Drawing of WSC as a small child on a red sofa. Includes frame.

Letter from [Lady Randolph Churchill] (Belfast [Ulster, Ireland]) to "R" [Lord Randolph Churchill] in which she says that she has visited church twice and that she has been looking after the baby [WSC], that she hopes that [Lord] Blandford [later George, 8th Duke of Marlborough] will not mind him returning to her soon.

Letter from [Lady Randolph Churchill] to [Lord Randolph Churchill] in which she discusses the pain of being separated from him, breakfast with [Henry] Standish and [Helene] Standish, reports compliments on her skating from Madame de Sagan and says that she is not lonely with "dear Winston"[WSC].

Letter from [Lady Randolph Churchill]([Dublin, Ireland]) to [Lord Randolph Churchill] in which she describes the visitors she has received who include the Duke of Abercorn and [John, 7th Duke of Marlborough]; riding; invitations; the noise made by WSC and the running of the house with only one servant named Kate. Includes a cross marked "W [WSC] signature.

Letter from [Lady Randolph Churchill](Vice Regal Lodge, Dublin [Ireland]) to "R" [Lord Randolph Churchill] in which she says that she is bored, comments on a vulgar letter to [Lady] Rosamund [Churchill, later Lady Fellowes and Lady De Ramsey] and the date of Rosamund's wedding, and gives news of WSC.

Letter from [Lady Randolph Churchill] to "R" [Lord Randolph Churchill] in which she describes a morning with Mrs [Emelina] Guinness; reports on the purchase of a toy elephant for WSC; thanks him for buying her a saddle and complains of a cold.

Letter from [Lady Randolph Churchill] to "R" [Lord Randolph Churchill] in which she discusses riding and the progress of a horse, clothes for Thomas and a walk with WSC.

Part of a letter from [Lady Randolph Churchill] to [Lord Randolph Churchill] including: her loneliness; a conversation with "Annie" [Lady Bowmont, later Duchess of Roxburghe, earlier Lady Anne Churchill] who had said that she was "very much bored" at being pregnant; a visit to Dublin [Ireland] and a message from WSC.

Part of a letter from [Lady Randolph Churchill] to [Lord Randolph Churchill] including: the announcement of the engagement of [Lady Rosamund Churchill, later Lady Fellowes and Lady De Ramsey to William Fellowes, later 2nd Lord De Ramsey]; a report in the Morning Post about his "remarks"; Lady Castlereagh's [later Lady Londonderry's] comments on the arguments between her family and the Marlboroughs; and WSC's progress.

Part of a letter from [Lady Randolph Churchill] to [Lord Randolph Churchill] in which she says that she will inform people that [5th Lord] Rossmore [formerly Derrick Westenra] had called on her so that it would not appear that she was trying to hide it and reports that WSC is teething.

Part of a letter from [Lady Randolph Churchill] to [Lord Randolph Churchill] in which she asks whether she has met any of their "enemies" [a reference to Lord Randolph's quarrel with Albert Edward, Prince of Wales]; reports that [Lord] Blandford [later George, 8th Duke of Marlborough] is at Berne [Germany]; comments that she thinks that [Elizabeth] Everest is cross with her for taking WSC out and discusses Colonel Frazer.

Letter from [Lady Randolph Churchill] to [Lord Randolph Churchill] in which she describes a trip to the circus with WSC; promises to work on her painting, requests that he should enquire about her fans and says that she may stay with "Annie" [Lady Bowmont, later Duchess of Roxburghe, earlier Lady Anne Churchill] for the wedding of [Lady] Rosamund [Churchill, later Lady Fellowes and Lady De Ramsey].

Letter from [Lady Randolph Churchill] to [Lord Randolph Churchill] in which she describes a church service in the Chapel Royal; comments on [Lord] Clanmorris withdrawing an invitation to his yacht as [the Duke of] Connaught [and Strathearn] wished to sail; reports that WSC spent the day with the son of Mrs [Emelina] Guinness and describes the rings which [William] Fellowes [later 2nd Lord De Ramsey] has given to [Lady] Rosamund Churchill[ later Lady Fellowes and Lady de Ramsey].

Letter from [Lady Randolph Churchill] to [Lord Randolph Churchill] including: comments about a visit to Carton [Maynooth, County Kildare, Ireland]; the jealousy of [Lady] Rosamund [Churchill, later Lady Fellowes and Lady De Ramsey] at [Lady Randolph's] ring; observations that WSC is well and "chatters 19 to the dozen as usual"; her boredom [in Dublin, Ireland]; progress at painting; irritation with Kildare and acknowledgement of the receipt of a cheque.

Letter from [John S Churchill] ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] reporting that "Winney" [WSC] is going to take a medical examination and that he is hoping for a quiet day, commenting "I do not get much peace while he is here".

Letter from "Jack" [John S Churchill] ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] in which he says that "Winney" [WSC] is taking "all kinds of medicines" and sends his love.

Letter from [John S Churchill] ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] in which he discusses arrangements to return home and says that "Winney" [WSC] is unwell.

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 [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 [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 [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 [Lord Randolph Churchill] (Blenheim Palace, Woodstock) to Mrs [Clara] Jerome in which he says that Jennie [Lady Randolph Churchill] is well although she thinks herself stronger than she is; reports that the layette has not yet arrived; that they have received a letter from Madame de Hatzfeldt and that they will not bring WSC to Paris [France] as he is too small. Envelope present at CHAR 28/41/41. Signed manuscript.

Letter from [Lord] Randolph [Churchill] (Blenheim Palace, Woodstock) to Mrs [Clara] Jerome in which he says that Jennie [Lady Randolph Churchill] is well, discusses clothes which are required for WSC and gossip about "Dunhoff".