A collection which charts the various societies and activities available to pupils at Oakham School. Documents include photographic records and correspondence for different societies. Topics include chess, CCF/OTC, scouts, Duke of Edinburgh Award, Oligoi , Exploratory Society, and trips and expeditions.

The multiple series contain administrative documents for the various societies and certain series, such as Duke of Edinburgh Award and CCF/OTC have excellent photographic record of formal or informal events.

There is a particularly detailed series on Chess and the event of Gary Kasparov's visit to the school.

There is a good collection of shooting medals and trophies, kindly donated by Henry Blagg.

This sub-series focuses on informal photographs of the girls and staff of Gunthorpe House.

This file contains various photographs of every day life in Gunthorpe, as well as house events and interhouse competitions.

A photograph of three girls during a DofE Walking expedition.

A photograph of three girls during a DofE Walking expedition.

A photograph of two girls during a DofE Walking expedition.

A newspaper cutting with a photograph of a minivan after an accident involving Oakham School teachers and pupils on their way back from a DofE cycling expedition in 1999.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Spring term 2009. Contents: Features; Staff News; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Old Oakhamian Magazine, published in September 1989. Contents: Our First Lady President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News - Round-up; O.S.E.L.; O.S.C.A.; Oakham Festival Week; Music; Drama; C.C.F.; Duke of Edinburgh's Award Scheme; O.S.E.S.; Sport; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; O.O. News; Letters; Nostalgia; O.O. Golf Society; O.O. Rifle Club; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates; Rugby Fixtures.

The material in this collection is primarily made up of the research completed by the school historian, Brian Needham, but also contains books written by ex-school members of staff.