Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill) including: his journey back from Paris [France]; his intention not to hunt that year and request that she should not go to Pau [France] to hunt.

Part of a letter from WSC to [Lady Randolph Churchill] reporting that he was top of his form in a gymnastic examination and sending his love to other family members.

Letter from WSC (29 & 30 Brunswick [Road] Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he says that he is "blessed with that inestimable treasure i.e. 'Good Health'" and that he hopes to improve at his studies and at cricket.

Letter from "Winny" [WSC] (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] discussing a cricket match between Gloucestershire and Sussex at which W G Grace is playing.

Letter from "Winny" [WSC] (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he reports that he is doing well in Euclid, Greek, Latin and swimming and asks her to send him "Jess".

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] saying that he has written to a boy at Harrow School and obtained information about the school and its entrance examination and describing underwater swimming and a concert at which George Grossmith and Weedon Grossmith performed.

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he entreats her to allow him to go to Lords cricket ground.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he describes a horse-riding accident and reports that [John] Milbanke is to join his regiment.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he explains the order he placed for her cigarettes and objects to her opinion of steeplechasing as "idiotic" and "fatal", gives details of his anticipated expenses and says that he is looking forward to seeing her in Paris [France].

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] concerning financial affairs in which he details the amounts he has spent and asks her to send him money to buy a charger. He also reports that his leg is improving, that he has ridden in a point to point, comments that he is glad that he has made friends and discusses horse racing and the possibility that a colt may run under his name.

Letter from "Jack" [John S Churchill] ([Elstree School, Hertfordshire]) to "Mama" [Lady Randolph Churchill] in which he reports that [Elizabeth] Everest has received a cheque and describes a football match which he has watched.

Letter from "Jack" [John S Churchill] to "Papa" [Lord Randolph Churchill] in which he discusses a cricket match.

Letter from [John] S Churchill (Elstree School [Hertfordshire]) to "Mama" [Lady Randolph Churchill] in which he discusses a football match. Envelope present.

Letter from "Jack" [John] S Churchill ([Elstree School, Hertfordshire]) to "Papa" [Lord Randolph Churchill] in which he congratulates his father on the success of the Abbesse [one of Lord Randolph's racehorses] in the Manchester cup and discusses the school's success at cricket.

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 (4th Hussars [Bangalore] India) to "Mamma" [Lady Randolph Churchill] discussing: the spread of plague; polo; the progress of his book ["The River War"]; politics; Joseph Chambelain's loss of popularity and his own political ambitions; financial affairs and a suggestion that they should leave London to save money.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] asking her to write to him about the races and describing swimming and cricket matches.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he discusses the success of the cricket team, asks to be sent a paper about Victor Hugo's funeral, says that he will work on his Greek in order to be accepted by Winchester [School] and that he is learning "Edinburgh after Flodden".

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he says that he is "well and excessively happy", reports that his team has been beaten in two cricket matches and discusses the Extra Supplement to the Daily Graphic about "Papa" [Lord Randolph Churchill].

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] asking her to allow him to continue riding, informing her that his cricket team has won their first match and thanking her for a postal order.

Letter from "Winny" [WSC] (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] thanking her for her letter, describing the weather and a visit to the swimming baths during which he swam a width of the pool.

Letter from WSC (29 & 30 Brunswic[k Road], Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he describes a visit to the swimming baths and improvements being made to the Parade in Brighton which he considers a "great waste of money".

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] describing his pleasure in writing "'Ye sealed Epistle' unto thee" and promising to use the best possible language. He refers to a visit to the swimming baths and a lecture about Shakespeare.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] asking her not to forget to write to Miss Thomson to allow him to come home and reporting on his success in a gymnastic examination.

Letter from "Winny" [WSC] ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mummy" [Lady Randolph Churchill] in which he says that he is occupied with the football team and reproaches her for not writing to him.