The sub-series include three large scrapbook containing news paper cuttings of every of the First World War, research booklets, a book donated to the school and several photographs.

The sub-series focuses on the Humfrey Family, more particularly on Stuart and Douglas Humfrey, and include "The Humf Letters".

A collection of material which focuses on Old Oakhamians and their military careers. The bulk of the collection focuses on the two World Wars and research of the OOs who sadly fell.

The strongest part of this sub-fonds is the material relating to the First World War. It contains research on many Old Oakhamians and whole OO families who fought during the conflict such as the Humfreys and the Scotts. Much of the material is paper research but there are some original photographic material included.

WWS/2 focuses on the Second World War. Most of the collection looks at Oakham between 1939 and 1945 or the commemorations that have subsequently occurred.

A collection of material which focuses on Old Oakhamians who fell in the First World War, containing personal and family items and research.

A list of Old Oakhamians who served in India during World War Two, with names, regiments and years at Oakham School. Two small sheets of paper numbered A and B.

A digital photograph of a plaque honouring three Old Oakhamians who lost their lives in conflicts other than the two World Wars: Francis Rightson Robinson, Herbert Alfred Bates and John Bainbridge Wood.

Digital photographs of memorials around school honouring Old Oakhamians who fell in conflicts other than the two World Wars.

A digital photograph of the War Memorial Library that was built in 1955 in memory of the Old Oakhamians and Masters who lost their lives in the Second World War.

A CD entitled "Old Oakhamian Military War Service".

Various items listing the Old Oakhamians who served in some conflicts.