This sub-series gathers speeches delivered during the Millennium celebrations.

This sub-series focuses on objects made for the Millennium celebration.

A pair of bronze candelabras designed and manufactured by the Art & Design Department, Wendy Greaves and Mark Stephens in particular, funded by Old Oakhamians for the Millennium. Two candelabras A and B.

A copy of the Headmaster's introduction during the service of dedication of the Millennium frontal and candelabra by the Bishop of Peterborough on 9 December 2000.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2004. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; The Old Oakhamian; The Foundation.

A booklet celebrating Ian Prendergrast's time at Oakham School, from 1990 to 2018.

A newssheet from the Headmaster Richard Bull listing the achievements and events of the Winter term 1984.

A headmaster's annual report for the academic year 1982-1983. Contents: Registrations/Entry/Numbers; The Houses; The Decem/Discipline; Staff; General Academic; The Academic Departments; Music; Art and Design; Drama; P.E. and Sport; C.C.F. and Duke of Edinburgh Award Scheme; Community Services; Afternoon Activities; Careers; Chaplaincy; The Ashburton Hall; Library; The Oakhamian; The School Council; Oakham School Nursery; Sanatorium; A.V.A. Centre; Postscript. Attached are A-Level results (appendix A), O-Level and A-Level results (appendix B), University Entrance (appendix C), a report to the Headmaster - Computing Department (appendix D). Thirteen pages A to M.

A headmaster's annual report for the academic year 1983-1984. Contents: Numbers and Recruitment; Discipline and Morale; Staff; Academic; Art/Design/Music/Drama; P.E./Sports/Games/Service/Activities; Chapel; Food/Health; Careers/A.V.A.; Oakhamian/School Council; Publicity and P.R.; 1984 and All That. Attached are A-Level results (appendix A), O-Level results (appendix B), Academic Scholarships and Exhibitions (appendix C). Nine pages A to I.

The Oakhamian Magazine, recording the Spring term 1993 (published in May 1993). Contents: People - Places - Events; Drama; General; Houses; Music; Oxbridge; Sport; Scholarship Awards 1993.