Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Jack" [John S Churchill] in which he thanks him for his letter; reports that he has visited the 4th Hussars at Aldershot [Surrey] with Colonel [John] Brabazon; discusses "the watch" [WSC had ill treated a gold watch] and reports that "Papa [Lord Randolph Churchill] is now soothed"; discusses their summer holiday and their next meeting; and reports that the typewriter has arrived. Signed manuscript.

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Jack" [John S Churchill] including: a visit to the Empire [theatre, London]; his intention to bring "Molly" [Adela] Hacket to Harrow; a planned visit to the Derby if [Lord Randolph Churchill] gives his permission; and his progress with a typewriter. Typescript signed by WSC.

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.

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Jack" [John S Churchill] thanking him for a present, discussing arrangements to visit Harrow, and informing him that [Lord Randolph Churchill and Lady Randolph Churchill] are returning [from Japan] to Monte Carlo as [Lord Randolph] has been advised to have "perfect quiet". Signed manuscript. Typed transcripts at CHAR 28/152A/32-33.

Transcript of a letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Jack" [John S Churchill] thanking him for a present, discussing arrangements to visit Harrow, and informing him that [Lord Randolph Churchill and Lady Randolph Churchill] are returning [from Japan] to Monte Carlo as [Lord Randolph] has been advised to have "perfect quiet". Typed. 2 copies. Original letter at CHAR 28/152A/31.

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Jack" [John S Churchill] informing him that [Lord Randolph Churchill and Lady Randolph Churchill] are returning [from Japan] to Monte Carlo and commenting on [Lord Randolph's] health "if he keeps perfectly quiet he may yet get well- though he will never be able to go into Politics." Signed manuscript. Typed transcripts at CHAR 28/152A/35-36.

Transcript of letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Jack" [John S Churchill] informing him that [Lord Randolph Churchill and Lady Randolph Churchill] are returning [from Japan] to Monte Carlo and commenting on [Lord Randolph's] health "if he keeps perfectly quiet he may yet get well- though he will never be able to go into Politics." Typed. 2 copies. Original letter at CHAR 28/152A/34.

Letter from WSC (35a, Great Cumberland Place [London]) to "Jack" [John S Churchill] in which he discusses the route of the P & O express and says that he will not see him until he returns from India; discusses his speech; and asks him to write often. Signed manuscript.

Part of a letter from WSC (4th (The Queen's Own) Hussars, Bangalore, India) to "Jack" [John S Churchill] in which he expresses sorrow that "Mamma" [Lady Randolph Churchill] has not written to him, asks Jack to find out why she is "so unkind", and says that the mistakes in ["The Malakand Field Force"] have caused him "acute pain". Manuscript.

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 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 (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 "Jack" [John] S Churchill (Andermatt [Switzerland) to "Mama" [Lady Randolph Churchill] describing his journey and climbing Pilatus. He also reports that "Winney" [WSC] "went nearly mad" at the news that he had passed the Sandhurst examination and is writing to "Papa" [Lord Randolph Churchill].

Letter from WSC ([Cliveden, Buckinghamshire]) to "Mummy" [Lady Randolph Churchill] in which he informs her that he is well, describes a punting trip with [Lady Sarah Churchill, later Sarah Wilson] and a visit to Newmarket [Suffolk].

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] reproaching her for not replying to his last three letters, commenting "If [Elizabeth] Everest did not write to me I should hardly imagine that there was such a place as Banstead [Manor, Newmarket, Suffolk], and asking her to contact him about a [surgeon's] appointment.

Letter from WSC (50 Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] in which he says that he does "the model 'son' very well", reports that he will probably accept an invitation from [Samuel, 2nd] Lord Hindlip, and that he and "Jack" [John S Churchill] miss her very much and discusses financial arrangements.

Letter from "Jack" [John S Churchill] ([Elstree School, Hertfordshire]) to "Mama" [Lady Randolph Churchill] in which he says that he was very disappointed that he was not allowed home and "still more disappointed" that she did not visit him.

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he discusses his plans to visit [London] at the weekend and asks her to write to inform him whether "Papa" [Lord Randolph Churchill] is still angry with him.