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 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 (Royal Military College [Sandhurst, Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he discusses a visit [to London], reports that his acne is better, asks about an announcement concerning the engagement of [Sir Egbert Sebright and Frances Guest] and reminds her to give him money and items to furnish his room.

Letter from WSC ([Royal Military College, Sandhurst, Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he complains of toothache, discusses domestic arrangements and lists the items he would like her to send him to furnish his room.

Letter from WSC (Royal Military College, Sandhurst, [Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he discusses arrangements for coming [to London] and complains of a cold.

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he says that he has been put into hospital as he is suffering from headaches and asks her to write to him.

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he thanks her for writing and sending him a cheque, discusses his ill health which he suspects may have been caused by his liver and describes the hospital.

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 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 (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] describing his life at Sandhurst, pains in his eye and a visit to Goodwood [races, West Sussex] where he met "Jim" [James] Lowther, [Alfred Edward, Prince of Wales] and [Lady Beatrice Butler]. He also makes observations on the strength of the Unionist Party and the likelihood that they may split over the issue of Protection.

Letter from WSC ("In camp", 4th (The Queen's Own) Hussars, Bangalore, Madras [India]) to "Mamma" [Lady Randolph Churchill] in which he discusses: the likelihood that he may be posted to Egypt, a recommendation made by the colonel, his intention to return to England if he is not quarantined, sufferings from sunburn and his position as brigade major and adjutant about which he comments "responsibility is an exhilarating drink".

Letter from WSC (Jodpore [India]) to "Mamma" [Lady Randolph Churchill] in which he says that he has injured himself and will not be able to play in the polo tournament.

Letter from WSC (Meerut [India]) to "Mamma" [Lady Randolph Churchill] in which he says that he has been able to play in a polo tournament as his shoulder has recovered, that he is staying with Sir Bindon Blood, that he will discuss the title of a magazine with [James] Welldon and will write a preface for it.