This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

Stretching back to the headmastership of Dr. Doncaster, this collection comprehensively covers the correspondence, publications, photographs and other ephemera of the headmasters of Oakham School up to the present day. For many of the headmasters, correspondence and rolls calls are a significant theme in their series.

This collection also contains an excellent record of speeches and sermons given by G. Talbot Griffiths and John Buchanan.

The final series on reports covers the headmaster's, deputy headmaster's and registers writings on the state of the school, including topics such as building and estate development, admissions, the curriculum, examination results, and Old Oakhamians.

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 97 pages; a photograph of Tom Croft and Matt Cornwell wearing England U21 jerseys on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 101 pages; a photograph of a girl and a boy performing on the cover; contents: Staff News, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 163 pages; a photograph of the choir singing Brahms on the cover; contents: News, Features, Academic, Trips and Tours, Performing Arts, Pastoral, Community Activities, Staff News, Sport, Beyond Oakham, Old Oakhamian, Foundation ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 131 pages; a photograph of pupils rafting in Borneo on the cover; contents: News, Features, Academic, Performing Arts, Trips and Tours, Cover Story, Pastoral, Community Activities, Sport, Staff News, Beyond Oakham, Old Oakhamian, Foundation, The OO Interview; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 131 Pages; introduction to Mr Henry Prices as Head, painting, sculpture, textiles, an evening with Dr Venkatraman Ramakrishnan (noble prize winner), FOSIL investigation, Lower School, Modern Foreign Languages, Return to the Forbidden Planet, Alice's Adventures in Wonderland, music concerts, India 2019 trip, Lower school trip to France, Madrid 2019, Orielton 2019, Choir tour to Latvia, Lower 1 trps, Woolsthorpe Manor trip, Speech Day 2019, Sports days, House News, Leavers' Day, OSCA, CCF, Duke of Edinburgh, Sports, new staff arrivals, Careers. Accession Number 13102020/4.

A5 magazine, green cover; 32 pages; contents listed on the cover: Editorial, List of Addresses of Members of the Old Oakhamian Club 1924, Meeting of Old Oakhamian Club, Old Oakhamian Luncheon, A Letter from the Headmaster, Cambridge Letter, Officers' Training Corps 1919-1924, A Weekend in Africa, Births, Deaths and Marriages, Old Oakhamian Matches, School Staff 1924

Magazine named "The Old Oakhamian", on paper, stappled; 8 pages; contents: Annual Dinner, Cricket and Football, The Golfing Society, The School 1932-1933, Births, Deaths and Marriages, O.O. Notes, Notices, Football Fixtures 1933-34

Magazine named "The Old Oakhamian", on paper; 6 pages; contents: Quinquennial Meeting, Annual Dinner, Cricket and Football, The Golfing Society, School Notes, Births, Deaths & Marriages, O.O. Notes, New Members, Notices, School Football Fixtures, Correspondence