Letter from WSC ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] informing her that he is working hard at his fencing in which he represents the school, asks her to send his love to Lady [Laura] W[ilton] and to send him money to "replenish the exchequer".

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] informing her of his safe arrival and reporting that Mr [H O] Davidson thinks it likely that he will secure his remove. Envelope present.

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] apologising for not writing to her sooner and expressing pleasure at the news that she is returning home. Envelope present.

Letter from John S Churchill (Elstree School [Hertfordshire]) to "Mama" [Lady Randolph Churchill] in which he says that he is waiting to receive a letter from "Winey" [WSC] to hear that he has taken Sandhurst by storm.

Part of a letter from [WSC] ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] asking her to speak to [James] Welldon about taking him "off reports" as he has received satisfactory reports and explains that he is unhappy, commenting "It's all very well for monitors & cricket captains but it is quite a different thing for fourth form boys".

Letter from WSC ([Versailles, France]) to "Mummy" [Lady Randolph Churchill] describing his journey to France, the soldiers he had seen in Versailles and a visit to the "Bon Marche" in Paris. He says that he would like to visit Baron [Moritz] Hirsch and that he almost wrote a letter which would have been "painful" to her due to his "fatigue, the passage, the strange food, the cold, home sickness..." The letter contains several passages and phrases in French.

Letter from WSC ([Versailles, France]) to "Mummy" [Lady Randolph Churchill] thanking her for her telegram, describing riding with [Bernard Minssen] and [Minssen's] mother's approval of his progress in French. The letter contains several passages and phrases in French.

Letter from WSC (Villa Cassel, Moerel, Valais, Switzerland) to "Mamma" [Lady Randolph Churchill] describing his surroundings and activities; reporting that he has seen [Sir Edward] Hamilton, the Cassels [Sir Ernest Cassel] and that he is expecting [John] Revelstoke; and expressing approval for her decision to "take pains with the few people you really care about".

Letter from WSC (Villa Cassel, Moerel, Valais, Switzerland) to "Mama" [Lady Randolph Churchill] informing her of his plans to go to Paris with "Sunny" [Charles, 9th Duke of Marlborough] and saying that he has written about her "Russian expedition" in [his biography of Lord Randolph Churchill] and commenting that she has not told him whether J[ohn] M[orley] has asked for some papers.

Letter from WSC (Salisbury Hall, St Albans [Hertfordshire]) to "Mama" [Lady Randolph Churchill] marked "private" informing her of his decision not to leave for Scotland because of his progress with [his biography of Lord Randolph Churchill] and commenting on J[ohn] M[orley]'s encouragement with the book and his hopes to make 8-10,000 pounds from it.

Letter from WSC (Blenheim Palace) to "Mamma" [Lady Randolph Churchill] including: his work [on the biography of Lord Randolph Churchill]; a conversation with "Joe" [Joseph Chamberlain] about [Lord Randolph]; assistance with the chapter on Home Rule provided by [John] Brodrick and George Hamilton and problems with a motor. Manuscript in the hand of Annette Anning signed by WSC.

Letter from WSC (Dalmeny House Edinburgh [Scotland]) to "Mama" [Lady Randolph Churchill] in which he says that he is glad she enjoyed herself at Sandringham, reports on the success of his speech in Glasgow [Lanarkshire, Scotland] and discusses financial affairs. Annotated "Five years since the armoured train!".

Letter from WSC (50 Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] informing her that "Missy" [a pet] has recovered and that Captain [Walter] James [tutor at the crammer school to which WSC was sent] has predicted that he will pass [the Sandhurst entrance examination].

Letter from WSC (Grand Hotel, Splendide, Lugano [Switzerland]) to "Mamma" [Lady Randolph Churchill] describing Lugano and saying that he thinks that he is making progress with his French.

Letter from WSC (Continental Hotel, Milan [Italy]) to "Papa" [Lord Randolph Churchill] replying to his letter [see CHAR 1/2/66-68]. WSC says that he will try and alter his father's poor opinion of him through his work and conduct at Sandhurst and describes Milan.

Letter from WSC (Hotel Continental, Milan [Italy]) to "Mama" [Lady Randolph Churchill] in which he expresses his disappointment at [Lord Randolph Churchill's] displeasure with him over his results in the [entrance] examination [for Sandhurst] after his hard work. He discusses his marks in individual subjects and says that he has a chance to alter his father's opinion of him.

Letter from WSC (4th Hussars [Bangalore] India]) to "Mamma" [Lady Randolph Churchill] in which he informs her of his decision to write "The Story of the Malakand Field Force", and discusses his hopes that it may be a financial, political and military success, lists the sources of information he would like her to find for him and comments on his disappointment at having to postpone his novel ["Savrola"]. Envelope present.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he discusses financial affairs and her possible visit.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he discusses financial affairs, the payment of his allowance and her irritation with him. He informs her that he is attending the levee of [Albert Edward, Prince of Wales] and describes the celebrations for Queen Victoria's birthday which will be attended by "Molly" [Adela] Hacket and his progress at polo.

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 "Winny" [WSC] (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] thanking her for her letter and reporting that he is going to Bramber [West Sussex] for the "annual treat" and that his Greek has improved and he has made progress with Euclid.

Letter from "Winny" [WSC] ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] asking for money, books and autographs and saying that he hopes she is not intending to employ a tutor and "make my holiday miserable".

Letter from "Winny" [WSC] (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he says that he is looking forward to his holidays and asks whether "Bertie" Roose may accompany him and requests books, autographs and money.

Letter from "Winny" [WSC] ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mummy" [Lady Randolph Churchill] thanking her for sending him autographs and money, commenting that he "did not enjoy the letter quite so much" and asking her not to force him to work during his holidays.