Letter from Lord Randolph Churchill (Le Nid [Monte Carlo, Monaco]) to [Lady Randolph Churchill] reproaching her for not writing to him, complaining of a cold, relating an argument between Lady Wilton and "that abominable Duchess [of Montrose]" and his intention to speak to the Duke of Cambridge about "Jack" [John S Churchill], discussing arrangements to return to England and asking her to thank WSC for his letter.

Letter from WSC (Hotel Brittanique, Bruxelles [Brussels, Belgium] on the notepaper of 50 Grosvenor Square) to "Mamma" [Lady Randolph Churchill] describing his journey, Count [Charles] Kinsky's kindness to "Jack" [John S Churchill] and himself and his impressions of Brussels. He expresses relief at the news that [Lord Randolph Churchill] is better but concern that she is unhappy and says that he has got a photograph of her wearing a star in her hair.

Letter from WSC (Royal Military College [Sandhurst, Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he reports that his boils are getting better, asks her to send him items with which to furnish his room and says that he has received a letter from "Papa" [Lord Randolph Churchill].

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.

Part of a letter from "Jack" [John] S Churchill (The Deepdene, Dorking [Surrey]) to [Lady Randolph Churchill] in which he asks after the health of "Papa" [Lord Randolph Churchill].

Letter from Lord Randolph Churchill, 50 Grosvenor Square, To WSC, on visit to Lord Roberts at Grove Park, also on forthcoming visit of the Prince of Wales to Harrow School. Advising WSC to take care with his diet, "Eating fast, as you do is a fertile source of indigestion & heated blood, producing boils". Also advising him to address him as "Dear Father" rather than "Papa" in future letters.

Letter from [Lady Randolph Churchill] (2 Connaught Place [London]) to [Lord Randolph Churchill] saying that she is ill. Pencil.

Letter from [Lady Randolph Churchill] (2 Connaught Place [London]) to [Lord Randolph Churchill] saying that she is ill [with typhoid] and that she has seen two doctors, including Dr Laking. She asks him not to worry and thanks him for his letter. Pencil.

Part of a letter from [Lady Randolph Churchill] (2 Connaught Place [London]) to [Lord Randolph Churchill] in which she says that she was upset by his telegram and apologises for sending a telegram to the wrong address and instructs him not to worry about her. Pencil.

Part of a letter from [Lady Randolph Churchill] (2 Connaught Place [London]) to [Lord Randolph Churchill] in which she reports that [Frances, Duchess of Marlborough] has been nicknamed "the baby snatcher" because of a "young Curzon", describes her kindness and instructs him not to worry about her. Pencil.

Part of a letter from [Lady Randolph Churchill] (2 Connaught Place [London]) to [Lord Randolph Churchill] including: her distress that he has been worried about her health, financial difficulties and the payment of bills for the house, and her boredom with the "slops" she is given. Pencil.

Part of a letter from [Lady Randolph Churchill] (2 Connaught Place [London]) to [Lord Randolph Churchill] including: her recovery; thanks for a birthday present; her decision not to make it public that she is 29 years old, commenting "26 is quite enough"; and her desire to be with him at Nice [France] or Monte Carlo [Monaco].

Letter from [Lady Randolph Churchill](2 Connaught Place [London]) to [Lord Randolph Churchill] including: Dr Laking's opinion of her recovery; the tediousness of being ill; a request for instructions about the payment of bills; the prosperity of Moreton [Frewen] and Clara [Frewen, earlier Clara Jerome]; and rumours of an affair between Lady Grace Lane and Hugh Lowther.

Letter from [Lady Randolph Churchill](2 Connaught Place [London]) to [Lord Randolph Churchill] discussing the possibility that she may meet him in Monte Carlo [Monaco]; expressing concern about the expense; saying that she will be glad to see him; the opinion of Dr Laking about her recovery [from typhoid]; the possibility that Mrs [Lily] Langtry may divorce; and a pantomime which WSC and "Jack" [John S Churchill] visited during which a poodle was introduced as "Lord Randolph Churchill".

Letter from [Lady Randolph Churchill](2 Connaught Place [London]) to [Lord Randolph Churchill] expressing concern about his health; recommending that he should not try a new treatment; discussing problems in sending letters to him and assuring him that she will be able to travel to him at Monte Carlo [Monaco].