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A photocopy of the 'Terms of Oakham School conducted by the Rev J. Doncaster' in 1823; hand-written notes from the Headmaster.

A letter from the Headmaster Richard Bull to Parents regarding the Summer Activity Holidays, the Scholarship Examinations, the fees for music lessons, times for using the sports facilities, and future term dates.

A letter from the Headmaster Richard Bull to Parents regarding the June meeting of the Finance Committee and School fees.

An account book recording pupils' fees, staff wages, various income and expenditure from April 1915 to May 1930.

An account book recording pupils' fees, staff wages, various income and expenditure from Summer term 1930 to Easter term 1939.

A prospectus promoting studying at Oakham School in 1902. Contents: Trustees & Staff; Subjects; Upper School & Lower School; Examinations; Boarding Houses; Library, Games & Extras; Terms; Holidays; Infectious Disease; Scholarships, Exhibitions & Prizes. Three double-pages A to C.

A prospectus promoting studying at Oakham School in 1943. 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; J.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. Six double-pages A to F. Enclosed is a list of Trustees and Staff (G).

A prospectus (A) promoting studying at Oakham School in 1935. Contents: Trustees; 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. Enclosed are corrections to prospectus (B), and a form of application for admission (C).

A photocopy of p.226 from an unidentified source regarding Dalton's comparative fees statistics for public schools in 1896.

A letter from the Headmaster Richard Bull to Parents regarding the revised fees for the year 1980-1981.