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 report from Rev John Darrall on the history of the Oakham School Charities Association and listing all the events organised by the school, houses and individuals to raise money in aid of various causes.

A group of documents (A to L) relating to the organisation of the Staff Christmas party held on 10 December 2008; including a visit card, an invitation, a balance sheet, a contract, a poster advertising the event, email correspondence and a list of guests.

A poster (A) advertising two Champagne and Sparkling Wine Tasting Evenings held in March 2008 and an email from Nick Dew to Kevin Slingsby (B) communicating the list of guests who attended the events.

This file focusses on drink tasting events organised by the Common Room for staff.

Record of costs and guests for the Common Room beer tasting and barbecue event held on 30 April 2009. Three pages A to C.

A poster advertising the upcoming gin tasting and mini distillery event held on 1 March.

This file focusses on the organisation of Staff Christmas parties in the late 2000s. Most of the file is made of email correspondence.

Four pages (A to D) relating to the Staff Christmas party held on 16 December 2009, including an email from Annika Hedrich-Wiggans, Bursar, to Jill Harris regarding catering, a poster advertising the vent, a balance sheet and a guest list.

Internal email correspondence regarding the organisation of the first Christmas Party in 2005, discussing matters such as date, menu, venue, guest list, costs, and entertainment. Thirty-nine pages A to AM.