However, by 1927 the black and yellow design was fairly widely replicated by other schools and so was replaced by a red, blue and gold blazer and hat with a coloured button on the crown to signify the wearer's House.

On 24 May, Queen Victoria's birthday, Empire Day was celebrated by a parade and the raising of the Union Flag in the playground, a speech by the headmaster, and a holiday.

[6] He also appears to quote from the school's prospectus of the time:[6] Religious instruction is given, but is restricted to lessons from the Bible, and exemption from this instruction or from attendance at prayers may be claimed on written notice being given to the head master.Around four hundred boys from the Boys' School served in the Great War and 98 were killed in action; an unusually high ratio given the national statistics.

The "New Wing" of Simon Langton Boys was adopted by the South East Mounted Rifles, who transformed the playground into a parade ground, and the playing fields were put to use by the army.

[7] In the Second World War, the school was at first used as a reception centre for evacuees from London and the Medway towns; both staff and senior students helped to billet and feed the influx of children.

[14][15] After receiving criticisms from pupils, parents and the MP for Canterbury, headteacher Ken Moffat responded by saying: "There is no rightwing agenda in the school".

[16][18] Channel 4 news stated that its "boys have gone well beyond the curriculum to take part in cutting-edge scientific experiments; plasma physics, space satellites and medical research", and had "outwitted NASA" with the LUCID project.