Letter from Mrs James Davis, Dame of the Primrose League (Varna Road, Edgbaston [Birmingham]) to Lady Randolph Churchill wishing her success in canvassing for Lord Randolph Churchill at Woodstock success. Annotated "ackd 4.7.85".

Telegram from The Edinburgh Habitation, Primrose League, 9 Castle Street [Edinburgh, Scotland]) to Lady Randolph Churchill congratulating her on the success of the [Woodstock by-election] and saying that the result is due to her exertions [she canvassed the election on behalf of Lord Randolph Churchill].

Letter from H W Stamper (Richmond [Virginia, United States]) to Lady Randolph Churchill in which he says that Lord Randolph's popularity in Virginia is partly due to her support and "wifely devotion", congratulates her on his success in the Woodstock by-election [which she canvassed on behalf of Lord Randolph Churchill] and says that he admired her when she lived in New York [United States].

Letter from W Taylor (238 Hyde Road, Manchester) to [Lady Randolph Churchill] enclosing an article from the Manchester Guardian [not present] concerning her support for Lord Randolph Churchill in the Woodstock by-election and advising that Lord Randolph should improve his manners if he wishes to win. Annotated "ackd 4.7.85".

Postcard from "A Working Man" (London) to Lady Randolph Churchill commenting on the "humiliating and unmanly position" of [Lord Randolph Churchill] having to send his wife to fight for his seat [at the Woodstock by-election] and on [Lord Randolph's] "vile language".

Invitation to Mrs [Clara] Jerome and her daughters to meet Albert Edward, Prince of Wales and Alexandra, Princess of Wales on H M S Ariadne annotated "Randolph".

Letter from [Lord] Randolph Churchill (Marine Hotel [Cowes, Isle of Wight]) to Jeannette [Jennie Jerome, later Lady Randolph Churchill] saying that he has missed his boat, thanking her for the photograph, and adding "you see I keep turning up like a bad shilling".

Letter from [Lord] Randolph [Churchill] (Steamboat) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] discussing her mother's [Clara Jerome's] opinion of their engagement. He says that he hopes that they will meet in London soon and adds "your photograph & your dear little pin will keep you every minute, in my memory". Envelope present.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] enclosing photographs of his family [not present], saying how painful he found leaving her, that he hopes her father [Leonard Jerome] will not object [to their engagement], and that [Albert Edward] Prince [of Wales] has spoken of how much he enjoyed meeting her.

Letter from Lord Randolph Churchill to [Jennie Jerome, later Lady Randolph Churchill] saying that he wonders why he has not received a reply from her; that he has written to [John, 7th Duke of Marlborough] telling him that he wants to marry her and will come to Cowes [Isle of Wight] when he has received a reply. He writes of his worry that she will be influenced by others' bad opinions of him and includes a poem about love.

Letter from Lord Randolph Churchill (St James' Club, Piccadilly [London]) to [Jennie Jerome, later Lady Randolph Churchill] in which he says that he is "much too low at being away from you" to go to a play with the Standishes; that he hopes that her father [Lenard Jerome] will agree [to their engagement]; and that he wears a locket containing her photograph and hair.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he suggests that she should persuade her mother [Clara Jerome] to let her write to him more often; that Albert Edward, Prince of Wales and Alexandra, Princess of Wales have spoken of how much they liked her; and that he is waiting for her father's [Leonard Jerome] response [concerning their proposed engagement].

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he says that he will not be able to come to Cowes [Isle of Wight] until her father's [Leonard Jerome's] answer [concerning their engagement] has arrived. He speaks of his feelings for her which he thinks would be described as "quite out of date in this practical 19th century" and adds that the pug is in "small health".

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] concerning arrangements to meet her [in London] with her mother's [Clara Jerome's] permission. He comments that their one-sided correspondence is "disheartening" and on the long wait for her father's [Leonard Jerome's] response [concerning their engagement].

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he says that he is looking forward to seeing her in London. He describes his pain at her not being allowed to write to him; informs her that his parents [John, 7th Duke of Marlborough and Frances, Duchess of Marlborough] have consented to their engagement; and speculates on her father's [Leonard Jerome's] response.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he describes a party at Blenheim for an agricultural dinner; refers to the bracelet which he has given to her as "binding you to me irrevocably"; and describes his happiness that her mother [Clara Jerome] has agreed to let her write to him.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] replying to a letter from her which has hurt him by suggesting that he has changed since [they met at] Cowes [Isle of Wight]. He says that he was mistaken in her; that he presumes that she viewed their affair only as amusement at Cowes; includes a short poem; and asks her to reassure him that she did not mean what she wrote.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he says that he might answer her questions when they are married and that he has decided not to write to her father [Leonard Jerome] until he knows whether the latter approves of him.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jerome, later Lady Randolph Churchill] including: his father's [John, 7th Duke of Marlborough's] insistence that they should wait a year before they get married and hopes for Randolph's parliamentary career; speculations on a future dissolution of parliament; and his intention to tell his father that "his beastly old borough [Woodstock, Oxfordshire] can go to the devil".

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] including a report of an interview with his father [John, 7th Duke of Marlborough] in which his father had stipulated that they must provide proof of their feelings by waiting before marrying, and the news that his pet pug dog has died.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he urges her to write and inform him of her father's [Leonard Jerome's] response [concerning their engagement] and discusses a large party at Blenheim, which Albert Edward, Prince of Wales will attend.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he describes his journey away from Cowes [Isle of Wight], and promises to write to her mother [Clara Jerome] concerning his "position, prospects & means".