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A prospectus promoting studying at Oakham School in 1951. Contents: School History; Trustees and Staff; Curriculum; Boarding Houses; Clothes and Uniform; Health; Sports, Activities and Societies; Fees; Scholarships; Day Boys. Seven double-pages A to E. Enclosed is a list of staff (F).

A prospectus promoting studying at Oakham School in 1956. Contents: Introduction; School Terms & holidays; Timetable; Chapel services; Curriculum; Reports; Boarding Houses; Diet; Health; Absence & Leaves; Games; C.C.F.; Scouts and Cubs; Clothes; Entry; Fees; Pocket Money; Notice of Leaving; Scholarships; Leaving Scholarships; Expenses; Appointments with Headmaster; Day Boys; Old Oakhamian Club. Six double-pages A to F.

This file focusses on School calendars, prior to the Red Books.

A calendar of events in the Spring term 1950. Three double-pages A to C.

A calendar of events in the Summer term 1950. Three double-pages A to C.

A calendar of events in the Spring term 1958. Three double-pages A to C.

This file focusses on various items relating to G. Talbot Griffith and life at School during his headmastership. The bulk of the file relates to the visit of Prince Philip in 1957.

A detailed itinerary for the visit of Prince Philip to Oakham School on 8 November 1957. Three pages A to C.

This file focusses on letters sent/received by John Buchanan, chiefly during his headmastership (1958-1977).

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.