Transcript of a letter from WSC (4th Hussars, Aldershot [Surrey]) to "Jack" [John S Churchill] in which he describes his first ride in a steeplechase in which he was placed third and comments that it has made him more popular and that he rode under the "nom de guerre" of Spencer as the race was reported in the newspapers. Typed. 2 copies. Original letter at CHAR 28/152A/54.

Letter from WSC (Cunard Royal Mail Steamship "Etruria", Queenstown [South Africa]) to "Jack" [John S Churchill] passing on regards from [Alexandra] Lady Colebrooke, informing him that the sea is calm and asking him to write. Signed manuscript.

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 [Lady Randolph Churchill] to [Lord Randolph Churchill] in which she says that his letters cheer her up, that she has been taking snuff for her cold, playing lawn tennis at the Vice Regal Lodge [Dublin, Ireland], re-reading his early letters to her and that WSC is well.

Letter from [Lady Randolph Churchill] (Vice Regal Lodge, Dublin [Ireland]) to [Lord Randolph Churchill] including: a description of an unpleasant train journey during which Thomas [the footman] had been involved in a fight; a report of WSC and [Elizabeth] Everest ; observations on the illness suffered by the maid of Clara [Jerome, later Clara Frewen] which had attracted "much scandal"; the new cook and the dismissal of Mrs Britton; and news of the ending of "PB's" affair.

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Jack" [John S Churchill] including: a visit to the races at Ascot [Surrey] and dinner with Lord Wolverton; his hopes to see Jack; and the comment "Everything is very damneble [sic] except Sandhurst". Typescript signed by WSC.