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Oakham School Magazine, recording the Winter term 1926 (published in Spring term 1927). Contents: School Notes; The Concert; O.O. Club Notes; Lectures; The Waiter; Mr W.M. Colles; Football. Five double-pages A to E.

Oakham School Magazine, recording the Spring term 1929 (published in Summer term 1929). Contents: Frontispiece; Editorial; School Notes; The Captain of the Ship; To G.H.; The Prefect's Lot; Extracts from a Wanderer's Diary; Boxing and Fencing Club; The Sports, Cricket; O.T.C.; O.O. News; Correspondence; Games Accounts. The name 'Worthington' is hand-written on the cover. Nine double-pages A to I.

The Oakhamian Magazine, recording the Spring term 1989 (published in May 1989). Contents: Editorial; People - Places - Events; OSCA; Travel; Nostalgia; Societies; Music; Drama; Sport.

Old Oakhamian Calendar, published in 1927. Cover with contents: Frontispiece; Editorial; Names and Addresses of Members of the Old Oakhamian Club; Annual Dinners; Presentation to Mr J.C. Clark; The Headmaster's Letter; Cambridge Letter; Review of School Games, 1924-1927; Mr J.C. Clark's Trip to Canada; Births, Deaths and Marriages; Old Oakhamian Notes; Cricket and Football Matches; School Staff - September 1927. Thirteen double-pages A to M.

A bound copy of several Oakhamian Magazines from 1902 to 1910.

A bound copy of several Oakhamian Magazines from 1914 to 1916.

A bound copy of several Oakhamian Magazines from February 1988 to February 1991.

This collection focuses on the staff who have worked for Oakham School over the years. Material focuses on not only training and teaching, but staff wellbeing, pay and benefits.

There are two series which focus on notable members of staff from the school's history: Jon Wills and Brian Welford. Material for these staff members have been collected by themselves and other members of staff.

Recruitment series includes jobs descriptions for various positions, both teaching and support staff, in the school.

There is a strong collection of policies an guidance for teachers in completing the many administrative and teaching jobs expected.