Letter from WSC ([Versailles, France]) to "Mummy" [Lady Randolph Churchill] thanking her for her telegram, asking about arrangements for his return home and requesting that she should send his love to "Papa" [Lord Randolph Churchill].

Letter from WSC ([Versailles, France]) to "Mummy" [Lady Randolph Churchill] describing a visit to a morgue with Baron [Moritz] Hirsch and reminding her of her promise [to allow him an extra week's holiday].

Letter from WSC ([Versailles, France]) to "Mamma" [Lady Randolph Churchill] in which he promises to send her a copy of the Harrovian which includes a "very feeble" reply to his letter and thanks her (in French) for sending him 50 francs and comments that her letter was "foudrayante et inouie [devastating and unexpected]".

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mamma" [Lady Randolph Churchill] thanking her for her letter and for sending him money, commenting (in French) on the cold weather and reporting that he has received a letter from [Sir] Henry [Drummond] Wolff.

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] discussing arrangements for appointments at the dentist and the oculist. He also says that he considered [Lord Randolph Churchill's] recent speech excellent and that he has seen [1st Lord] Rothschild, and promises to send her a copy of the Harrovian which he hopes will include a letter from Junius [Junior, a name under which WSC wrote to the Harrovian].

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he says that he is "terrified" at the news that her purse has been stolen as he needs more money, bids her to invest her money in him rather than gambling and promises to send her a copy of the Harrovian containing a letter from him.

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mamma" [Lady Randolph Churchill] asking her to send his birth and Preliminary Examination certificates to the military secretary and reporting that he is working hard.

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mamma" [Lady Randolph Churchill] asking her to send his Preliminary [Examination] certificate to the military secretary as soon as possible.

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he says that he has settled down and that his room is "simply magnificent", informs her that he has secured his remove and that "Jack" [John S Churchill] "is getting on capitally".

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] asking her to attend Founders' day, reporting that he has seen Mrs [Norah] Stirling, [Reginald Stirling] and [Nathaniel] Rothschild and that "Jack" [John S Churchill] is getting on well.

Letter from WSC ([Harrow School, Middlesex] on the notepaper of Banstead Manor, Newmarket, Suffolk) to "Mamma" [Lady Randolph Churchill] in which he says that he has arrived safely, that he has written to "Papa" [Lord Randolph Churchill] who he hopes will not continue to be angry and that he hopes that she will feel better soon.

Letter from WSC ([Harrow School, Middlesex]) to Leonie [Leslie, formerly Leonie Jerome] in which he says that he has arrived safely, asks her whether she liked Drury Lane and says that "Jack" [John S Churchill] is well.

Letter from WSC ([Harrow School, Middlesex] on the notepaper of Banstead Manor, Newmarket) to "Mamma" [Lady Randolph Churchill] asking her to send a telegram to ensure that "Jack" [John S Churchill] will be able to have a day's leave.

Letter from WSC ([Harrow School, Middlesex] on the notepaper of Banstead Manor, Newmarket) to "Mamma" [Lady Randolph Churchill] in which he says that he has arrived safely, hopes that she is feeling better and encloses a form which he asks her to sign permitting him to have a new suit and to have photographs taken.

Letter from WSC ([Harrow School, Middlesex] on the notepaper of Banstead Manor, Newmarket) to "Mamma" [Lady Randolph Churchill] in which he apologises that he has not had the time to write as he has been busy with the "assault at arms", informs her that he is depressed that the examinations have finished and encloses an account of his necessary end of term expenses. Envelope present which includes a note "Mind and come on Thursday and slang me and kiss me Mummy".

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] asking her to come and visit him on Thursday and suggesting that they should go to the King's Head for lunch. The letter "M" at the start of the letter is composed of an illustration depicting a boy kicking a football.

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he details the terms under which he would be prepared to have a tutor during the holidays (including "That I don't do a stoke of work").

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] responding to the news that "Mr Pest" [James Best] is to be his tutor during the holidays and promising to behave well provided that he is not made to work.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he informs her that he has joined the [army] corps, describes a mock battle with Haileybury school at Rickmansworth [Hertfordshire] and asks her and [Lord Randolph Churchill] to come and visit him. Illustrated with a plan of the battlefield.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] asking her to come and visit him and informing her that he does not have sufficient money to pay his subscriptions.

Essay by WSC on the physical geography and history of Palestine [Israel] and its people in the time of John the Baptist (25 BC to AD 1).

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] informing her that he is happy and is enjoying himself and asking her to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] expressing his regret that she could not visit him, informing her that he is considered one of the best trebles in the choir, and asking her to allow [Elizabeth] Everest to bring him some money.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] informing her of his progress in the rifle drill and asking her to come and visit him. Includes illustration of soldiers and a cannon on the dorse.

Letter from WSC ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] in which he apologises for not writing to her, reports that he has learnt 1,000 words of Macaulay and hopes that he will be awarded a "copy", a prize for English History.