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A programme for the Jerwoods Sports Day on 30 June 1999, including a list of events, the house teams, the 1998 results, the rules of competition and a list of the officials. Three double-pages A to C.

A5 magazine, white cover with the badge of the school on the cover; 46 pages; contents listed on the inside cover: Editorial, This Year's President, Annual Dinner, Annual General Meeting and O.O. Day, Regional Meetings, School News, Gordon Purdy, O.O. News, Engagements, Marriages, Births, Deaths, Obituaries, New Members, Changes of Address, Masonic Lodge, Notices, Diary Dates, Golf; with a portrait of T.H. White, a photograph of Rev. F.H. Jerwood; with 4 loose documents: an invitation to Old Boys' Day on 17/06/1972, an ad for Furley and Hassan Limited, a letter from John Buchanan, a letter from Denis Giuseppi

Bound Copy of several Old Oakhamian Issues; red, hard cover; with a library stamp, the accession code 10882 and the code 8JNX

A5 magazine named The Oakhamian, stappled; 32 pages; contents on the inside cover: School News, Valete, Avete, C.C.F, Shooting, Scout Notes, Cub Notes, the Societies, Music Notes, Chess, Film, Book Review, Great Casterton - 1954, Excavating, Flying Saucers, A Picture of the New Library, Fr. Louis Merton, Fiesta, First Impressions of Oakham, Dusk on Brooke Hill, On Central Heating, My Impression of the Spanish Tour, the Steeplechases, Rugby Football, Swimming, Hockey Fixtures, Correspondence, O.O. News; with a photograph of John Haywood on Doncaster Close and a photograph of Ruby 1st XV - 1954

A sheet of paper advertising the grand yo-yo competition on 17 October 1998, with names of pupils who signed up.

A small piece of paper with the list of the Girls' U13 Tennis team, with Svea Jorek as Captain. The team is possibly for an interhouse competition.

A small piece of paper with the list of Ancaster Chess teams, captained by Claudia Fischer, probably for an interhouse competition.

A sheet of paper with the detailed results of the 2001 Jerwoods Interhouse Chess competition, won by Peterborough House 'A'.

A team sheet for the Girls' Interhouse Tennis competition on 28 May 2004, including the U12 and U13 teams for Ancaster. Ancaster lost the competition to Lincoln by two games.