Letter from WSC (Bengal Club, Calcutta [India]) to "Jack" [John S Churchill] in which he says that his leg has improved; discusses horse races and his hopes for "Lily" [his pony]; promises to send him 5 pounds as a Christmas present; and informs him that Hewett "who shot you in the eye at Deepdene" is with him. Signed manuscript.

Letter from WSC ([Blenheim Palace, Oxfordshire] on the notepaper of 105 Mount Street) to "Jack" [John S Churchill] in which he says that he has heard from "Mamma" [Lady Randolph Churchill] that Jack is better, discusses his progress on his [biography of Lord Randolph Churchill] and says that by the end of the following week "there will remain nothing but to flesh the skeleton" and reports on a car accident involving Sunny [Charles, 9th Duke of Marlborough]. Signed manuscript.

Letter from WSC (Villa Cassel, Moerel, Valais, Switzerland) to "Jack" [John S Churchill] in which he expresses regret that he sold shares at the wrong time; reports that he won 260 pounds in the Deauville [France] casino; discusses his travel plans and the constitution of Transvaal [South Africa]; and reports that he has been corresponding with King [Edward VII] and has put "everything on a much better footing in that quarter". Signed manuscript.

Letter from WSC (Vienna [Austria]) to "Jack" [John S Churchill] marked "secret" discussing his financial affairs and enclosing two bills which he asks Jack to take care of, explaining that he does not wish to pay them but does not want them to take legal proceedings against him. Signed manuscript.

Letter from WSC ([Italy] on the notepaper of the Colonial Office) to "Jack" [John S Churchill] in which he comments that Jack's stories are "un peu trop fort" [a bit too strong] and he has "had to forego the pleasure of keeping it [his letter] in the archives"; discusses a future dinner with "Natty" [1st Lord Rothschild]; and discusses difficulties over the authority on which he has left the United Kingdom and his travel plans. Signed manuscript. Typed transcript at CHAR 28/152B/205-208.

Transcript of a letter from WSC ([Italy] on the notepaper of the Colonial Office) to "Jack" [John S Churchill] in which he comments that Jack's stories are "un peu trop fort" [a bit too strong] and he has "had to forego the pleasure of keeping it in the archives"; discusses a future dinner with "Natty" [1st Lord Rothschild]; and discusses difficulties over the authority on which he has left the United Kingdom and his travel plans. Typed. 2 copies. Original letter at CHAR 28/152B/204.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he discusses purchasing a bull dog, asks her to make a doctor's appointment for him and to write to [James] Welldon to thank him for arranging private lessons for him.

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] asking her to send him money and informing her that he is going to see "Jack" [John S Churchill].

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he explains that the money he had requested had been spent on journeys to [London] and defends his request to be sent ducks from Banstead [Manor, Newmarket, Suffolk] and asks her not to be "wrothful without cause".

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he has visited "Jack" [John S Churchill] and asks her to allow them to attend the wedding of [Lady] Sarah [Churchill, later Sarah Wilson to Gordon Wilson], not to send him to a French family for his holidays and to send him some "filthy lucre" [money].

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he thanks her for sending him money, asks her to allow him to attend the wedding of [Lady Sarah Churchill, later Sarah Wilson to Gordon Wilson] and begs her not to make him spend his holidays with a "nasty, fusty and beastly" French family.

Letter from WSC ("In the train" [to Calcutta, India]) to "Mamma" [Lady Randolph Churchill] informing her that he has written to [John] Brabazon to ask to be attached to the 21st Lancers to join them in Egypt and that he hopes to join the spring campaign Pencil.

Letter from WSC ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] in which he apologises for not writing to her, reports that he has learnt 1,000 words of Macaulay and hopes that he will be awarded a "copy", a prize for English History.

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he describes the clothes he would like to wear when collecting a school prize and asks her to allow [Elizabeth] Everest to bring them to him and to help him pack.

Letter from WSC ([Harrow School, Middlesex]) to [Lady Randolph Churchill] thanking her for allowing "Jack" [John S Churchill] and [Elizabeth] Everest to visit him and asking her to visit him and bring him a hamper.

Letter from WSC ([Harrow School, Middlesex]) to "Papa" [Lord Randolph Churchill]in which he reports that he has secured his remove and that his form master is impressed with his progress, describes a mock battle and says that he intends to learn 1,000 lines of Shakespeare.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] reporting that he was not awarded the Shakespeare prize and apologising for not writing.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he is glad that she has returned home and asks her to visit him.

Letter from WSC (105 Mount Street [London]) to "Mamma" [Lady Randolph Churchill] in which he expresses concern for "Jack's" [John S Churchill] involvement in fighting in South Africa and sorrow at the death of Albert Savory and encloses a report [not present] of his speech in Beverley [Yorkshire] about which he comments as "the best platform effect I have ever produced".

Letter from WSC (105 Mount Street, Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] in which he informs her of his decision to accept an invitation to speak to the Institute of Journalists; arrangements for his speaking tour; the future general election and Oldham [Lancashire] where "the situation...will be much complicated by the great depression and struggle in the cotton trade". Signed typescript with manuscript corrections.