Minute from Lieutenant-General Sir Hastings Ismay [Chief of Staff to WSC] to WSC on a proposed appointment for Randolph Churchill as Intelligence Officer to the Commando Brigade.

Letter from Lady Randolph Churchill, 50 Grosvenor Square, London, to WSC, asking him to write, and criticising his new hat.

Letter from Lady Randolph Churchill, Sunningdale, to WSC, on her visit to the Ascot races, and on the Sandhurst entrance examination.

Letter from Lady Randolph Churchill, Kissingen, to WSC, on his success in the Sandhurst entrance examination, and his father's anger that he failed to obtain an Infantry cadetship, also on her visit to Germany and meeting with Bismarck.

Letter from Lady Randolph Churchill, 2 Connaught Place, to WSC, asking for letter "I suppose when yr exchequer is at a low ebb I shall have the pleasure of hearing from you".

Letter from Lady Randolph Churchill, 2 Connaught Place, London, to WSC, on his "very bad" school report from Harrow Describing his work as an "insult to his intelligence", and contrasting him to his brother Jack "who comes out at the head of his class every week".

Letter from Lady Randolph Churchill, 21 Connaught Place, London to WSC, apologies for not being able to visit him at Harrow, also commenting that she was hoping to get Lord Randolph Churchill to "sacrifice that terrible beard", without success.

Letter from Lady Randolph Churchill, 2 Connaught Place, London, to WSC, on the illness of Leonard Jerome, [WSC's grandfather].

Letter from Lady Randolph Churchill, 2 Connaught Place, London, to WSC, on the illness of Leonard Jerome.

Letter from Lady Randolph Churchill, Banstead, to WSC, on his toothache, advising him to brush his teeth more frequently, also on the Newmarket races.

Letter from Lady Randolph Churchill, Banstead, to WSC, on his toothache, the Duchess of Marlborough's illness and the Newmarket races.

Letter from Lady Randolph Churchill, Oakley Court, Windsor, to WSC, apologies for not visiting him at Harrow, and hoping to see him the following week.

Letter from Lady Randolph Churchill to WSC, on his financial situation.

Letter from Lady Randolph Churchill, Banstead, to WSC, apologies for not visiting him at Harrow, and advising him not to sell his bicycle and buy a bulldog puppy "a dog is sometimes a nuisance".

Letter from Lady Randolph Churchill, Banstead, to WSC, sending £1 and complaining about the state of his finances, also on his toothache, complaining that he had had another tooth out ".

Letter from Lady Randolph Churchill, Iwerne Minster House, Blandford, to WSC, on his school report "You must try & have a better one next term as Papa will be back & will expect glowing accounts of yr work." Also commenting on a day's hunting, and "cutting a lovely somersault" at the 3rd fence.

Letter from Reginald McKenna to WSC, on the death of Marigold Churchill.

Letter from CSC to WSC, domestic and family news. Typescript transcript at CHAR 1/118B/26-27.

Letter from CSC to WSC, domestic and family news. Typescript transcript at CHAR 1/118B/34.

Letter from CSC to WSC, domestic and family news. Typescript transcript at CHAR 1/118B/35.

Letter from CSC to WSC, on the possibility of him returning to the Cabinet as Air Minister, also news of children, Diana and Sarah. Typescript transcript at CHAR 1/118B/59-60.

Letter from CSC to WSC, news of children, Diana and Randolph, "such delicious beings" Typescript transcript at CHAR 1/118B/63.