A programme for the Oakham School Concert Band and Big Band concert in Chapel on 7 March 2003, including a list of the performers and bands, and the musical numbers.

A letter from the Headmaster Tony Little to Parents regarding a review of the Summer events, before the start of Winter term 1999. Contents: Timings of the first day of term; Expeditions; Maintenance work; Public Examination Results.

A document showing the various charities that Oakham School raised money for between September 2017 and Spring term 2019. Also includes amounts.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2008. Contents: Staff News; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2010 and Spring term 2011. Contents: Staff News; Features; Trips and Tours; Academic; Performing Arts; Pastoral; Community Activities; Sport; Foundation; Old Oakhamian.

The Oakhamian Magazine and Old Oakhamian Magazine, recording the Summer term 2014. Contents: News; Features; Academic; Performing Arts; Jerwoods; Trips and Tours; Pastoral; Community Activities; Staff News; Sport; Beyond Oakham; Old Oakhamian; Foundation.

The Oakhamian Magazine and Old Oakhamian Magazine, recording the Summer term 2015. Contents: News; Features; Academic; Cover Story; Performing Arts; Jerwoods; Trips and Tours; Pastoral; Community Activities; Sport; Staff News; Beyond Oakham; Old Oakhamian; Foundation.

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 Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2019. Contents: Feature; Academic; Performing Arts; Trips and Tours; Pastoral; Cover Story; Activities; Sport; Staff News; Beyond Oakham; Old Oakhamian.

The Oakhamian Magazine, recording the Spring term 1997. Contents: History; Languages; Performing Arts; Gap Years; English; Art; Sport; Science; Miscellany; Houses.