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

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 2003. Contents: Academic; Features; Societies; Party Time; Music and Drama; Art & Design; Pastoral; 20:20; The Old Oakhamian; Sport.

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

The Oakhamian Magazine, recording the Winter term 1994. Contents: Farewells & Choir; Library; Houses; Lab-Oratory; Duesbury-Bowes Lecture; Art News; Performing Arts & Languages; Girls Sports; Sports Results; Boys Sports; Old School.

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

The Old Oakhamian Magazine, published in October 1996. Contents: National 2 - RSC 2; O.O. Day 1996; Summer Holiday Success; Births, Engagements, Marriages & Deaths; Obituary; O.O. News; Lucy Pearson; Library; Lewis Moody; Chess.

The Old Oakhamian Magazine, published in Spring 1998. Contents: From the Headmaster; O.O. News; Births, Engagements, Marriages & Deaths; Obituaries; All Your Yesterdays; Oakham Memories; Sporting Highs; Oxford & Cambridge Places 1998.

A bound copy of several Oakhamian Magazines from Winter 2002 to Winter 2004.

A bound copy of several Oakhamian Magazines from Winter 2011 to Summer 2014.