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This series relates to Junior Boarding girls of Lincoln House. The house was built in 1974, as part of the new Jerwoods Campus for the Lower School. Most of the collection is made of the House photographs, as well as informal photograph of the girls in house events and sports competition, and programmes of some house events.

This series relates to the History of Shooting at Oakham School. The collection is made of team photographs, score books and ephemera relating to successes at Bisley. The collection spans from the 1950s to 1980s.

This series focusses on staff leavers, including list of staff changes, invitations to Leavers' events and booklets celebrating staff's time at 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 letter from Michael Seivewright, Pubilc Relations Oficer at Rutland Stroke Club, to the Headmaster Tony Little thanking him for the Harvest Party in October 1997.

A letter from the Second Deputy Jan M.D. West to Inspector A. Harrison informing the local police of the Rutland Water Walk and that children will be walking on the public highway.

A letter from former Headmaster Walter Lee Sargant to Skevington regarding the latter's family, his brother, the death of miss Harrison and Sargant's plans.

Three letters between Adam Lowe and Jon Wills related to the Kilburn Road Gaol, now the Richard Bull Centre, and visiting College House and the School Archives.

A postcard from J.W.G. to G. Talbot Griffith on 25 October in the 1930s. The postcard shows School House and the Buttercross.

This file focusses on the organisation of various Oakham Art Festivals in the early 1990s.