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This collection covers the multitude of sports that pupils can do at Oakham School. Sports include cricket, rugby, hockey, athletics, netball and swimming as some of the richest in terms of items in the sub-series.

Most sub-series have a good photographic record of first teams, alongside comprehensive fixture and team lists. Some sub-series will contain correspondence, programmes and administrative documents.

There is an extensive collection of trophies and shields awarded to pupils and Old Oakhamians for their sporting achievements.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2014 and Spring term 2015. Contents: News; Features; Academic; Trips and Tours; Performing Arts; Pastoral; Community Activities; Staff News; Sport; Beyond Oakham; Old Oakhamian; Foundation.

The Oakhamian Magazine, recording the Spring term 1995. Contents: DofE; Music; English; Drama; Languages; Science; Girls Sport; Sport; Boys Sport; Miscellany; Houses; Art & Design.

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

The Oakhamian Magazine, recording the Spring term 1996. Contents: History; English; Performing Arts; C.C.F.; Science; Miscellany; Geography; Gap Year; Art; Sport; Houses; Miscellany.

The Oakhamian Magazine, recording the Spring term 1998. Contents: Editorial; London Science Museum; R.A.F. Trip to Hunstanton; Study Visit to Berlin; Drama; Art & Design in Paris; Sports; Alzira exchange; Travel; Houses.

A bound copy of several Oakhamian Magazines from Summer 1993 to Summer 1997.

This file focusses on newsletters, reviewing the terms' events and achievements.

The Oakhamian Magazine, recording the Winter term 1979 and Spring term 1980. Contents: Editorial; School News; Focus; Criticism; Fashion; Poetry and Prose; Drama; Music; Adventure; Sport; The School Council.

The Oakhamian Magazine, recording the Spring term 1994. Contents: Arts; Houses; Medicine; Languages; Art & Design; Sport; Sports Results; Miscellany.