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A programme for an amateur performance given by the students to celebrate the opening of the new buildings of Oakham Grammar School on 8 September 1858.

The Oakhamian Magazine, recording the Winter term 1954 (published in Spring term 1955). Contents: School News; Avete; Valete; C.C.F.; Shooting; Scout Notes; Cub Notes; Chess; Debating Society; The Museum; Films; O.P.R.S. Notes; The Music Club; Lepidotus Elvensis; Sparks from the Torch; Oakham, Uppingham and St Olave's; She Stoops to Conquer; Easter Term Plays; American Schools and Other Things; Hockey; Under 14 Football; The Running Eight; Fives; Athletics Match; Boxing; O.O. News. Eight double-pages A to H.

The Oakhamian Magazine, recording the Spring and Summer terms 1975. Contents: Editorial; School News; Correspondence; Music; Drama; Societies; Games; C.C.F.; O.O. News; Valete; Avete.

The Oakhamian Magazine, recording the Summer term 1999. Contents: Editorial; OSCA; Speech Day; Chess; Drama; Music; French Trips; Leavers; Dublin; Duke of Edinburgh Award Scheme; A-Level Art & Design; Geography Expedition to Morocco; Corsica '99; House Reports; Sports; Oakham School 2050.

The Oakhamian Magazine and Old Oakhamian Magazine, recording the Summer term 2018. Contents: News; Cover Story; Speech Day 2018; Lower School Prize Giving 2018; Features; Performing Arts; Trips and Tours; Pastoral; Activities; Sport; Staff News; Beyond Oakham; Old Oakhamian.

The Old Oakhamian Magazine, published in 1956. Contents: Editorial; Annual General Meeting; Annual Dinner; Regional Meetings; Old Oakhamian Fund; Opening of the War Memorial Library; School News; O.O. Notes; Medals of Father Douglass; John Haywood; Engagements; Births, Marriages & Deaths; Obituaries; New Members; Changes of Address; Notices; Golf. Nine double-pages A to I.

A collection of photographs and other documents relating to the history of the Art and Design buildings. On 25th April 2009, the Jerwood School of Design was officially opened, even though it had been in use since September 2008 by teachers and pupils. It was built on the site of maintenance yard garages, adjacent to the Sports Hall.

A collection of documents relating to the Wharton pavilion, built on the site of the Old Gymnasium, adjacent to Wharflands. The opening ceremony took place on 4 July 1983 by O.O. Ron Jacobs ('45), President of the R.F.U. In July 2014, the Wharton Pavilion, known as Stumps, was taken down.

Oakham School Magazine, recording the Winter term 1905 (published in Spring term 1906). Contents: Editorial; School Notes; Opening of the new school Buildings; Art and History in the East End; Football; Correspondence. Seven double-pages A to G.

The Oakhamian Magazine, recording the Summer term 1996. Contents: Farewells; History; Science; Miscellany; English; Languages; Art; Performing Arts; Sport; Houses; Miscellany.