Letter from WSC to The Adjutant, Queen's Own Oxfordshire Hussars, on his course of instruction to become qualified for field rank, asking for special consideration on account of his parliamentary and ministerial duties [copy].

Letter from General Sir Ian Hamilton, Tidworth House, Andover, to WSC, congratulations on performance of the Henley Squadron, Oxfordshire Hussars.

Note on WSC's military service and his qualification for the Territorial Decoration [carbon].

Letter from Hugh M Dyer (The Ranche, Minnedosa, Manitoba, Canada) to WSC asking him to send a message to be read at the dedication service for a memorial stained glass window to Major-General Louis Lipsett and recalling their service together on the Western Front.

Cutting from the "Daily Telegraph": reminiscences of Colonel Deneys Reitz of South Africa including story of WSC inadvertently flooding the British front line when he was serving on the Western Front.

Letter from [Violet Pearman] to the editor of the "Daily Telegraph" denying that WSC tried to dam the Cojeul River when serving on the Western Front. Carbon typescript copy.

Letter from WSC to William Darling, message to officers and men attending 9th Scottish Divisison reunion [carbon].

Letter from Edward Marsh, PS to J H Thomas, Dominions Office, to WSC, sending note on the financial arrangements between the United Kingdom and the Irish Free State [later Ireland] Governments.

Letter from WSC (4th Hussars, Aldershot [Surrey]) to "Jack" [John S Churchill] on subjects including: his arrival at Aldershot and a dinner as a guest of the mess on the first night which put him at ease; the "terribly severe business" of the riding school and the pain he is suffering; details of his daily routine, responsibilities and his servant; and news that he has been gazetted and will receive 120 pounds per year pay. Signed manuscript. Typed transcript at CHAR 28/152A/40-45.

Letter from WSC (4th Hussars, East Cavalry Barracks, Aldershot [Surrey]) to "Jack" [John S Churchill] on subjects including: thanks for his letter; details of his commission and rate of pay; comments on his work which he finds interesting except for the drill; a route march which he was allowed to accompany; arrangements to purchase a picture of Count [Charles] Kinsky for a sovereign; and advice on beginning letters. Signed manuscript. Typed transcript at CHAR 28/152A/48-51.

Transcript of a letter from WSC (4th Hussars, East Cavalry Barracks, Aldershot [Surrey]) to "Jack" [John S Churchill] on subjects including: thanks for his letter; details of his commission and rate of pay; comments on his work which he finds interesting except for the drill; a route march which he was allowed to accompany; arrangements to purchase a picture of Count [Charles] Kinsky for a sovereign; and advice on beginning letters. Typed. Original letter at CHAR 28/152A/46-47.

Letter from WSC (4th Hussars, Aldershot [Surrey]) to "Jack" [John S Churchill] in which he discusses [Thomas] Walden sending a photograph to Harrow; informs him of his accident in a steeplechase; discusses games of "Fives"; and informs him that he was in charge of the squadron "rather dull - but a lot of things to arrange and sign". Signed manuscript.

Letter from WSC (4th Hussars, Aldershot [Surrey]) to "Jack" [John S Churchill] in which he describes his first ride in a steeplechase in which he was placed third and comments that it has made him more popular and that he rode under the "nom de guerre" of Spencer as the race was reported in the newspapers. Original manuscript. Typed transcript at CHAR 28/152A/55-58.

Transcript of a letter from WSC (4th Hussars, Aldershot [Surrey]) to "Jack" [John S Churchill] in which he describes his first ride in a steeplechase in which he was placed third and comments that it has made him more popular and that he rode under the "nom de guerre" of Spencer as the race was reported in the newspapers. Typed. 2 copies. Original letter at CHAR 28/152A/54.

Letter from WSC (Cunard Royal Mail Steamship "Etruria", Queenstown [South Africa]) to "Jack" [John S Churchill] passing on regards from [Alexandra] Lady Colebrooke, informing him that the sea is calm and asking him to write. Signed manuscript.

Letter from WSC (Bangalore [India]) to "Jack" [John S Churchill] on subjects including: the news that his butterfly collection has been destroyed by a rat; a forthcoming polo match; thanks for copies of the Strand magazine and comments on a story by [Arthur] Conan Doyle; a pony race meeting in which he was placed third 3 times; the arrival of "Lily" [his pony]; the plants in his garden; and the deaths of soldiers. Signed manuscript. Typed transcript at CHAR 28/152A/69-74.

Transcript of a letter from WSC (Bangalore [India]) to "Jack" [John S Churchill] on subjects including: the news that his butterfly collection has been destroyed by a rat; a forthcoming polo match; thanks for copies of the Strand magazine and comments on a story by [Arthur] Conan Doyle; a pony race meeting in which he was placed third 3 times; the arrival of "Lily" [his pony]; the plants in his garden; and the deaths of soldiers. Typed. 2 copies. Original letter at CHAR 28/152A/68.

Letter from WSC (Bangalore [India]) to "Jack" [John S Churchill] on subjects including: thanks for his letter; a letter he has received from [James] Welldon about the Christian missions; a copy of his proposed reply [see CHAR 28/152A/85-86] which he asks him to keep confidential as "everyone is at heart a gossip"; his proposed trip to the Calcutta races and his intention to go to Egypt. Signed manuscript. Envelope present.