Letter from WSC (4th Hussars [Hounslow, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he describes arrangements made by [1st] Lord Wolsey for his visit to Cuba.

Letter from WSC (Bachelors' Club, Hamilton Place [London]) to "Mamma" [Lady Randolph Churchill] informing her that the War Office have given him permission to go to Cuba and that he has been instructed to collect information on the efficacy of a new bullet. He also says that he intends to buy Havana cigars and that he has discussed Cuba with Tito Holden.

Letter from WSC (Bangalore [India]) to "Mamma" [Lady Randolph Churchill] in which he discusses the legal action to be taken over a fraud [perpetrated on them by James Cruickshank], comments on [Henry Dupre] Labouchere and [James] Welldon's opinions [about a scandal in the 4th Hussars in which WSC was implicated], describes his daily routine at Bangalore and says that he is looking forward to a shooting expedition with Hugo [Baring].

Letter from WSC (Bangalore, [India]) to "Mamma" [Lady Randolph Churchill] in which he says that he does not intend to be a professional soldier and therefore would like either to enjoy himself or "see active service" and that he would like further details about the possibility of going to Egypt with [Sir Herbert] Kitchener and expresses his gratitude for his mother's actions on his behalf. He discusses the anniversary of the battle in which he participated in Cuba.

Letter from WSC ("In the train", Sioni [India]) to "Mamma" [Lady Randolph Churchill] in which he says that he and Hugo [Baring] met [Winifred and Victoria] Kennard, Arnold Morley, Sir Francis McLean, Baker Russell; reports that he received her messages from [Lord] Fincastle; comments on the unpopularity of [Victor, 9th Lord] Elgin as Viceroy of India; apologises for his writing and says that he hopes to be able to go to Egypt [to serve under Sir Herbert Kitchener]. Pencil.

Letter from WSC (4th (The Queen's Own) Hussars, Rajankunte Camp, Madras [India]) to "Mamma" [Lady Randolph Churchill] in which he describes the camp and its location; complains of the difficulty of working in the sun; informs her that he has been made acting-adjutant; speculates on the likelihood that he will be sent to Egypt [with Sir Herbert Kitchener]; discusses the difference between Gibbon and Macauley and comments on the "malevolence" of [Frances, Duchess of Marlborough].

Letter from WSC (4th (The Queen's Own) Hussars, Kundarna Camp, Madras [India]) to "Mamma" [Lady Randolph Churchill] in which he describes the hard work which the regiment has undertaken and his responsibility [as acting-adjutant] which he has discharged "not altogether without success".

Letter from WSC (Bangalore [India]) to "Mamma" [Lady Randolph Churchill] in which he says that he is busy as acting-adjutant, that he finds it difficult to find material for his letters and is losing touch with England, discusses polo and his reading and asks her to find him a source of detailed parliamentary history.

Letter from WSC (4th Hussars [Bangalore] India) to "Mamma" [Lady Randolph Churchill] in which he says that he has been awarded a Soudan medal and that he hopes to receive a Frontier medal and that he has been working hard on his book ["The River War"].

Note from WSC (on the notepaper of the 4th Hussars, India) to "Mamma" [Lady Randolph Churchill] listing arguments in favour of him joining the Nile expeditionary force in Egypt and protesting that he would have been recalled from leave if he had committed an offence [by going to Egypt without having his leave approved].

Instructions [from WSC to Lady Randolph Churchill] regarding financial, literary and political affairs and the possibility that his orders may be revoked by the War Office.

Letter from WSC ("On the Nile near Luxor" [Egypt]) to Ernest Becket[t] asking him to stand surety for his liabilities incurred by a loan, describing his journey on the Nile and speculating on the likelihood of fighting. Envelope present.

Letter from WSC (Government House, Madras [India]) to "Mamma" [Lady Randolph Churchill] discussing: [Charles, 9th Duke of] Marlborough's appointment [as Paymaster General]; a delay to his work [on "The River War"] caused by the refusal of the Sirdar [Sir Herbert Kitchener] to allow Captain Watson to supply information to WSC; plans to resign his army commission and return to England and discussion of possible titles for a magazine [published as the Anglo-Saxon Review].

Letter from WSC ([Blenheim Palace] on the notepaper of 35A Great Cumberland Place) to "Mamma" [Lady Randolph Churchill] in which he says that he has received a telegram from [Sir Alfred] Harmsworth [later Lord Northcliffe] asking whether he would go as correspondent to South Africa and that Oliver [Borthwick] has accepted WSC's terms to be correspondent to the Morning Post.