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] in which he reports that he has received a letter from "Papa" [Lord Randolph Churchill] and asks her to send him some of her autographs.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Papa" [Lord Randolph Churchill] thanking him for sending him stamps and autographs, commenting on a fire at 2 Connaught Place [London], reporting on his progress at school and wishing him success in his speech at Bradford [Yorkshire] "I hope you...cut the ground from under the feet of the Liberals".

Illustrated card from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mummy" [Lady Randolph Churchill] asking her to come and play at the school concert.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he says that he is waiting for an answer [to his request that she should play in the school concert].

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mummy" [Lady Randolph Churchill] in which he says that he hopes that she will visit him with [Elizabeth] Everest and "Jack" [John S Churchill] and proposes a Christmas party.

Illustrated card from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Papa" [Lord Randolph Churchill] in which he reproaches his father for not visiting him when he was in Brighton, describes visiting a museum and asks his father to send more copies of his autograph.

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 WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] describing the progress of the school play and asking her to come to give out the prizes.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he asks her to remain in Brighton after distributing the school prizes, rather than returning to London for a dinner party and includes the programme for the evening as "mice are not caught without cheese".

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] informing her of his safe return to school and asking about the contents of his school report.

Letter from "The Pussy Cat" [WSC] ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mummy" [Lady Randolph Churchill] wishing her a pleasant journey.

Letter from "Winny" [WSC] ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he says that he is well but wants to return home.

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.

Letter from "Winny" [WSC] ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he says that he is looking forward to receiving a letter from her and asks her to send his love to "Papa" [Lord Randolph Churchill].

Letter from "Winny" [WSC] (Prospects House, Skegness [Lincolnshire]) to "Mamma" [Lady Randolph Churchill] apologising for not writing previously and asking for money. Annotated with a note in the hand of Elizabeth Everest that "Master Winston" is continually requesting money which he wastes and advising that he should not be given any more money. Envelope present.

Letter from "Winny" [WSC] ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Womany" [Elizabeth Everest] informing her that he has settled down.

Letter from John S Churchill (Elstree School, Hertfordshire) to "Mama" [Lady Randolph Churchill] in which he says that "Winny" [WSC] was not allowed to visit him as he had broken a window, reports on his position in his form and says that he is looking forward to returning home for [cricket at] Lords.

Letter from WSC (Blenheim Palace) to "Mama" [Lady Randolph Churchill] in which he says that he has been for a drive and that he is greatly enjoying being in the country where he has been making "encampments", and sends his and [John S Churchill's] love to her and to "Papa" [Lord Randolph Churchill].

Letter from WSC to "Mamma" [Lady Randolph Churchill] informing her that he and "Jack" [John S Churchill] have arrived safely and that "Jack" felt tired and attributed it to a fishbone which he had swallowed six months previously and describing a visit to a landslip.

Card from WSC (Harrow on the Hill [Middlesex]) to "Mama" [Lady Randolph Churchill] informing her of his safe arrival and that he is sharing a room with Count Eric Steenbock [Stenbock, the son of a Swedish-Norwegian Minister] and is not spending his money rashly.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he does not need money, commenting "my Excheqeur is quite full at the moment" and asks her not to go to Mashonaland [Rhodesia, later Zimbabwe].

Part of a letter from WSC ([Harrow School, Middlesex]) to [Lady Randolph Churchill] asking her to come and speak to [James] Welldon and "stick up for" him.

Letter from WSC (Blenheim Palace) to "Mama" [Lady Randolph Churchill] asking her to come to Blenheim again and describing riding the pony Rob Roy.