Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he explains that he has not written previously as he did not know her address; reminds her to bring him and "Jack" [John S Churchill] shooting hats; reports that he has received a Fortnum and Mason hamper which has been sent anonymously and suspects that it may be from Lady [Laura] Wilton and describes his hopes for passing his preliminary examination. Envelope present.

Letter from WSC ([Versailles, France]) to "Papa" [Lord Randolph Churchill] expressing relief at the news that his father has returned safely, describing meetings with Baron [Moritz] Hirsch and [Marquis de] Breteuil and asking him to allow him an extra week's holiday so that he can see "Jack" [John S Churchill].

Letter from WSC ([Brighton, East Sussex]) to "Mamma" [Lady Randolph Churchill] describing his stay with Aunt Lily [Lilian, Duchess of Marlborough, later Lady William Beresford] during which he has met [Arthur] Balfour and Sir George Wombwell. Signed typescript.

Letter from WSC (Blenheim Palace) to "Mama" [Lady Randolph Churchill] asking her to come to Blenheim again and describing riding the pony Rob Roy.

Letter from WSC (Beech Lodge [Wimbledon, Surrey]) to "Papa" [Lord Randolph Churchill] thanking him for his letter, expressing relief that [Lord Randolph] is better and sending love to [sic] "Sunney" [later Charles, 9th Duke of Marlborough].

Letter from WSC (St George's School [Ascot, Berkshire]) to "Papa" [Lord Randolph Churchill] in which he says that he is "very happy" at school, that he has been given a bracket by Mrs Kynnersley and that he intends to send his father a gazette.

Letter from WSC (St George's School [Ascot, Berkshire]) to "Mamma" [Lady Randolph Churchill] in which he says that he is "very happy" at school and has spent a happy birthday, thanks her for a present and asks her not to forget to visit him.

Letter from WSC [(St George's School, Ascot, Berkshire]) to "Mamma" [Lady Randolph Churchill] in which he asks her whether he will see [Elizabeth] Everest during the holidays.

Letter from WSC (St George's School, Ascot [Berkshire]) to "Mamma" [Lady Randolph Churchill] in which he says that he hopes that she will visit him soon, asks whether [Elizabeth] Everest gave her the "flour" from him and calculates that he will return home in a month's time.

Letter from WSC (St George's School, Ascot [Berkshire]) to "Mama" [Lady Randolph Churchill] in which he says that he hopes that she will visit him and will allow [Elizabeth] Everest and "Jack" [John S Churchill] to come and see the athletics. Contains pencil guest lists in the hand of ?Lady Randolph Churchill.

Letter from [WSC] (St George's School, Ascot [Berkshire]) to "Oom" [Elizabeth ] saying that he will see her on the 31st of the month.

Letter from [WSC] to "Mamma" [Lady Randolph Churchill] in which he relates that he has caught his first fish and that he and "Jack" [John S Churchill] are well.

Letter from WSC (St George's School, Ascot [Berkshire]) to "Mama" [Lady Randolph Churchill] thanking her for sending him a bag, apologising for not sending it "oweing to my lazyness" and sending regards to [Clara Frewen, earlier Clara Jerome and Leonie Jerome, later Leonie Leslie].

Letter from WSC (St George's School, Ascot [Berkshire]) to "Mamma" [Lady Randolph Churchill] describing a visit to Hampton Court [Middlesex].

Letter from WSC (St George's School, Ascot [Berkshire]) to "Mama" [Lady Randolph Churchill] discussing a firework party at which there will be two guys [Charles] Bradlaugh and O'Donovan Rossa [Jeremiah O'Donovan] and giving the names of the songs he sings in the singing class.

Letter from WSC (St George's School, Ascot [Berkshire]) to "Mama" [Lady Randolph Churchill] in which he reproaches her for not writing to him and asks her to visit on June 24 and to allow [Elizabeth] Everest and "Jack" [John S Churchill] to visit. Envelope present.

Letter from WSC (St George's School, Ascot [Berkshire]) to "Mamma" [Lady Randolph Churchill] thanking her for allowing [Elizabeth] Everest to visit him.

Letter from WSC (St George's School, Ascot [Berkshire]) to "Mama" [Lady Randolph Churchill] asking her to write to him and to inform him whether [Lord Randolph Churchill has been elected to the committee of the National Union of Conservative Associations].

Letter from WSC (St George's School, Ascot [Berkshire]) to "Mama" [Lady Randolph Churchill] asking her to send him some money for the chapel fund.

Letter from WSC (St George's School, Ascot [Berkshire]) to "Mamma" [Lady Randolph Churchill] in which he tells her that he may be awarded a prize and that he has been allowed to return to his own room.

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he tells her that he is "very happy" and asks that [Frank] Thomas should send him stamps. Envelope present.

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Oom" [Elizabeth Everest] in which he describes his recent illness, asks her to come and visit him with "Jack" [John S Churchill] and says that he is going to give "Mama" [Lady Randolph Churchill] a "lecture" for not writing to him.

Letter from WSC (29 [& 30] Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he asks for money as he has been "very extravagant" and has bought stamps and a stamp book.

Letter from WSC ([29 & 30 Brunswick Road] Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] informing her that the holidays begin on the 19th and asking for [Elizabeth] Everest's address.

Letter from WSC (29 [& 30] Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] expressing sorrow at the death of Colonel [Frederick] Burnaby and discussing a visit with Dr [Robson] Roose to see Dr Woakes, and a "ripping" pantomime in Brighton.