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 ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] informing her that he has won a cup for fencing, thanking her for oranges and reporting that he has to wear glasses.

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.

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 (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 "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.

Letter from "Winny" [WSC] (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] informing her of the progress of his school examinations.

Letter from WSC (7 South Grove Terrace, Ventnor, I[sle of] W[ight]) to "Mamma" [Lady Randolph Churchill] informing her of his safe arrival The letter is addressed and dated in the hand of Elizabeth Everest.

Letter from WSC (29 & 30 Brunswick Road [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] informing her of his safe arrival and that Aunt Clara [Clara Frewen, earlier Clara Jerome] had taken him to the [Devil's] Dyke. Envelope present.

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 ([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 Lord Randolph Churchill (Government House, Bombay [India]) to [Lady Randolph Churchill] including: birthday greetings; comments on the "adventures" had by WSC; arguments between Leonie [Leslie, earlier Leonie Jerome] and the Leslie family; his opinion of Parsee practices; descriptions of his social engagements and those he has met, who included leading native politicians; his itinerary and a request that she should tell "Winnie" [WSC] that he has received his letter.