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A letter from Robert Fellowes, in service to the Queen at Buckingham Palace, to Richard Bull thanking the Headmaster, the school staff and pupils on behalf of The Queen and The Duke of Edinburgh for the visit and the celebrations of the Quatercentenary, and thanking John Barber for a copy of his book "The Story of Oakham School".

Newspaper cutting from the Lincoln, Rutland & Stamford Mercury reporting on the visit of Group Captain Bader at Speech Day in 1965.

A headmaster's annual report for the academic year 1969-1970. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; Societies; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; Accommodation; The School Shop; Old Oakhamians; Second Development Campaign; General. Attached are university entrants list (appendix A) and a report on paying for private schools (appendix B). Fifteen pages A to O.

A headmaster's annual report for the academic year 1970-1971. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; Accommodation; School Shop; Old Oakhamians; Second Development Campaign; School House; General. Attached is the Chaplaincy report (appendix A). Nine pages A to I.

A headmaster's annual report for the academic year 1971-1972. Contents: Numbers; Staff; Academic; Faculty Report; Chapel; Library; Drama; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; Accommodation; Old Oakhamians; Co-Education after one year; General. Six pages A to F.

A headmaster's annual report for the academic year 1972-1973. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; Accommodation; Old Oakhamians; Oakham School Nursery Group; General. Attached are a report on a teaching exchange in the US (appendix A), and a report on the Nursery Group (appendix B). Eight pages A to H.

A headmaster's annual report for the academic year 1973-1974. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; Accommodation; Old Oakhamians; Nursery School; General. Attached are a report on a teaching exchange in the US (appendix A), and a report on the Nursery Group (appendix B). Six pages A to F.

A headmaster's annual report for the academic year 1974-1975. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; The School Council; Old Oakhamians; The Oakham School Nursery Group; The International Club; Accommodation; General. Attached is a job description for a Public Relations Co-Ordinator and Conference Organiser (appendix A). Seven pages A to G.

A speech given by Headmaster John Buchanan on Speech Day 1962, paying tribute to the Guest, Lady Barnett, discussing the past years events at School, the Duke of Edinburgh Award Scheme and Music at School. The speech is typed, with hand-written notations. Six pages A to F.

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.