Letter from "Jack" [John S Churchill] (Reverend J E C Welldon's, Harrow [School, Middlesex]) to "Mama" [Lady Randolph Churchill] enclosing a letter from "Grandmama" [Frances, Duchess of Marlborough, see CHAR 28/31/21], reporting that WSC visited him and asking after "Pinky Poo" [a pet dog].

Letter from "Jack" [John] S Churchill] (Harrow [School, Middlesex]) to [Lady Randolph Churchill] in which he discusses WSC's enthusiasm at going to [Cuba], asks for a photograph of WSC "in his glory" and says that Dudley Marjoriebanks [later 3rd Lord Tweedmouth] has visited to play football.

Letter from "Jack" [John] S Churchill to "Mama" [Lady Randolph Churchill] thanking her for sending him a letter from WSC, discussing some puppies and asking her to pay a bill from a "haberdasheranian".

Letter from "Jack" [John S Churchill] (Erquy [France]) to "Mama" [Lady Randolph Churchill] in which he reports that she has made an impression on Robineau and comments that a letter from WSC was "decidedly hot and his writing was melting".

Letter from "Jack" [John] S Churchill (Erquy, Cotes de Nord [France]) to "Mama" [Lady Randolph Churchill] in which he says that he is ill, comments on the fact that WSC was "too late" [to see the war between Greece and Turkey], and asks her to send him money.

Letter from "Jack" [John] S Churchill ([45 Rue des Missionnaires] Versailles [France]) to "Mama" [Lady Randolph Churchill] in which he discusses Lord Vernon's illness and says that Lord Vernon is "furious with Winston [WSC], who is a millionaire in India". He also mentions the names of other people he has met who include Lord Charles Beresford and asks her to visit him.

Letter from "Jack" [John S Churchill] (35A Great Cumberland Place [London]) to "Mama" [Lady Randolph Churchill] in which he says that Moreton [Frewen] thinks that she should send WSC's letter to be published. Envelope present.

Letter from "Jack" [John S Churchill] (Bachelors' Club, Piccadilly [London]) to "Mama" [Lady Randolph Churchill] in which he discusses financial affairs, including WSC's loan, reports that he has been talking about the City with [Ernest] Cassel, that he hopes to hear news of WSC and learn shorthand and that he has received an invitation from [5th Lord] Rosebery.

Letter from [Frances, Duchess of] Marlborough (Blenheim Palace, Woodstock) to Mrs [Clara] Jerome reporting on the good progress made by Jennie [Lady Randolph Churchill] and [WSC] who is described as "a very healthy pretty little Child". Envelope present.

Letter from "Jack" [John S Churchill] (Standerton [South Africa]) to WSC in which he says that he has decided to remain in South Africa until the [Boer War] is over; discusses dissatisfaction with the lack of coverage of the actions of the Natal Field Force and lack of credit given to [Redvers] Buller; describes the action against the Boers in which the SALH [South African Light Horse] have participated and comments on the popularity of WSC's book.

Letter from [Frances, Duchess of] Marlborough (Blenheim Palace, Woodstock) to Mrs [Clara] Jerome informing her of the birth of WSC and the safe confinement of Jennie [Lady Randolph Churchill]. She describes WSC's birth and says that Jennie was attended by the Woodstock doctor, that they did not have any baby linen ready and that she will make sure that Mrs Jerome receives a daily bulletin. Envelope present.

Letter from Clara Jerome (Paris [France]) to [Frances] Duchess [of Marlborough] thanking her for her letter, saying that she was disappointed at not being able to be with [Lady Randolph Churchill] for the birth of WSC and that she hopes to receive daily reports from [Lord] Randolph [Churchill].

Letter from [Lord] Randolph [Churchill] (Blenheim Palace, Woodstock]) to [Clara] Jerome in which he reports on the health of Jennie [Lady Randolph Churchill] and WSC and comments that [Leonard] Jerome has not answered his telegram. Envelope present.

Letter from [Lord Randolph Churchill] (Blenheim Palace, Woodstock) to Mrs [Clara] Jerome in which he says that Jennie [Lady Randolph Churchill] is well, that Clementine [Lady Camden, earlier Lady Clementine Churchill] is attending to her correspondence and says that he was concerned about [Lady Randolph] and that they have asked [Leonard] Jerome to be godfather [to WSC]. Envelope present.

Letter from "Jack" [John] S Churchill (45 Rue des Missionnaires, Versailles [France]) to "Mama" [Lady Randolph Churchill] in which he expresses pleasure at the news of WSC's success, complains about his ears and says that he is looking forward to returning home.

Letter from [Lord] Randolph [Churchill] (Blenheim Palace, Woodstock]) to [Clara] Jerome informing her of the birth of WSC. He explains the causes of WSC's premature birth and that the doctor from London did not arrive in time, reports that [Lady Randolph] was brave, that the baby is healthy and that they had to borrow "baby things" from the Woodstock solicitor's wife. Envelope present.

Letter from "Jack" [John] S Churchill (Reverend J E C Welldon's, Harrow on the Hill [Middlesex]) to "Mama" [Lady Randolph Churchill] in which he discusses arrangements for his holiday; reports that there is to be a memorial for [6th] Lord Bessborough; describes a paper chase; says that he intends to join the Cyclist Corps and that WSC has been put in charge of a squadron.

Letter from "Jack" [John] S Churchill ([45 Rue des Missionnaires, Versailles, France]) to "Mama" [Lady Randolph Churchill] in which he says that he likes Robineau; discusses the behaviour of "the Roumanian"; describes the food and wine; comments on WSC's appointment as acting-adjutant and asks her to send him an English newspaper.

Letter from "Jack" [John S Churchill] (Standerton [South Africa]) to "Mama" [Lady Randolph Churchill] in which he says that despite skirmishes with the Boers and the Free Staters the regiment is "very bored and tired", reports that Olive Guthrie saw some fighting at Blomfontein, and comments on WSC's escape.

Letter from [George Cornwallis-West](Furstenstein, Bez. Breslau [Poland]) to [Lady Randolph Churchill] in which he discusses the loss of "Beppo" [a pet]; describes his visit to Pless and the guests who were there; comments on the likelihood of war with Germany and WSC's policy at the Admiralty and wishes her a happy new year which he hopes "may be a better one for us both".

Part of a letter from WSC to [Lady Randolph Churchill] reporting that he was top of his form in a gymnastic examination and sending his love to other family members.

Dictation exercise by WSC corrected and marked.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he details his marks for conduct and says that "Little Kim" [Lord Kimbolton, later 9th Duke of Manchester] is settling in well.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he says that he would like to see "Ruddygore", asks to be given a chess set and describes the characters in "The merry men of Sherwood forest" in which he plays Robin Hood.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he says that he hopes she is well and reports that he has had examinations in arithmetic and Euclid.