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A fixture card for the 1955 season, including matches for the Rovers, Hornets and Wasps XI cricket teams.

A headmaster's annual report for the academic year 1958-1959. Contents: Numbers; Staff; Activities; Health; Accommodation; Finance; General Remarks. Seven pages A to G.

A photograph of Old Masters, John Barber, K.R. Bowes, Leslie Coleman, Geoffrey Liebert and L.M. Leakey, outside the Shakespeare Centre on 13 July 1984. The photograph was taken by O.O. E.G. Hudson.

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

A photograph of Oakham School staff in the late 1950s/early 1960s, under Headmaster John Buchanan.

A photograph of Oakham School staff in the early 1960s, under Headmaster John Buchanan. Names are taped on top.

The Oakhamian Magazine, recording the Winter term 1953 (published in Spring term 1954). Contents: School News; Cricket Fixtures; C.C.F. Notes; Shooting; Scout Notes; Cub Notes; The Debating Society; O.P.R.S.; Art Society; Film Review; Macbeth; Subscription Concerts; Concert; Fives; Life in Kenya; Rugby Football; Hockey; Cross Country Running; The Sports; Triangular Athletics Match; Junior Boxing Finals; O.O. News; Correspondence. Nine double-pages A to I.

The Oakhamian Magazine, recording the Winter term 1949 (published in Spring term 1950). Contents: School News; Debating Society; Khan of Khazanzeeb; Puppet Group; Photographic Society; Stamp Club; Greek Play; Railway Society; Scout Notes; Cub Notes; C.C.F.; Sparks from the Torch; Music Notes; Geography Society; Use of Latin; In Southern Scotland; Field Society; Hockey; Rugby Football; Fives; Cross Country Running; O.S.P.R.S.; O.O. News; Correspondence. Item belonged to D.J. Stocks. Six double-pages A to F.

The Oakhamian Magazine, recording the Spring term 1953 (published in Summer term 1953). Contents: School News; C.C.F.; Scout Notes; Cub Notes; Shooting; Art Society; Field Society; Roman Villa; Second Thoughts; Cricket; Swimming; Speech Day; Junior Sports; Football Fixtures; Correspondence; O.O. News; Oxford Letter; Cambridge Letter. Eight double-pages A to H.

The Oakhamian Magazine, recording the Summer term 1955 (published in Winter term 1955). Contents: School News; Valete; Avete; House Transfers; C.C.F.; Shooting; Scout Notes; Cub Notes; O.P.R.S. Notes; Lectures; Film Review; Debating Society; Philatelic Society; Great Casterton and the Museum; John Haywood; Take Cover; The Sports; The Steeplechases; Swimming; Rugby Football; O.O. News; Correspondence. Nine double-pages A to I.