Letter from Lord Randolph Churchill (10 St James' Square [London]) to [Jennie Jerome, later Lady Randolph Churchill] including a description of a present from Mr Cook and the possibility that Lord Royston [later 6th Lord Hardwicke] might be able to attend their wedding.

Letter from Lord Randolph Churchill to Jennie [Jerome, later Lady Randolph Churchill] including: his future visit to Cowes [Isle of Wight] where he says he will remember the time they spent together; discussion of where they should be married and the possibility that a period of residence in Paris [France] may be required; and a suggestion that they should persuade [Leonard Jerome] to buy a house in Charles Street, Berkeley Square [London].

Letter from Lord Randolph Churchill (10 St James' Square [London]) to Jennie [Jerome, later Lady Randolph Churchill] including his disappointment at not having received a letter from her and decision that they should be married in both American and English embassies.

Letter from Lord Randolph Churchill (House of Commons Library) to Jennie [Jerome, later Lady Randolph Churchill] including appreciation for a wedding present given by Madame de H[atzfeldt] and discussion of whether they will have to be married at both [English and American] embassies.

Letter from Lord Randolph Churchill (10 St James' Square [London]) to Jennie [Jerome, later Lady Randolph Churchill] in which he expresses his relief that [Lord] Bowmont [later 7th Duke of Roxburghe] has proposed to Annie [Lady Anne Churchill, later Lady Bowmont and Duchess of Roxburghe]; comments on [Lord] Blandford's [later George, 8th Duke of Marlborough] "poetical composition" and reports that he has been to the levee.

Letter from Lord Randolph Churchill (10 St James' Square [London]) to Jennie [Jerome, later Lady Randolph Churchill] describing wedding presents given to them by Cornelia [Lady Guest, later Lady Wimborne, formerly Lady Cornelia Churchill] and Clementine [Lady Camden, formerly Lady Clementine Churchill]; preparations of bridesmaid lockets for Leonie [Jerome, later Lady Leslie] and Clara [Jerome, later Clara Frewen]; comments on Henry Standish and preparations for the wedding.

Letter from Lord Randolph Churchill (St James' Club, Piccadilly [London]) to Jennie [Jerome, later Lady Randolph Churchill] describing those who attended the boat race [between Oxford and Cambridge Universitities] and discussing arrangements for the wedding.

Letter from Lord Randolph Churchill (St James' Club, Piccadilly [London]) to Jennie [Jerome, later Lady Randolph Churchill] including a description of a dinner the previous evening and arrangements for their wedding.

Letter from Lord Randolph Churchill (Carlton Club [London]) to Jennie [Jerome, later Lady Randolph Churchill] in which he refutes her comments about his letters; reports that he has met [Leonard Jerome] in London and taken him to see lawyers and says that he is looking forward to seeing her.

Letter from [Leonard Jerome] (Union Club, 1 West 21st Street [New York, United States]) to Jennie [Jerome, later Lady Randolph Churchill] in which he discusses her engagement and asks that she tell him who she is engaged to. He says that he has confidence in the judgement of her and her mother [Clara Jerome] "Provided always he is not a Frenchman or any other of those continental cusses". He talks of preparations for the races and his social life with Lawrence [Jerome].

Letter from [Leonard Jerome] (Union Club, 1 W[est] 21st [Street New York, United States]) to Jennie [Jerome, later Lady Randolph Churchill] expressing his pleasure at her engagement to [Lord] Randolph [Churchill] because it is a "love match". He says that he has arranged a settlement of o2,000 a year for her; speculates about Randolph and the feelings of Clara [Jerome, later Frewen] at Jennie's engagement; and discusses Newport society. Envelope present.

Letter from [Leonard Jerome] (Union Club, 1 West 21st [Street, New York, United States]) to Jennie [Jerome, later Lady Randolph Churchill] saying that he is reassured about her engagement to Lord Randolph Churchill although he had been concerned about English prejudice against Americans. He expresses his delight at the engagement "it is the greatest match any American has made since the Dutchess [sic] of Leeds".

Letter from [Leonard Jerome] to Jennie [Lady Randolph Churchill] in which he says that he would increase the amount of money that he gives her from o2,000 if "I could feel that it would do you and [Lord] Randolph [Churchill] the slightest particle of good". He speaks of rearrangements to the Club House; financial arrangements connected with the lease of the Club; asks after WSC and asks Randolph to send him plans of stands for race courses.

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.