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This collection highlights the achievements of Old Oakhamians after they have left Oakham School.

A calendar for Hope HIV signed by notable Old Oakhamians.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2007. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2009. Contents: Staff News; Features; Trips and Events; Academic; Performing Arts; Pastoral; Community Activities; Sport; Beyond Oakham; Foundation; Old Oakhamian.

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 The Old Oakhamian Magazine, recording the academic year 2019-2020. Contents: The Headmaster Writes; Read All About It; News Faces; A Year in Pictures; A Coronavirus Challenge; Academic; Performing Arts; Trips and Tours; Community; Activities; Sport; Beyond Oakham; Old Oakhamian.

A bound copy of several Oakhamian Magazines from Spring 2009 to Summer 2011.

A bound copy of several Oakhamian Magazines from Spring 2007 to Winter 2008.

A collection of documents, including photographs and commemorative plaques, relating to the School's cricket pavilions on Doncaster Close since the 19th century.

A collection of documents relating to the BAFS Pavilion, built on Doncaster Close, on the site of the original cricket pavilion. It was opened on 24 May 2014, on Speech Day, by Mike Gatting. It was named BAFS after O.O. Brian Smith (‘54), captain of the school’s unbeaten first Rugby XV, Hockey XI and Cricket XI teams.