Letter from WSC (50 Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] in which he discusses the wedding of Francis Guest, describes his stay with the [Spender-] Clays, details his plans for his visit to Switzerland with "Jack" [John S Churchill] and expresses his pleasure at the news that "Papa" [Lord Randolph Churchill] is better.

Letter from WSC (Hotel du Bar, Grindelwald [Switzerland]) to "Mamma" [Lady Randolph Churchill] describing his impressions of the scenery, reporting that he and "Jack" [John S Churchill] are being economical and that the rules for the Sandhurst entrance examination have been changed. He asks her to write and tell him how "Papa" [Lord Randolph Churchill] is and says that he is looking forward to her return.

Letter from WSC (Royal Military College [Sandhurst, Camberley, Surrey] on the notepaper of 50 Grosvenor Square) to "Mamma" [Lady Randolph Churchill] in which he expresses his concern about a report on the health of his father [Lord Randolph Churchill], asks her to write to him "unreservedly" on the subject, and says that he worries about the effect of anxiety and travelling on her.

Letter from WSC ([Royal Military College, Sandhurst, Camberley, Surrey] on the notepaper of 50 Grosvenor Square) to [Lord Randolph Churchill] in which he discusses his hopes for his results from Sandhurst and for his father's health and worries which he hopes will be "lulled by the land of the lotus" (quoting one of his father's speeches).

Letter from WSC (50 Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] expressing shock at a telegram from Madras [India] reporting the deterioration of [Lord Randolph Churchill's] health, and his intention to see his father with "Jack" [John S Churchill]. He bids her to "keep your pluck and strength up" and to write to him.

Letter from Lord Randolph Churchill (Barton Lodge, Steeple-Aston, Oxfordshire) to [Lady Randolph Churchill] including: the trial for a case of attempted murder at Woodstock [Oxfordshire]; his intention to return to Ireland for Christmas; and his concern over WSC's health.

Letter from Lord Randolph Churchill (Carlton Club [London]) to [Lady Randolph Churchill] including: a conversation with [Sir Charles] Dilke on foreign politics; the animation of the House of Commons at the resignation of two government ministers; and his rheumatism.

Letter from Lord Randolph Churchill (House of Commons) to [Lady Randolph Churchill] including: his pleasure at the future visit of Clara [Jerome, later Clara Frewen]; advice that she should not continue using snuff as a cure for her cold; a dinner he is to attend at the Junior Naval and Military Club with Campbell aide-de-camp; and discussion of a wedding present and the [financial settlement for marriage of Lady Rosamund Churchill, later Lady Fellowes and Lady De Ramsey].

Letter from Lord Randolph Churchill (Hotel Constantinople, Paris [France]) to [Lady Randolph Churchill] thanking her for her letters; describing his visit to Pau and the Pyranees, the illness of [John, 7th Duke of Marlborough]; his own illness through indigestion; and discussions he has had with [Sir Henry Drummond] Wolff concerning the leadership of the [Conservative] Party.

Letter from Lord Randolph Churchill to [Lady Randolph Churchill] including: his hope that she has settled at Brighton [East Sussex]; his lack of success at fishing; the improvement in his health; and an argument he has had with [Lady Wimborne, earlier Lady Cornelia Churchill and Cornelia, Lady Guest] about her invitation to [the Duke of] Connaught [and Srathearn], brother of [Albert Edward, Prince of Wales] which has forced him to leave the house.

Letter from Lord Randolph Churchill (Blenheim Palace) to [Lady Randolph Churchill] thanking her for her letters and remarking on [a letter] from WSC. He also discusses: the future marriage of [Lord] Curzon [later 4th Lord Howe] to "Georgie" [Lady Georgiana Churchill, later Lady Curzon and Lady Howe] which he describes as "brilliant"; his poor health; and his opinion that it would be undesirable for her to have dinner with Mrs Beauclere alone; and arrangements for moving into a house.

Letter from Lord Randolph Churchill ([France] on the notepaper of 2 Connaught Place) to [Lady Randolph Churchill] including: his concern at her illness; meetings with [John] Gorst and [William] Coddington, Conservative MP for Blackburn [Lancashire] and with [Frederick] Hunt, Conservative candidate for Marylebone [London].

Letter from Lord Randolph Churchill (Villa Carmen [Monte Carlo, Monaco]) to [Lady Randolph Churchill] including: the bad weather which "follows me like my shadow"; his doctor's opinion that [Monte Carlo] is good for his health; the disappointment of [4th Lord] Dorchester that he had not been admitted to see her; and financial difficulties.

Letter from Lord Randolph Churchill (SS Rohilla) to [Lady Randolph Churchill] including his ill health and the suffering of [Frances, Duchess of Marlborough] in the bad weather.

Letter from Lord Randolph Churchill ([Scotland] on the notepaper of the India Office) to [Lady Randolph Churchill] including descriptions of those he has met and a request for her opinion about a speech he made [on 4 September]. In a post script Lord Randolph adds that he has informed "C" that his doctor has ordered him to take complete rest.

Letter from Lord Randolph Churchill (Le Nid, Monte Carlo, [Monaco] on the notepaper of 50 Grosvenor Square) to [Lady Randolph Churchill] describing the people he has met, who include [1st Lord] Dufferin [and Ava] and complaining of a cold.

Letter from Lord Randolph Churchill (Le Nid, Monte Carlo [Monaco]) to [Lady Randolph Churchill] complaining of a cold, speculating on the likelihood that the "stupid old Lords" will not pass the Employers' Liability Bill and thus damage his position in Bradford [Yorkshire], commenting on the "dissolute" lifestyle of Mrs [Lily] Langtry and the huge gambling losses of [5th Lord] Rosslyn [earlier James St Clair-Erskine].