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This file contains various fixtures cards, and full scoresheets and season reports from 1887.

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.

A collection of various documents and objects relating to the Sports Hall since its construction in 1972.

The items in this file are related to the Oakham School Charities Association but do not belong to a particular series.

This sub-series focuses on the dedication of the Second World War memorial in the School Chapel in 1946.

This collection highlights the depth and breadth of the school's curriculum and pupil's work. The drama and music sub-series are particularly detailed with their collection of production stills and programmes.

CUR/7 contains reports relating to the school's teaching and curriculum alongside timetables for lessons and exams, and comprehensive examination results for GCSE, A Level and IB.

Throughout the series in this collection, there is material relating to events and trips undertaken by various departments to increase the extra-curricular activities of pupils.

A collection of nineteen scoresheets (B to T) recording scores of all the matches played by the School's Cricket 1st XI in the Summer term 2009. Also includes a team list of the John Blezard Memorial XI to play against Oakham School 1st XI (A); two sheets (U and V) recording bowling figures and batting averages.

A collection of documents, including photographs and commemorative plaques, relating to the School's cricket pavilions on Doncaster Close since the 19th century.

A fixture card for the 2004 season containing the fixtures for the 1st, 2nd, 3rd, U16, Colts, Junior Colts, U13, U12 and U11 cricket teams.

A fixture card for the 2002 season containing the fixtures for the 1st, 2nd, 3rd, U16, Colts, Junior Colts, U13, U12 and U11 cricket teams, as well as interhouse matches.