This sub-series relates to the organisation of Lower School ski trip from 1998 to 2000.

A press cutting regarding the daily life at Oakham School in the 1840s, based on James Padley's letters home and regarding John Barber's article "Oakham School 140 years ago".

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

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

A5 magazine named The Oakhamian, stappled; 19 pages; contents on the inside cover: School News, St. Michael's House, J.T.C., Talking Horse Trial, Court of Mock Justice, Debating Society, Railway Society, Cricket Fixtures, Hodge Wing Christmas Entertainment, Chess Club, Geographical Society, Stamp Club, O.P.R.S., Sparks from the Torch, Much Ado, Scout Notes, Music Notes, Team Characters, Correspondence, Conversation in the Post Office, O.O. News, Decorations

A5 magazine named The Oakhamian, stappled; 24 pages; contents on the inside cover: School News, Play Reading Society, Music Notes, Frederick Wingfield Douglass, C.C.F., Scout Notes, Cub Notes, Field Society, Photographic Society, Stamp Society, Railway Society, Geography Society, Debating Society, Museum, Austria, Cricket, Swimming Sports, Steeplechases, Hodge Wing Christmas Show, Ruby Football, Sparks from the Torch, O.O. News, Correspondence; name "Stocks" hand-written on the cover

A5 magazine named The Oakhamian, stappled; 30 pages; contents on the inside cover: School News, the Sports, Boxing, Geography Society Notes, The Roman Villa at Great Casterton, Hail Thee! Festival Day, Lucky Peter's Travels, Lament on A Sheltered Life, C.C.F., Speech Day, Music Notes, Field Society, Swimming, Scout Notes, Cub Notes, Cricket, Football Fixtures, O.O. News, Oxford Letter, Cambridge Letter

A5 magazine named The Oakhamian, stappled, with a white cover; 43 pages; contents on the inside cover: Editorial, School News, Valete, Obituary, Avete, Lectures, Film Notes, Shooting, C.C.F., Scout Notes, Island in the Sun, "21" Club, O.P.R.S., O.S.M.A.S., Stamp Club, Chess, Music, Off the Record, Literary, Games, Queer Birds, Problem Corner, Correspondence, O.O. News; with a photograph of shooting team, CCF Camp photographs, Majorca trip Photographs