Letter from WSC (Royal Military College, Yorktown, [Sandhurst] Camberley, Surrey) to "Mamma" [Lady Randolph Churchill] in which he thanks her for giving him o2, reports that he has seen [Leonie Leslie, formerly Leonie Jerome], Count [Charles] Kinsky, "Grandmamma" [Frances, Duchess of Marlborough], [Lilian, Duchess of Marlborough, later Lady William Beresford] and John Brabazon and that he is suffering from boils.

Letter from "Jack" [John] S Churchill (Elstree School [Hertfordshire]) to "Mama" [Lady Randolph Churchill] in which he thanks her for allowing "Woom" [Elizabeth Everest] to visit him, reports that he has been placed top of his form and says that he is sorry to hear that "Winney" [WSC] has a toothache.

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 WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he describes a horse-riding accident and reports that [John] Milbanke is to join his regiment.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he says that his leg is improving, apologises for not being able to deliver her messages to Sir Henry [Drummond] Wolff or Lord Wolverton, reports that Colonel [John] Brabazon has been ill and asks her to reconsider allowing a horse to run under his name.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] concerning financial affairs in which he details the amounts he has spent and asks her to send him money to buy a charger. He also reports that his leg is improving, that he has ridden in a point to point, comments that he is glad that he has made friends and discusses horse racing and the possibility that a colt may run under his name.

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Oom" [Elizabeth Everest] in which he describes his recent illness, asks her to come and visit him with "Jack" [John S Churchill] and says that he is going to give "Mama" [Lady Randolph Churchill] a "lecture" for not writing to him.

Letter from Lord Randolph Churchill (Bedford Hotel, Brighton [East Sussex]) to [Lady Randolph Churchill] expressing his distress that WSC's fever has returned, enclosing a telegram [not present] and including directions for [Dr Robson] Roose as to where he is staying.

Letter from Lord Randolph Churchill (House of Commons) to [Lady Randolph Churchill] reporting that all their friends are glad to hear good news of WSC['s recovery from pneumonia], anticipating the resignation of "Joe" [Joseph Chamberlain], and comments that the political events with which he was involved have gone awry during his absence.

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 to "Mamma" [Lady Randolph Churchill] in which he says that he has nearly recovered from a cough and that he has had dinner with Lady Alfred Churchill.

Letter from WSC (29 [& 30] Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] informing her of the date of the school play, asking whether it is "heaven upon earth" without him and of the date that Dr Rouse [Robson Roose] is going to take him to see Dr Woaks [Woakes] and saying that he wants to write to [Lord Randolph Churchill] in India.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he discusses the advice of Dr [Robson] Roose and asks for a riding suit.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] informing her that he has received "the long promised hamper" and has visited the dentist.

Letter from WSC (Tuckers Hotel, Cromer [Norfolk]) to "Mamma" [Lady Randolph Churchill] in which he says that he is unable to walk, swim or paddle because of "Irrispelas" in his legs and that he has to drive himself around in a donkey carriage.

Letter from WSC (Chesterfield Lodge, Cromer [Norfolk]) to "Mama" [Lady Randolph Churchill] in which he says that he is not enjoying himself as his governess is "very unkind and strict and stiff", that he is looking forward to seeing her and that his "temper is not of the most amiable" due to a bilious attack.

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Om" [Elizabeth Everest] in which he says that he is feeling weak and "as if I could cry at every thing".