Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he says that he has read part of [Lord Randolph Churchill's] speech, reminds her to send him a copy of "She" and details his marks for conduct.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he asks where [Lord Randolph Churchill] is and describes his financial situation and progress at swimming and with Euclid.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he reminds her to send him a copy of "She" and says that he is contemplating writing a play to be performed at Christmas.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lord Randolph Churchill] in which he expresses his pleasure that he is going to Harrow [School] rather than Winchester [School]; discusses his progress with Euclid, arithmetic and Greek; reports that he is to play roles in plays by Moliere and Aristophanes and says that he wished that his father could attend the distribution of prizes.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he reports on his progress with Greek, Euclid and Latin.

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 (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he says that he would like her and [Lord Randolph Churchill] to attend the distribution of prizes, discusses his birthday party and the future examinations, and asks for more of her autographs as "there is rather a demand for them here".

Letter from "Winny" [WSC] ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] thanking her for a P[ostal] O[rder] and detailing his examination marks and positions. Envelope present.

Part of a letter from [WSC] (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he reports that he has begun to learn Greek verbs ending in "mi", describes a visit to the theatre with [Lady Wimborne, earlier Cornelia, Lady Guest and Lady Cornelia Churchill] and hints that he would like to be given an illustrated history of the American [civil] war as a birthday present.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he says that he intends to write to [Lord Randolph Churchill] and that he is rehearsing "the Greek play" ["The Knights" by Aristophanes].

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he reports that [Lord Randolph Churchill] has taken him to the Orleans Club.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he apologises for not writing to her as he has been occupied with rehearsals and examinations and discusses arrangements for a Christmas party.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he expresses his disappointment at not being able to spend his holidays with her and asks whether Mr Best may be able to teach him and "Jack" [John S Churchill].

Letter from WSC ([2 Connaught Place, London]) to [Lady Randolph Churchill] in which he reports that he has received school prizes for English and Scripture, describes Christmas day and an unwelcome invitation to Blenheim Palace from [Frances, Duchess of Marlborough] and says that "it is very dull without you".

Letter from WSC (45 Hill Street, Berkeley Square [London]) to [Lady Randolph Churchill] informing her that [Elizabeth] Everest is ill and that he and "Jack" [John S Churchill] are staying with Dr [Robson] Roose and feel "destitute".

Letter from WSC (46 Grosvenor Square [London]) to [Lady Randolph Churchill] in which he reports that he has been staying with [Frances, Duchess of Marlborough], that [Elizabeth] Everest has recovered and that he has been given a toy theatre. He discusses plans to see her during term time and a visit to the theatre to see "[HMS] Pinafore" The letter is dated to 1887, but internal evidence suggests that it dates to 1888.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Grandmama" [Frances, Duchess of Marlborough] informing her of his safe arrival and apologising for not writing previously.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] describing his journey and discussing arrangements to have his toy theatre sent to him.

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to [Lady Randolph Churchill] informing her that his toy theatre has arrived safely and asking her to send him money.

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to [Lady Randolph Churchill] in which he reports that he has nearly recovered and asks whether he may return to school late in order to see her during his holidays as "a week would make no difference to any one but you & me".

Letter from WSC to "Mamma" [Lady Randolph Churchill] in which he says that "Womany" [Elizabeth Everest] says that he is looking well that he is looking forward to seeing her and describes his symptoms.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] discussing arrangements for her to visit him when she returns to England and requesting Latin dictionaries.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he says that he is looking forward to seeing her and [Lord Randolph Churchill], discusses the Harrow School entrance examination and his progress at school and requests dictionaries.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he says that he is looking forward to his toy theatre arriving, requests equipment for it and asks for money.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] discussing his prospects for the Harrow School entrance examination.