A letter from Anne Rawlins to Parents informing them of two training sessions at Oakham RFC for their children before the Leicestershire Cross Country Championship at Braunstone Park in 1999.

A letter from Gail Hayward, Senior Mistress of Bromsgrove School, enclosing the minutes of the Senior Mistresses' Regional Meeting. Contents of the minutes include Staff in Sport, Staffing and Manning in Boarding House, and Attracting Women into Senior Position in Co-Educational Schools. Six pages numbered A to F.

A letter from the Headmaster Graham Smallbone to Parents regarding a review of the Winter term 1985. Contents: Reports; Scholars; Examinations; Appointments; School accounts; Insurance; Music fees; Activity holidays; Games; Chad '86 Appeal and OSCA. Two pages A and B.

A letter from Iain Simpson, Director of Sports, inviting Parents and Guardians to attend a talk on positive parenting and helping children through adolescent years.

A letter from K.R. Bowes to T.W. Badgery regarding the purchase of Doncaster Close and the 1832 Reform Bill abolishing the Rotten Boroughs. The letter was enclosed with HIS/1/2/4/48.

A letter from Michelle Northcott, Housemistress of Lincoln House, to Parents and Guardians reviewing the 2017 Winter term's achievements and events.

A letter from Pat Johnson, Senior Mistress of Sevenoaks School, regarding the H.M.C. Co-Educational Schools meeting of Senior Mistresses at Sevenoaks School on 9 November 1989, including directions, the programme of the day and a map of Sevenoaks School. Two pages numbered A and B.

A letter from Roger Blackmore to Alan Grieve regarding the 1985-1986 programme of activities and events organised by OSEL. Two pages A and B.

A letter addressed to John Barber referring to the last paragraph in his book "The Story of Oakham School" on pp.74-75 and regarding the purchase on Doncaster Close and the 1932 Reform Act.

A letter from Bob to John Barber regarding Tom Badgery's letter and the purchase of Doncaster Close and the 1832 Reform Act.