Letter from WSC (In the train near Umballa, North West Provinces [India]) to "Jack" [John S Churchill] discussing his position as war correspondent with the Malakand Field Force and the likelihood that he will see active service and will be awarded a medal. He also gives his opinions on the violation of the "Pax Britannica" and the necessity for the British government to take revenge on the frontier tribes.

Letter from WSC (Malakand Camp [Pakistan]) to "Mamma" [Lady Randolph Churchill] enclosing letters [not present] for the Daily Telegraph and discussing the terms of his engagement, his keenness to sign the letters and achieve publicity, and financial affairs. He also considers the fighting and the likelihood that he may be killed or wounded, and his destiny, about which he comments "I have faith in my star - that is that I am intended to do something in this world".

Letter from WSC (Nawagai [West Pakistan, now Pakistan] on the notepaper of the 4th Hussars) to "Reggie", Sir Reginald Barnes, in which he describes the action in which he has been involved [with the Malakand Field Force], comments on his servant's composure, describes the effect of night firing, the progress of the war, the attitude of the natives and the cruelty of the British and speculates on the effect which his letters to the D[aily] T[elegraph] will have on the Indian government.

Letter from WSC (4th Hussars [Bangalore] India) to "Mamma" [Lady Randolph Churchill] including: his pleasure at being mentioned in dispatches [by Sir Bindon Blood]; his progress with his book ["The Story of the Malakand Field Force"] ; Colonel [Howard] Mellis' promise that he should join the Imperial Service Transport Corps if there is a vacancy and a request that she should make an application for him to go to Egypt as an officer. Envelope present.

Letter from Sir Bindon Blood (Camp Inayat Kila [West Pakistan, now Pakistan]) to [Colonel John] Brabazon in which he expresses his admiration for WSC's conduct in fighting, says that he may get the chance to earn the Victoria Cross or the [Companion of] Distinguished Service Order and describes the progress of the frontier war and enemy tactics.

Letter from Sir Bindon Blood (Camp North West Frontier [India]) to Lady Randolph [Churchill] in which he says that he mentioned WSC in his dispatches, promises to look after WSC and discusses the mismanagement of the military operations.

Letter from Patrick Jeffreys (Camp Katlang [India]) to WSC informing him that he was mentioned in reports by Colonel Golding, and that he has also recommended WSC for his conduct in battle Covering letter at CHAR 28/24/26-28.

Telegram from Moreton [Frewen] ([London]) to Lady Randolph Churchill informing her that WSC has been taken prisoner as he was on the armoured train and that the Times have reported that WSC "behaved with great gallantry".

Telegram from Paul Bourget (Paris [France]) to Lady Randolph Churchill congratulating her on WSC's heroism [in the Boer War].

Telegram from Baron Gustave [de Rothschild] (France) to Lady Randolph Churchill congratulating her on WSC's bravery [in the Boer War] and asking for news.

Telegram from the editor of the Morning Post (West Strand [London]) to Lady Randolph Churchill reporting that WSC has been captured by the Boers although he "fought gallantly" after the armoured train in which he was travelling had been derailed.

Telegram from "Jack" [John S Churchill] (Edgware Road [London]) to Lady Randolph Churchill reporting that Oliver [Borthwick] has telegraphed that WSC has been captured by the Boers. He reassures her that WSC was not wounded but displayed "splendid" bravery.

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 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".