A letter from the Headmaster Graham Smallbone to Parents reviewing the Winter term 1992. Contents: The Future; Examination fees; Choral Society performance; Rutland - A Visitor's Guide; Three Special Requests; Responsibility for each other. Two pages A and B.

A letter from the Headmaster Tony Little to Parents regarding a review of the Winter term 2001. Contents: Achievements in Music and Drama; Debating; Sports; International Baccalaureate; Staff; Road Safety; E-mail; Next term.

A letter from the Headmaster Tony Little to Parents reviewing events of Spring term 2000. Contents: School rules; Music, Drama; Debating; Physics Olympiad; Sports achievements; Future dates.

A newssheet from the Headmaster Richard Bull listing the achievements and events of the Spring term 1984.

Notices compiled at the end of the Summer term 2018 and sent to Parents. Contents: Change of status requests; Form 3 Registrations; Siblings enquiring for Form 6 entry; Non EEA pupils; Medical Centre; Music Dates; Oakham Choral Society; Term Dates; Art Calendar; School News; Parent Portal; School Archives; Art; Trustee Changes; Staff Changes. Three pages A to C.

Notices compiled at the end of the Winter term 2017 and sent to Parents. Contents: Change of status requests; Form 3 Registrations; Siblings enquiring for Form 6 entry; Non EEA pupils; Medical Centre; Music Dates; Oakham Choral Society; Term Dates; Art Calendar; Parent Portal; School Archives; Art; Staff Changes. Two pages A and B.

Notices compiled at the end of the Winter term 2018 and sent to Parents. Contents: Director of Operation's Notices; Registrar's Notices; Medical Centre; Music Dates; Oakham Choral Society; Term Dates; Art Calendar; School Archives; Art; Staff Changes. Two pages A and B.

Notices compiled at the end of the Winter term 2019 and sent to Parents. Contents: Change of status requests; Form 3 Registrations; Form 6 entry; Non EEA pupils; Medical Centre; Music Dates; Oakham Choral Society; Art; Art Calendar; Term Dates; Parent Portal; School Archives; Staff Changes. Two pages A and B.

A programme for the performance of Handel's Messiah at the school Chapel.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2002. Contents: Features; Old Oakhamians; Academic; Arts; Pastoral; Sport; Services.