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This collection highlights the work and life of Oakham School pupils both during and after their time at the school. The collection has an excellent representation of the careers, work, and exam aspect of school life, including examination results, leaver destinations, work experience and information on Project 20/20.

There are detailed records on the council, Decem and prefects, particularly in their recruitment, meeting minutes, and handbooks.

In several of the series, there is a strong photographic collection illuminating the rich daily life of the school and its pupils. This is shared alongside copies of pupil magazines, arts calendars, and records of pupil achievements.

This collection covers the multitude of sports that pupils can do at Oakham School. Sports include cricket, rugby, hockey, athletics, netball and swimming as some of the richest in terms of items in the sub-series.

Most sub-series have a good photographic record of first teams, alongside comprehensive fixture and team lists. Some sub-series will contain correspondence, programmes and administrative documents.

There is an extensive collection of trophies and shields awarded to pupils and Old Oakhamians for their sporting achievements.

An almost complete collection of Oakham School magazines dating from 1884. Some editions are available as individuals whilst others can be found in larger bound volumes. There is also a collection of the Old Oakhamian magazine which is a separate school magazine for Old Oakhamians and their news.

This magazine covers all aspects of school life. Sporting, academic, and artistic achievements of the pupils are celebrated alongside news updates from various departments. In later issues, c. 1980s, houses are given space to announce news and in house achievements.

Sporting records are a key component of the magazine since its inception and there are accounts of matches (including scores and teams) in each edition. Again, since the 1980s, focus has shifted to also include all of the teams that compete for the school, instead of just focusing on the A team.

Images and photographs start to appear in the magazines from the 1970s and the magazine was first printed fully in colour in the 1990s.

Bound Copy of several Old Oakhamian Issues; red, hard cover

Magazine named The Oakhamian, stappled; photographs of pupils playin on the grass in front of Round House on the cover; 100 pages; contents: Editorial, School News, Talbot Griffith, Religion, Prize winning Letter, Letters to the Editors, Profiles, Features, "French Folies", Creative Writing, "The Four Elements", Art&Design, Music, Drama, Societies, Ventures at home & Abroad, Sport, University & Careers List; with various photographs of staff, pupils, the plays, the sports

Magazine named The Oakhamian, stappled; photographs of drawings, sculptures, figurines and paintings by pupi;s on the cover; 112 pages; contents: Editorial, School News, Departures, Features, "Now and Then", Expeditions, Excursions, Travel and Adventure, Music reports, Drama Reports, Society Reports, Staff at play, Art and Design Activities, C.C.F., Duke of Edinburgh Award and Estate Management Activities, Sport, University and Careers List

Magazine named The Oakhamian, stappled;details of a drawing showing hands and guitars on the cover; 76 pages; contents: Editorial, School News, Charities and Community Service, Feature "Little Boxes", Drama, Music, Societies, Adventures Abroad, C.CF. and Duke of Edinburgh Award Activities, Sport; with various photographs of staff, pupils, buildings, plays, trips, sports

Bound Copy of several Old Oakhamian Issues; red, hard cover

Magazine named The Oakhamian, stappled; a photograph of College House in the snow on the cover; 104 pages; contents: Editorial, School News, Speech Day, Chapel, Careers & Business Studies Trips, The White Bix, Trips, Russia, Trinidad & Tobago, Australian Exchange, Drama, "Blood Wedding", "Hiawatha", "The Cotchford Tales", Music, Spring Term, Summer Term, Societies, Art & Design Centre Activities, C.C.F. and DofE, Sport, Leavers' Destinations; with various photographs of staff, pupils, buildings, plays, trips, sports