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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.

A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

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

This collection focuses on the staff who have worked for Oakham School over the years. Material focuses on not only training and teaching, but staff wellbeing, pay and benefits.

There are two series which focus on notable members of staff from the school's history: Jon Wills and Brian Welford. Material for these staff members have been collected by themselves and other members of staff.

Recruitment series includes jobs descriptions for various positions, both teaching and support staff, in the school.

There is a strong collection of policies an guidance for teachers in completing the many administrative and teaching jobs expected.

A bound copy of several Oakhamian Magazines from 1888 to 1890 and from 1894 to 1896.

A bound copy of several Oakhamian Magazines from 1891 to 1896.

A bound copy of several Oakhamian Magazines from 1891 to 1893.

A bound copy of several Oakhamian Magazines from 1892 to 1895.

A bound copy of several Oakhamian Magazines from 1894 to 1902.

A bound copy of several Oakhamian Magazines from 1896 to 1899.