Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he describes the clothes he would like to wear when collecting a school prize and asks her to allow [Elizabeth] Everest to bring them to him and to help him pack.

Letter from WSC ([Harrow School, Middlesex]) to [Lady Randolph Churchill] thanking her for allowing "Jack" [John S Churchill] and [Elizabeth] Everest to visit him and asking her to visit him and bring him a hamper.

Letter from WSC ([Harrow School, Middlesex]) to [Lady Randolph Churchill] expressing his pleasure that she is coming to visit him and promising her that he will be "specially got up for the occasion".

Letter from WSC ([Harrow School, Middlesex]) to "Papa" [Lord Randolph Churchill]in which he reports that he has secured his remove and that his form master is impressed with his progress, describes a mock battle and says that he intends to learn 1,000 lines of Shakespeare.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] reporting that he was not awarded the Shakespeare prize and apologising for not writing.

Letter from WSC ([2 Connaught Place, London]) to "Mamma" [Lady Randolph Churchill] thanking her for her "dis-ennuye-ing" letter, describing his illness and discussing the possibility that "Little Kim" [Lord Kimbolton later 9th Duke of Manchester] may have got lost.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he is glad that she has returned home and asks her to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he says that he feels weak and ill and asks her to allow "Woomany" [Elizabeth Everest] to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] thanking her for allowing "Woomany" [Elizabeth Everest] to visit him and asking her to allow her to continue to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Papa" [Lord Randolph Churchill] thanking him for the money to buy a bicycle and apologising for not writing sooner.

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he says that he is enjoying being in [James] Welldon's house and asks her to send him money and to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he is well and describes his success at a rifle range.

Letter from WSC ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] in which he reports that he has fallen on the back of his head and asks her to come and visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] thanking her for allowing "Woom" [Elizabeth Everest] to visit him although he says that he was disappointed at not seeing her [Lady Randolph] and asks her to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] thanking her for allowing "Woom" [Elizabeth Everest] visit him and saying that the doctor has advised him that he should rest and that he would like to come home.

Letter from "Winny" [WSC] ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he describes his bicycle accident, asks her to visit him and to allow [Elizabeth] Everest to visit as he is bored.

Letter from WSC ([Harrow School, Middlesex]) to [Lady Randolph Churchill] asking her to send him money.

Letter from "Winny" [WSC] ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] describing the extent of an outbreak of measles at school and asking her to allow him to return home, commenting "I should have imagined that as 300 mamas & 300 papas like to have their 'offsprings' home you would like to have me".

Letter from WSC ([Blenheim Palace]) to "Papa" [Lord Randolph Churchill] in which he says that he has been to the Lince with "Baby" [John S Churchill] where he picked hyacinths, and that he has seen a snake which [Elizabeth] Everest would not let him kill.

Letter from WSC (2 Handborough Road, Ventnor [Isle of Wight]) to "Mamma" [Lady Randolph Churchill] thanking her for easter eggs and describing a picnic at Sandown where he saw "enormous 18 ton guns".

Letter from WSC to "Mamma" [Lady Randolph Churchill] asking her to visit him "I do want you to come down so much".

Letter from WSC (Blenheim Palace) to "Mamma" [Lady Randolph Churchill] in which he says that he is pleased to hear that [Lord Randolph Churchill] is better and describes riding in the park and seeing [John, 7th Duke of Marlborough].

Letter from WSC ([Harrow School, Middlesex] on the notepaper of Lexden House, Colchester) to "Mummy" [Lady Randolph Churchill] asking her to come and visit him.

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he is getting on well and will sit his preliminary examination for Sandhurst in June, and asks to be allowed to do additional drawing classes and to continue fencing.

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Papa" [Lord Randolph Churchill] in which he says that he is getting on well and that "Mamma" [Lady Randolph Churchill] sent him some oranges from Monte Carlo [Monaco] and that he has received a letter from "Jack" [John S Churchill] about Elstree [Hertfordshire].