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 (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 (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 (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] (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 (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 (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 (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 (Eastbourne [East Sussex]) to Jennie [Jerome, later Lady Randolph Churchill] including his hopes that his aunt and uncle, Lord and Lady Portarlington, may influence his parents [John, 7th Duke of Marlborough and Frances Duchess of Marlborough] to allow them to marry soon.

Letter from Lord Randolph Churchill (St James' Club, Piccadilly [London]) to Jennie [later Lady Randolph Churchill] describing his disappointment at not having received a letter from her.

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.

Letter from Lord Randolph Churchill (Blenheim Palace) to Jennie [Jerome, later Lady Randolph Churchill] referring to her uncle's research into "his early life and exploits" and allegations of scandal, Lady Carnavon's praise for Jennie, and a visit from Alfred Churchill and his wife.

Letter from Lord Randolph Churchill (Blenheim Palace) to Jennie [Jerome, later Lady Randolph Churchill] in which he explains that he has decided not to contradict or investigate the slander against him and asks her to thank [Leonard Jerome] for supporting him; describes the shooting with [Lord] Alfred Churchill; and comments on [Leonard Jerome's] losses in the sinking of the Ville de [?] Harle.

Letter from Lord Randolph Churchill (Blenheim Palace) to Jennie [Jerome, later Lady Randolph Churchill] in which he says that he wishes she would not write about the "bad reports" she hears about him and speaks of a meeting with Mr and Mrs [Henry] Standish.

Letter from Lord Randolph Churchill (Blenheim Palace) to Jennie [Jerome, later Lady Randolph Churchill] in which he says he is distressed at not having received a letter from her; discusses a future visit to Smithfield cattle market in London; and looks forward to their married life together.

Letter from Lord Randolph Churchill (Blenheim Palace) to Jennie [Jerome, later Lady Randolph Churchill] including: a description of the arrival of [Albert Edward, Prince of Wales]; the names of some of the guests at Blenheim; and a request that she should not go to the United States as he hopes that they can be married in April or May.

Letter from Lord Randolph Churchill (Blenheim Palace) to Jennie [Jerome, later Lady Randolph Churchill] including: his departure from Blenheim; observations on Mr and Mrs Strange Jocelyn; and arrangements for their marriage.

Letter from Lord Randolph Churchill (Bayham Abbey, Lamberhurst [Kent]) to Jennie [Jerome, later Lady Randolph Churchill] apologising for "scolding her" but warning her that her good nature may be taken advantage of. He also comments on her father's [Leonard Jerome's] attitude towards their relationship.