Old Oakhamian Magazine, Sargant In Memoriam number, published in 1957. Contents: Editorial; This Year's President; Annual General Meeting; Annual Dinner; Regional Meetings; School News; O.O. Notes; Engagements, Births, Marriages & Deaths; Obituaries; New Members; Changes of Address; Review - Shadow of the Eagle; Notices; Correspondence; Golf. Twelve double-pages A to L.

Old Oakhamian Calendar, published in 1924. Cover with contents: Editorial; List of Addresses of Members of the Old Oakhamian Club - 1924; Meeting of Old Oakhamian Club; Old Oakhamian Luncheon; A Letter from the Headmaster; Cambridge Letter; Officers' Training Corps; A Weekend in Africa; Births, Deaths and Marriages; Old Oakhamian Matches; School Staff - September 1924. Nine double-pages A to I.

The Old Oakhamian Magazine, published in 1933. Contents: Annual Dinner; Cricket and Football; The Golfing Society; The School, 1932-1933; Births, Deaths and Marriages; O.O. Notes; Notices; Football Fixtures, 1933-34. Two double-pages A and B.