Letter from WSC (35a, Great Cumberland Place [London]) to "Jack" [John S Churchill] discussing Jack's visit to Harrogate [Yorkshire] for a cure; advising him to read an article in "Truth" about the 4th Hussars; and discussing his polo playing. Signed manuscript. Typed transcripts at CHAR 28/152A/61-64.

Transcript of a letter from WSC (35a, Great Cumberland Place [London]) to "Jack" [John S Churchill] discussing Jack's visit to Harrogate [Yorkshire] for a cure; advising him to read an article in "Truth" about the 4th Hussars; and discussing his polo playing. Typed. 2 copies. Original letter at CHAR 28/152A/60.

Letter from WSC (Bangalore [India]) to "Jack" [John S Churchill] on subjects including: the news that his butterfly collection has been destroyed by a rat; a forthcoming polo match; thanks for copies of the Strand magazine and comments on a story by [Arthur] Conan Doyle; a pony race meeting in which he was placed third 3 times; the arrival of "Lily" [his pony]; the plants in his garden; and the deaths of soldiers. Signed manuscript. Typed transcript at CHAR 28/152A/69-74.

Transcript of a letter from WSC (Bangalore [India]) to "Jack" [John S Churchill] on subjects including: the news that his butterfly collection has been destroyed by a rat; a forthcoming polo match; thanks for copies of the Strand magazine and comments on a story by [Arthur] Conan Doyle; a pony race meeting in which he was placed third 3 times; the arrival of "Lily" [his pony]; the plants in his garden; and the deaths of soldiers. Typed. 2 copies. Original letter at CHAR 28/152A/68.

Letter from WSC (Bangalore [India]) to "Jack" [John S Churchill] in which he discusses Jack's Greek friend and advises him to appreciate enthusiasm as "it is the sort of madness that wins great battles and performs great actions", giving examples of achievers "whom you would call 'cracked'" including Garibaldi, Wilberforce, [Lord] Byron, and Raphael. Signed manuscript. Envelope present. Typed transcript at CHAR 28/152A/109-112.

Transcript of a letter from WSC (Bangalore [India]) to "Jack" [John S Churchill] in which he discusses Jack's Greek friend and advises him to appreciate enthusiasm as "it is the sort of madness that wins great battles and performs great actions", giving examples of achievers "whom you would call 'cracked'" including Garibaldi, Wilberforce, [Lord] Byron, and Raphael. Typed. 2 copies. Original letter at CHAR 28/152A/107-108.

Letter from WSC (4th (The Queen's Own) Hussars, Bangalore, Madras [India]) to "Jack" [John S Churchill] in which he discusses his butterfly collection, a polo match and a future match at Hyderabad. Signed manuscript.

Letter from WSC (4th Hussars, India) to "Jack" [John S Churchill] in which he discusses the publication of ["The Malakand Field Force"] by Longmans; comments on the stupidity of the songs in a play [performed at Blenheim Palace]; comments on a reconnaissance mission he is to accompany and a polo tournament; and expresses regret that the son of Madame de Jancourt is unlikely to visit him in India. Signed manuscript. Typed transcript at CHAR 28/152A/133-140 and CHAR 28/152B/141-143.

Letter from WSC (4th Hussars, India) to "Jack" [John S Churchill] in which he discusses his financial worries and a future polo tournament at Meerut and recommends that Jack reads a letter he wrote to "Reggie" [Sir Reginald Barnes]. Signed manuscript. Envelope present.

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 (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 Sir Abe Bailey (38 Bryanston Square [London]) to WSC, commenting on his painting, and asking him to write to 17th Lord Derby [earlier Lord Stanley] in order to "square things with him". Bailey adds that he doesn't see anything but trouble for Italy and Abyssinia [later Ethiopia], as Benito Mussolini will have trouble climbing down. Manuscript.

Letter from WSC to Maurice Petherick, sending a cheque in settlement of a wager [that the India Bill would pass during the session including the Federal System]; further copies sent to Arthur Crossley and Richard Law [later 1st Lord Coleraine]; includes notes by Violet Pearman and WSC.

Letter from the Private Secretary to Arthur Crossley, to [Violet Pearman, Private Secretary to WSC], acknowledging receipt of WSC's cheque for 4 pounds [in settlement of a wager that the India Bill would pass during the session including the Federal System].

Letter from "Clemmie" [CSC](Admiralty Yacht "Between Portsmouth [Hampshire] and Queenstown [South Africa]") to "B M" [Lady Randolph Churchill] in which she says that she hopes that [Lady Randolph] is better; describes her stay on the "Enchantress"; comments that Diana [Churchill, later Diana Bailey and Diana Sandys] is enjoying herself; and reports that WSC has been flying twice and that she has flown once with Lieutenant Spenser Grey.

Pamphlet detailing the stallions, brood mares, foals and horses in training at the stud at Sandringham [Norfolk]. Additional copy in pocket at end of volume.

Letter from Jennie [Jerome, later Lady Randolph Churchill]([Paris, France]) to [Lord] Randolph [Churchill] in which she says that she is looking forward to seeing him although she hopes that he will refrain from making "tiresome remarks", discusses the possibility of going riding as she has found a chaperone and says that she has been reading Horace.