Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he expresses his approval of her plan to visit Switzerland with "Jack" [John S Churchill]; describes the "mental stagnation" caused by life in the army, which he alleviates by reading speeches by [Lord Randolph Churchill], his intention to study economics or modern history, and a meeting with [Henry] Norris.

Letter from WSC (Camp Ali Musjid, Khyber Pass [India]) to "Mamma" [Lady Randolph Churchill] in which he reports that he has been employed as orderly officer to Sir William Lockhart and that he has been assisted by Captain [Aylmer] Haldane and observes that the relations with the tribes are "pacific".

Telegram from Evelyn Grenfell (Western District [Sudan]) to Lady Randolph Churchill informing her that the campaign was a great success and that all the forts at Omdurman were destroyed.

Telegram from WSC (Nasri [?Nasr, Egypt]) to [Lady Randolph Churchill] informing her that he is all right.

Telegram from Caryl [Ramsden] (Atbara [Sudan]) to [Lady Randolph Churchill] informing her that WSC is well and that there has been a "big fight fine sight" [a reference to the battle of Omdurman].

Letter from WSC (Omdurman [Sudan]) to "Mamma" [Lady Randolph Churchill] discussing his orders to return to Atbara which are a result of his unpopularity with the Sirdar [Sir Herbert Kitchener] and the possibility that the French are in Fashoda.

Letter from WSC (Bangalore [India]) to "Mamma" [Lady Randolph Churchill] including: the postponement of his leave; his decision to visit Sir Herbert Kitchener in Egypt; a request for letters of introduction; discussion of his reasons for wishing to return to England during his leave; financial affairs; reading and his gratitude at receiving copies of the Annual Register.

Letter from WSC (Inayat Kila [West Pakistan, now Pakistan]) to "Uncle Bill" [Lord William Beresford] in which he describes his luck at being posted to "the hardest fighting that the frontier has seen for many years", gives an account of the fighting in which he has been involved, and says that despite the difficulty of commanding the regiment without speaking Hindustani, he hopes that "the moral effect of my presence will alone inspire confidence".

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.