Letter from WSC (Atbara Fort [Sudan]) to "Mamma" [Lady Randolph Churchill] in which he informs her that he is going to ride after the squadrons with Hubert Howard; outlines plans to progress to Omdurman; reports that Colonel Wingate complimented him on ["The Story of the Malakand Field Force"]; and comments on the heat and poor food.

Letter from WSC (4th Hussars [Bangalore] India) to "Mamma" [Lady Randolph Churchill] including discussion of financial affairs, their extravagance and lack of money and the possibility of transferring to a regiment which would enable him to pursue a parliamentary career. Envelope present.

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.

Telegram from Caryl [Ramsden] (Wadhamed [Wad Hamid, Sudan]) to [Lady Randolph Churchill] reporting "Winston [WSC] arrived both very fit advance tomorrow".

Letter from WSC (North of Shabluka [Sudan]) to "Mamma" [Lady Randolph Churchill] discussing the imminent battle and [Sir Herbert] Kitchener's disapproval of his actions and enclosing a letter [not present] for the Morning Post.

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].

Letter from WSC (Camp Ghosan [West Pakistan, now Pakistan]) to "Mamma" [Lady Randolph Churchill] in which he discusses the fighting at Zagai and Tangai, his efforts to go on an expedition to Tirah in order to get a clasp or medal, and financial affairs.

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 ("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 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"].

Letter from WSC (4th Hussars, Hounslow [Middlesex]) to "Mamma" [Lady Randolph Churchill] informing her of his decision to go to America and Havana [Cuba] which he anticipates will not cost him more than o90.

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 (4th Hussars [Bangalore] India) to "Mamma" [Lady Randolph Churchill] in which he says that he has received a "long and charming" letter from [Albert Edward, Prince of Wales], thanks her for going to Egypt on his behalf, discusses plans to join the Tirah expeditionary force and the publication [of "The Story of the Malakand Field Force"], his reservations about financial affairs and the refusal of [1st] Lord Roberts [to help secure WSC a posting to Egypt].

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mummy" [Lady Randolph Churchill] in which he expresses his approval of her plan to visit Switzerland; describes the effect of the arrival of a new Inspector General of Cavalry; and makes observations on a speech made by "Sunny" [Charles, 9th Duke of Marlborough], which he thinks would have impressed [Lord Randolph Churchill], and on the "game of politics" and his conviction that the army is not his "metier".

Letter from WSC (4th Hussars [Bangalore], India) to "Uncle Bill" [Lord William Beresford] discussing financial affairs and a horse called "Lily of the Valley", his desire to return to the frontier, the difficulties of [George] Brasier-Creagh, his own good luck at not being shot, discussion of the merits of rifles compared to revolvers and the determination of the Simla authorities that he should not be attached to a regiment.

Letter from WSC (4th (The Queen's Own) Hussars, Bangalore [India]) to "Mamma" [Lady Randolph Churchill] asking her to suggest to [Thomas] Lister that he should join the 4th Hussars and for advice on how to address [Albert Edward, Prince of Wales]. Envelope present.

Letter from "Jack" [John S Churchill] (Savoy Hotel, Cairo [Egypt]) to "Mama" [Lady Randolph Churchill] in which he gives the names of the people he has met; makes observations about Caryl [Ramsden?]; says that he appreciates her letters and reports that the Sirdar [Sir Herbert Kitchener] has ordered that WSC is not to be given any information.

Letter from "Jack" [John S Churchill] (Bachelors' Club, Piccadilly [London]) to "Mama" [Lady Randolph Churchill] discussing WSC. He comments that WSC "will always try and go one better", and that if he abuses the Sirdar [Sir Herbert Kitchener] he will "find himself in the wrong box". He also discusses an insurance policy.