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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.

This series is related to outreach events organised outside lesson timetable, promoting activities at school, supporting the local community and attending events with/for other schools. This series places Oakham School at the centre of the local community.

This sub-series relates to events organised for visiting preparatory schools to Oakham School and promote the activities and various departments.

This file contains an invitation and a programme for the Music Department special event 'Best of Broadway' organised for local preparatory schools visiting Oakham School.

An invitation to the Prep Schools' Music Day at Oakham School held on 8 October 2019.

A programme of the musical numbers performed on Prep Schools' Music Day, includes a Welcome note from the Headmaster, a programme and a list of performers, staff biographies and forthcoming performances.

This collection covers the charity and outreach work undertaken by Oakham School's staff and pupils.

There are sub-series focusing on OSCA (the school's charity association), the Rutland Water Walk, Voluntary Action, and interaction with local prep schools.

Photographic and administrative material are particularly dominant in this sub-fonds.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2006. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

A collection of photographs and architectural plans of the Music School since its opening in 1984.

This file contains items relating to the construction of the new Music School in 2010, such as architects drawings and plans and proposals.