Letter from Lord Randolph Churchill (Blenheim Palace) to [Jennie Jerome, later Lady Randolph Churchill] describing his duties as starter at a steeplechase race at [Merton College, Oxford] and discussing the members of his family who will attend their wedding.

Letter from Lord Randolph Churchill (10 St James' Square [London]) to [Jennie Jerome, later Lady Randolph Churchill] reproaching her for going out with a bad cold and for being "giddy and frivolous" so close to their wedding; enclosing designs of a monogram [not present]; asking her to inform him of the size of her fingers; and reporting that he intends to rent a house in Curzon Street [London].

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 Lord Randolph Churchill (Marlborough Club, Pall Mall [London]) to [Lady Randolph Churchill] including: an argument with [Lady] Fanny [Marjoriebanks, later Lady Tweedmouth, earlier Lady Fanny Churchill]; his eagerness to return to her; the future visit of "Henri" [Henry Standish]; and his intention to go to Nice [France] on the advice of [Dr] Clayton.

Letter from Lord Randolph Churchill (St James' Club, Piccadilly [London]) to [Lady Randolph Churchill] including his intention to speak in support of the government in the House [of Commons] and to disassociate himself from the "extreme Turcophile party", financial affairs and the arrangement of a loan. In a post-script he asks why she went to the drawing room when he had asked her not to.

Letter from Lord Randolph Churchill (29 St James' Place [London]) to [Lady Randolph Churchill] enclosing a letter [not present] from [Boni de] Castellane whom Lord Randolph describes as a "blackguard". He advises her that she should "be more careful in her manner to men" and discusses the possibility that [William] Gladstone had considered resigning.

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.