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 (Meerut [India]) to "Mamma" [Lady Randolph Churchill] in which he says that he did not write articles in the Pioneer, but criticises the Indian bureaucracy for "jobbery" and the mismanagement of the Tirah campaign. He discusses ["The Story of the Malakand Field Force"], says that he has been disappointed on re-reading the manuscript and reports that his team was defeated in the polo tournament.

Letter from WSC (Peshawar [India]) to "Mamma" [Lady Randolph Churchill] in which he discusses financial affairs, expresses relief that "Jack" [John S Churchill] will be jointly liable for a loan which she is taking, asks her to reply to his letters, and makes observations on relations with the tribes which make it likely that there will be no fighting. Includes envelope.

Letter from WSC (35a Great Cumberland Place [London]) to "Mamma" [Lady Randolph Churchill] including: discussion of financial affairs; concern at "Jack's" [John S Churchill's] illness; description of a dinner with "all the powers that be" including [Joseph] Chamberlain, Lord Wolseley, [Henry] Chaplin, Lord James and Sir Francis Jeune; observations on South African affairs and Cecil Rhodes' involvement; and a request to borrow money to buy a polo pony.

Letter from WSC (Savoy Hotel, Cairo [Egypt) to "Mamma" [Lady Randolph Churchill] in which he informs her that he has decided to stay in Egypt to research ["The River War"]; discusses his portrayal of the Sirdar [Sir Herbert Kitchener] and [Charles] Gordon; the expenses of conquest in Egypt; the progress of her magazine ["The Anglo-Saxon Review"] and his future speech at the Albert Hall Signed typescript.

Letter from WSC (Madeira "en route") to "Mamma" [Lady Randolph Churchill] in which he says that the sea has been very rough and that Sir Redvers Buller is "well disposed" towards him and speculates on the progress [of the Boer War].

Letter from WSC (RMS Dunotta Castle "en route") to "Mamma" [Lady Randolph Churchill] speculating on the progress of the [Boer War] and on the publication of ["The River War"] and asking her to send copies to Pamela [Plowden, later Lady Lytton] and to [Charles, 9th Duke of] Marlborough. Manuscript in the hand of WSC.

Letter from WSC ("In the train near East London", South Africa]) to "Mamma" [Lady Randolph Churchill] informing her that he is travelling to Natal with Captain [Alexander] Campbell and [John] Atkins from the Manchester Guardian. He observes that the Boer forces have been underestimated and that there will be "a fierce and bloody struggle" and expresses his hope that he is ahead of other newspaper correspondents.

Letter from WSC (Pretoria [South Africa]) to "Mamma" [Lady Randolph Churchill] informing her that he has been captured by the Boers and that he hopes that he will not be detained as he is a Press Correspondent. He asks her to try and secure his release, commenting "After all this is a new experience - as was the heavy shell fire". Envelope present.

Letter from WSC (Chieveley Camp, Natal [South Africa]) to "Mamma" [Lady Randolph Churchill] in which he discusses "Jack's" [John S Churchill] conduct in the fighting and asks her not to allow him to leave [the hospital ship] Maine before fully recovered and to send him reviews of his book ["The River War"]. He informs her that he has been invited to become President of the Midland Conservative Club and says that he would like to receive more brandy.

Letter from WSC (Monte Cristo Mountain, near Chieveley, Natal [South Africa]) to "Mamma" [Lady Randolph Churchill] in which he describes manoeuvres against the Boer forces which he hopes will relieve Ladysmith. He encloses a telegram [not present] and discusses the action which should be taken about it. Envelope present.

Letter from WSC ([near Chieveley] South Africa) to "Mamma" [Lady Randolph Churchill] in which he asks her to look into the list of people who should receive copies of ["Savrola"]; reports that they have captured "a great part of the Boer position" and that the continuation of fighting prevents her coming [with the hospital ship Maine] to the area; and asks her to send him copies of several newspapers. Envelope present.

Letter from WSC (Pretoria [South Africa]) to "Mamma" [Lady Randolph Churchill] in which he says that he has been unable to write due to "almost ceaseless operations against the enemy" but that he intends to return home. He discusses the military action against the Boers; a future lecture tour in the United States and his hopes that ["London to Ladysmith via Pretoria"] has been well-received. Signed typescript with manuscript corrections.