Part of a letter from WSC [to Lady Randolph Churchill] in which he discusses the possibility that she might be able to "plaster" over an injury [to Count de Bendern] and his correspondence with King [Edward VII] about South Africa and WSC's stay with [Kaiser Wilhelm II].

Letter from "Jack" [John S Churchill] (The Anglo Saxon, 35A Great Cumberland Place [London]) to "Mama" [Lady Randolph Churchill] informing her of his decision to join the South African Light Horse. He also mentions a plan to form a South African Ladies Hospital Fund, reports that "Sunny" [Charles, 9th Duke of Marlborough] is also leaving for South Africa and asks her to give a message to WSC.

Letter from "Jack" [John] S Churchill (Ladysmith [South Africa]) to "Mama" [Lady Randolph Churchill] including a description of the unpleasantness and monotony of camp life; the news that WSC has gone to join [1st] Lord Roberts; a request that she should pay a bill on his behalf; the news that she received a great reception in Cape Town; conditions [on the hospital ship] Maine and the reaction to WSC's telegrams about the treatment of the Boers.

Letter from "Jack" [John] S Churchill (Camp near the Biggarsberg [South Africa]) to "Mama" [Lady Randolph Churchill] including: the monotony of camp life; his duties watching for Boers; a "general outcry" against [Sir Herbert] Kitchener and discussion of financial affairs.

Letter from "Jack" [John S Churchill] (Dannhauser [South Africa]) to "Mama" [Lady Randolph Churchill] in which he says that he has heard no news from her for three months; that his regiment is now working on the line of communications and plays no part in fighting although they are involved in hunting rebels and that he is getting tired of his regiment.

Letter from "Jack" [John S Churchill] (Standerton, Transvaal [South Africa]) to "Mama" [Lady Randolph Churchill] in which he says that he has now rejoined his regiment at Newcastle and has been observing the Boer forces. He describes the operations including the mild treatment of Boer farms which results in Boers remaining "on commando" and says that he would like to return home. Envelope present.

Letter from "Jack" [John S Churchill] (Standerton [South Africa]) to "Mama" [Lady Randolph Churchill] in which he says that despite skirmishes with the Boers and the Free Staters the regiment is "very bored and tired", reports that Olive Guthrie saw some fighting at Blomfontein, and comments on WSC's escape.

Letter from "Jack" [John S Churchill] (Standerton [South Africa]) to WSC in which he says that he has decided to remain in South Africa until the [Boer War] is over; discusses dissatisfaction with the lack of coverage of the actions of the Natal Field Force and lack of credit given to [Redvers] Buller; describes the action against the Boers in which the SALH [South African Light Horse] have participated and comments on the popularity of WSC's book.

Letter from John S Churchill (Paarde Kop [South Africa]) to "Mama" [Lady Randolph Churchill] in which he says that the SALH [South African Light Horse] are expecting to fight shortly and that he has decided to remain with the regiment until it is disbanded although he would like to return home.

Letter from "Jack" [John S Churchill] (Field Hospital, Charleston [South Africa]) to "Mama" [Lady Randolph Churchill] in which he says that he has been injured while playing polo; describes his journey in a Swiss red cross ambulance; and says that he would like to return home although he will wait until the regiment is disbanded as that would be "the right thing to do".

Letter from "Jack" [John S Churchill] (Beyond Lydenburg [South Africa]) to WSC including: his injury while playing polo; meetings with [1st] Lord Roberts and with a civilian who had helped WSC escape; the death of [Albert] Savory; his opinion of [Redvers] Buller; fighting and losses sustained by the "R[ifle] B[rigade]'s"; a horseback charge against the Boers in which he participated; his hopes to return home and the high opinion of WSC among the headquarters staff.

Letter from "Jack" [John S Churchill] (Lydenburg [South Africa]) to WSC including: his regiment's action and losses sustained; the intention to keep the Boers in the "fever district"; lack of provisions; his intention to return home; dissatisfaction between the Natal army and the "other side". In a postscript he asks him to write to Isabel Savory concerning the death of [Albert] Savory. Two typed transcriptions of the letter at end of file.

Letter from "Jack" [John S Churchill] (Helvetia, Second Cavalry Brigade [South Africa]) to "Mama" [Lady Randolph Churchill] including: [1st] Lord Roberts' kindness towards him; a meeting with a man who helped WSC escape; the fighting which he had witnessed; the terrible sight of the wounded and the dead and his hopes that the war is almost at an end. Four typed copies of the letter at end of file.

Letter from "Jack" [John S Churchill] (Lydenburg [South Africa]) to "Mama" [Lady Randolph Churchill] including: the lack of opposition by the Boers to a march which his regiment conducted; an attack on the camp by Boer forces; the imminent disbanding of the regiment; his hopes to come home and relief that he remained "to the end" and his poor physical condition. Two typed copies of the letter at end of file.

A series of watercolours commissioned from the Rhodesian artist Mrs Gilbert Stephenson to be used in colouring lantern slides to illustrate the fifth handbook, A.J. Sargent, 'South Africa: seven lectures (London, 1914). Stephenson had been recommended by the British South Africa Company.