Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he discusses purchasing a bull dog, asks her to make a doctor's appointment for him and to write to [James] Welldon to thank him for arranging private lessons for him.

Letter from Lady Randolph Churchill, Banstead, to WSC, apologies for not visiting him at Harrow, and advising him not to sell his bicycle and buy a bulldog puppy "a dog is sometimes a nuisance".

Letter from Lord Randolph Churchill (Blenheim Palace) to [Jennie Jerome, later Lady Randolph Churchill] including: his disappointment at not having received a letter from her; a meeting with Frank [Francis] Bertie in London; and an insult from Mr [?] Cust who had said that Randolph "always walked about with a pug who was exactly like me except he was black & I was white".

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] in which he discusses the prizes won by his father's [John, 7th Duke of Marlborough's] sheep [at Smithfield] cattle market in London; describes arrangements for [Albert Edward, Prince of Wales] to meet the people of Woodstock [Oxfordshire] which he hopes will influence the future election; and asks her to write about what she is doing in Paris [France].

Letter from Lord Randolph Churchill (St James' Club, Piccadilly [London]) to [Lady Randolph Churchill] including arrangements for the transport of dogs to Blenheim Palace and the closure of their house [in Dublin, Ireland] and speculations on relations between England and Russia.

Letter from [Leonard Jerome] ("Dauntless") to Jennie [Jerome, later Lady Randolph Churchill] including: his loneliness; arrangements for sending a Japanese dog to England; and his happiness that Jennie and Clara [Jerome, later Frewen] have been well received by their new friends. Envelope present.

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] thanking her for her reassuring letter and reporting on the poor health of the pug.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] including: his father's [John, 7th Duke of Marlborough's] displeasure over his letter [in which Randolph stated that he would refuse to wait for a year before marrying her]; the incessant friction [at Blenheim Palace] and the ill health of the pug. He asks her to write and describe her life in Paris [France].

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 (Beaufort Castle, Beauly [Inverness-shire, Scotland]) to [Lady Randolph Churchill] informing her of his safe arrival and that he has met [Lady] Fanny [Marjoriebanks, later Lady Tweedmouth, earlier Lady Fanny Churchill], [Lady] Sarah [Churchill, later Sarah Wilson] and Lady Londonderry. He also describes the unfavourable weather conditions which will make fishing difficult and the success of his racehorse Lugaddi.

Letter from Lord Randolph Churchill (Cairnton, Banchory [Kincardineshire, Scotland]) to [Lady Randolph Churchill] referring to the dullness of his visit to Beaufort Castle [Beauly, Inverness-shire, Scotland], describing the success of [his racehorse] Lugaddi and calculating when he may be able to afford a 200 guinea portrait.

Letter from Lord Randolph Churchill (Moulton Paddocks, Newmarket [Suffolk]) to [Lady Randolph Churchill] thanking her for her letter, describing his success at the races where he has "cleared a monkey [o500]", relating the friendliness of [Albert Edward] Prince of Wales returning a letter [not present] from WSC.

Letter from Lord Randolph Churchill (2 Connaught Place [London]) to [Lady Randolph Churchill] detailing his social engagements and hopes for a racehorse called "Abbesse".

Letter from Lord Randolph Churchill (Lyngdal, Christiansand, Norway) to [Lady Randolph Churchill] in which he expresses his pleasure at the news of [his racehorse] the Abbesse winning the Oaks, describing his success at fishing and commenting on an "amiable" telegram sent to him by [5th Lord] Rosebery [formerly Archibald Primrose].

Letter from Lord Randolph Churchill (Hotel de L'Europe, Hamburg [Germany]) to [Lady Randolph Churchill] informing her of his decision to leave Norway because of the lack of fishing, describing his journey to Hamburg and commenting on reports he has read of the Oaks where [his racehorse the Abbesse] won.

Letter from Lord Randolph Churchill (Kings Hotel, Brighton [East Sussex]) to [Lady Randolph Churchill] discussing his success at the races and the people he has met.

Letter from Lord Randolph Churchill (Sledmore, York) to [Lady Randolph Churchill] discussing his success at the races and the performance of [his racehorse] the Abbesse and reporting that he has seen Clara [Frewen, earlier Clara Jerome].

Letter from Lord Randolph Churchill (Royal Station Hotel, York) to [Lady Randolph Churchill] in which he tells her that he is down o300 through losses at the races; discusses the possibility that Sir [?] Jatton may buy his racehorse the Abbesse for o3,000 and enclosing a bill [not present] for WSC.

Letter from Lord Randolph Churchill (Beaufort Castle, Beauly [Inverness-shire, Scotland]) to [Lady Randolph Churchill] in which he explains that he and [Frances, Duchess of Marlborough] remain at Beaufort, makes observations about the failure of [Georges] Boulanger and the lack of success of his racehorses.

Letter from Lord Randolph Churchill (Floors Castle, Kelso [Roxburghshire, Scotland]) to [Lady Randolph Churchill] describing his success at fishing, detailing his plans to travel to Newmarket [Suffolk] and his hopes for the Abbesse's [his racehorse] success.

Letter from Lord Randolph Churchill (Moulton Paddocks, Newmarket [Suffolk]) to [Lady Randolph Churchill] describing a meeting with [Frances, Duchess of Marlborough] and Henry Fowler and his success at fishing. He says that he hopes to see her in London the following week, speculates on the success of various racehorses, and comments on a "capital letter" sent to him by WSC.

Letter from Lord Randolph Churchill (St Gatien House, Newmarket [Suffolk]) to [Lady Randolph Churchill] explaining that he will not be able to come to London because he wishes to try [his racehorse] the Abbesse, relating his success at the races and asking her to pass a message to [Sir Henry Drummond] Wolff regarding his letters.