A5 magazine, white cover with the badge of the school on the cover; 67 pages; contents listed on the inside cover: Editorial, Grosvenor Talbot Griffith, This Year's President, Annual Dinner, Annual General Meeting and O.O. Day, Regional Meetings, School News, The Fight For Independence, 1984 Appeal - Helpers, O.O. News, Engagements, Marriages, Births, Deaths, Obituaries, Letter, New Members, Address Changes, Golf, Rifle Club, Masonic Lodge, Notices, Club Colours, Rugby Fixtures, Diary Dates, Late News; with a portrait of G. Talbot Griffith, a portrait of C.J. Cutteridge, a photograph of the new Biology Block; with 3 loose documents: a A5 booklet for a Special Pre-publication offer for The Story Of Oakham School and two slips to order the book

A5 magazine with a photograph of a marriage in the School Chapel on the cover; 64 pages; contents: Summer Ball, A Proud Record, This Year's President, Annual Dinner, O.O. Day and A.G.M., Regional Reunions, School News - Round-up, Endings, The Chapel,

A5 magazine with a photograph of the Buttercross on the cover; 53 pages; contents: The Bad News First, John Jerwood, This Year's President, Annual Dinner, O.O. Day and A.G.M., Regional Reunions, School News Round-up, Staff, OSEL, Academic Results, Sporting Honours, Chapel, OSCA - Appeals Arrive Daily, Music, Drama, C.C.F., DofE , O.S. Exploration Society, School Sport, When Life was Pretty Tough, Hardships of a Day Boy, Madness and Horror, Letters, New Members, Addresses of members, Engagements, Marriages, Births, Deaths, Obituaries, O.O. News,O.O. Sport, O.O. Lodge, Club Colours/School Shop, Notices, Diary Dates; with a portrait of John Jerwood, a portrait of Lucy Pearson, a wedding photograph, photographs of the O.O. Golf Society at Woodhall Spa

This sub-file is made of two letters between O.O. Alwyne Westmoreland ('32) and the Headmaster, John Buchannan, regarding the forthcoming Development Campaign.

This sub-file focusses on two letters bet the Headmaster, John Buchanan, and O.O. Alwyne John Westmoreland ('32) regarding Oakham School winning the Ashburton Shield in 1966.

This sub-series relates to the history of Old School, oldest building of Oakham School, in Cutts Close park. It is made of a collection of photographs and art work; of newspaper cuttings and letters, mostly relating to the debate concerning the refurbishment of the building and preserving the frescoes painted by Mary Sargant Florence.