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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.

Two bound copies of several Oakhamian Magazines from 1960 to 1963. Item A has a black cover; item B has a brown cover.

A bound copy of several Oakhamian Magazines from 1964 to 1967. Item A has a black cover; item B has a brown cover.

A bound copy of several Old Oakhamian Magazines from 1968 to 1973.

This file focusses on material relating to Jon Wills' time at Oakham School as a pupil.

Two bound copies of several Oakhamian Magazines from 1968 to 1971. Item A has a black cover; item B has a brown cover.

This file contains various photographs of Old School throughout the years.

The Old Oakhamian Magazine, published in 1971. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; T.C.M.R.; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address List; Masonic Lodge; Notices; Diary Dates; Golf. Eleven double-pages A to K.

This sub-file focusses on letters sent by the Headmaster John Buchanan to Richard Walker (Head Boy, 1971) and his father, John Walker.

The Old Oakhamian Magazine, published in 1972. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; Gordon Purdy; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Changes of Address; Masonic Lodge; Notices; Diary Dates; Golf. Fourteen double-pages A to N.