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This collection focuses on major events that have occurred to the school and its pupils. This includes the Quatercentenary celebrations and the school's reaction to the COVID-19 pandemic.

The Quatercentenary celebrations compromised of several events including the visit to the school by Queen Elizabeth II and Prince Philip, Quatercentenary ball, and special productions to celebrate the recent opening of the Queen Elizabeth Theatre.

There is a detailed series on the school's Speech Day which includes a comprehensive list of programmes and award winners from the ceremony.

There is a excellent record of items showing how the school reacted to the COVID-19 pandemic. There is general communication to parents and staff, information on the structure of face to face and distance learning teaching, and also an illuminating collection of photographs taken by Ms. Fernandez in 2021.

This file focusses on invitations to various events under Henry Price's headmastership.

Stretching back to the headmastership of Dr. Doncaster, this collection comprehensively covers the correspondence, publications, photographs and other ephemera of the headmasters of Oakham School up to the present day. For many of the headmasters, correspondence and rolls calls are a significant theme in their series.

This collection also contains an excellent record of speeches and sermons given by G. Talbot Griffiths and John Buchanan.

The final series on reports covers the headmaster's, deputy headmaster's and registers writings on the state of the school, including topics such as building and estate development, admissions, the curriculum, examination results, and Old Oakhamians.

This series focusses on the headmastership of Henry Price (2019-today) and contains items relating to the life at School in the 2020s, its staff and pupils.

Notices compiled at the end of the Spring term 2021 and sent to Parents. Contents: Term Dates; Keep up to date; Open Events; Parent Portal; Medical Centre; Art; Art Calendar; Work Experience; A-Level Results Day; Staff Changes; Registrar's Notices; School Archives. Two pages A and B.

Notices compiled at the end of the Winter term 2019 and sent to Parents. Contents: Change of status requests; Form 3 Registrations; Form 6 entry; Non EEA pupils; Medical Centre; Music Dates; Oakham Choral Society; Art; Art Calendar; Term Dates; Parent Portal; School Archives; Staff Changes. Two pages A and B.

Notices compiled at the end of the Winter term 2020 and sent to Parents. Contents: Term Dates; Keep up to date; Open Events; Parent Portal; Medical Centre; Music Dates; Art; Staff Changes; Registrar's Notices; School Archives. Two pages A and B.

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.

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

Order of service for the Service of Confirmation by the Right Reverend John Holbrook, Bishop of Brixworth, held at the School Chapel on 18 January 2020, containing a list of those being confirmed.