A book recording events and trips of the Oakham School Exploration Society since its inception in Spring term 1978. A badge of the society is glued on the cover.

A photograph of Jon Wills on a School trip in the 1980s.

A photograph taken during the USA tour, showing souvenirs of Rutland, Vermont presented to Andrew Makey by Dave Smith and Martin Minshall.

This series contains monographs written, updated and produced by Brian Needham, Honorary School Historian, regarding various themes of the history of Oakham School, its pupils and teachers.

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 photograph of the Fifth Form girls going on a tutor outing to celebrate the end of the mock exams in January 2020. The girls were taken by their tutors, Mrs Helen Martin and Miss Aurore Guillomot-Bonnefond, to a restaurant in town and to escape rooms.

An A1 poster with photographs of five house events in the Spring term 2020: a Fifth Form tutor outing to Wildwood in town after their mock exams; a Third form social with Buchanans; Rushebrookes Senior Netball team competing in the 2020 Interhouse Netball; Quiz night organised by the prefects; Rushebrookes girls on a paintballing trip at the weekend.

An A1 poster with photographs of six house events in the Spring term 2020: a boarders' trip to Laser tag; Rushebrookes' Junior Netball team competing in the 2020 Interhouse Netball competition; Quiz Night organised by the prefects; the Choir dinner; biscuit decorating; a Fifth form film night with Buchanans house.

A brief for parents on the 1998 Namibia Expedition. Contents: Information points; Preparation diary; Country Brief; Book List; Opportunities; Map; Objectives; Life on an expedition; Health & Hygiene; Training Policy; Booking conditions; Insurance Policy; A Parent's viewpoint. Seventeen pages A to Q.

Oakham School Magazine, recording the Summer term 1893 (published in Winter term 1893). Contents: Editorial; School Notes; Marriages; The Ancient Home of the Hattons; On the Broads; Tits; Dominica; Cricket.