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This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

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 collection consists of the mainly the non-paper aspects of the archives collection. The collection is random in its make up but has a good material collection which highlights the changing nature of the school's uniform.

Items in this collection range in material type and stem from a variety of sources such as the Quatercentenary celebrations or items that were once used daily on the school grounds (such as building plaques or clock hands).

Photo albums and scrapbooks compiled by members of staff throughout the years.

A collection of photographs of the School theatres, the Barraclough Hall and the QET.

A bound copy of several Oakhamian Magazines from 1949 to 1954.

A bound copy of several Oakhamian Magazines from 1949 to 1953.

A bound copy of several Old Oakhamian Magazines from 1953 to 1959.

The Old Oakhamian Magazine, published in 1954. Contents: Editorial; Annual General Meeting; Annual Dinner; Regional Meetings; War Memorial Fund; O.O. Fund; Barraclough Hall; School News; O.O. Notes; Life in Kenya; Presidents of the Club; Engagements, Births, Marriages & Deaths; Obituaries; New Members; Changes of Address; Jobs for the (Old) Boys; Notices; Correspondence; Golf. Ten double-pages A to J.

A group of original photographs and print-outs used as illustrations in John Barber's "The Story of Oakham School".