A letter from the Headmaster Richard Bull to Parents regarding the Commemoration service, the Oakham School Young Masters, dressing code for School Photographs, the Quatercentenary Programme, the 1984 Appeal Raffle, the rule on tracksuits and second-hand uniform shop and guidelines on parties.

A letter from the Headmaster Richard Bull to Parents regarding the fees for the year 1982-1983.

A roll call for School House, Mr. Scriven's, Mr Williams', Bank House and the Day Boys in Winter term 1887.

A photograph of Tim Shaw batting and David Webb fielding for the School's 1st XI. Date is estimated in the early to mid 1980s.

A photograph of David Robjohns outside the Wharton pavilion in the 1980s.

A photograph of Michael Lavey playing for the U14 XI during a cricket match on Doncaster Close in the 1980s.

A photograph of Ian Forsyth playing in a cricket on Doncaster Close in the 1980s.

A prospectus promoting studying at Oakham School in 1942. Contents: Trustees & Staff; Foundation & History; The School today; Situation & Surroundings; Premises & Equipment; School Terms, Holidays, Timetable; Chapel Services, Religious Instruction; Curriculum; Libraries; Reports; Boarding Houses; School House, Wharflands, The Junior House; Clothes; Diet & Tuck Boxes; Health; Absence & Leave; Games; Physical Education; O.T.C.; Scouts; Activities outside the classroom; Entry, Fees, Remission of Fees for absence; Optional Payments, Extras; Pocket Money; Scholarships; Leaving Scholarships; Notice of leaving; Expenses; Appointments with the Headmaster; Day Boys; Publications; Old Oakhamian Club. Nine double-pages A to I. Enclosed is modifications to the clothes list due to Rationing in July 1941 (J).

A prospectus promoting studying at Oakham School in the 1930s. Contents: Staff; Admission; Work; Fees; Optional Payments; Absence & Remission of Fees; Health; Entrance Scholarships; Other Scholarships & Exhibitions; Buildings; Boarding Houses; Holidays & Hours; Games & Hobbies; School Societies; Expenses; Clothes List.

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.