Letter from WSC (50 Grosvenor Square [London]) to "Jack" [John S Churchill] including: thanks him for his long letter; his illness and the possibility that he may go to Brighton [Sussex]; news of various friends; a new Chemistry notebooks and an alteration in the period of history to be studied for the Sandhurst examination; and a promise to send money. Signed manuscript.

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Jack" [John S Churchill] in which he thanks him for his letter and discusses visiting Harrow at the weekend. Signed manuscript.

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 (4th Hussars, Aldershot [Surrey]) to "Jack" [John S Churchill] on subjects including: his arrival at Aldershot and a dinner as a guest of the mess on the first night which put him at ease; the "terribly severe business" of the riding school and the pain he is suffering; details of his daily routine, responsibilities and his servant; and news that he has been gazetted and will receive 120 pounds per year pay. Signed manuscript. Typed transcript at CHAR 28/152A/40-45.

Letter from WSC (4th Hussars, East Cavalry Barracks, Aldershot [Surrey]) to "Jack" [John S Churchill] on subjects including: thanks for his letter; details of his commission and rate of pay; comments on his work which he finds interesting except for the drill; a route march which he was allowed to accompany; arrangements to purchase a picture of Count [Charles] Kinsky for a sovereign; and advice on beginning letters. Signed manuscript. Typed transcript at CHAR 28/152A/48-51.

Transcript of a letter from WSC (4th Hussars, East Cavalry Barracks, Aldershot [Surrey]) to "Jack" [John S Churchill] on subjects including: thanks for his letter; details of his commission and rate of pay; comments on his work which he finds interesting except for the drill; a route march which he was allowed to accompany; arrangements to purchase a picture of Count [Charles] Kinsky for a sovereign; and advice on beginning letters. Typed. Original letter at CHAR 28/152A/46-47.

Letter from WSC (4th Hussars, Aldershot [Surrey]) to "Jack" [John S Churchill] in which he discusses [Thomas] Walden sending a photograph to Harrow; informs him of his accident in a steeplechase; discusses games of "Fives"; and informs him that he was in charge of the squadron "rather dull - but a lot of things to arrange and sign". Signed manuscript.

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. Original manuscript. Typed transcript at CHAR 28/152A/55-58.

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 (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.

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.