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, 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 (The Head Master's, Harrow School [Middlesex]) to "Mamma" [Lady Randolph Churchill] promising to give up smoking for six months, reporting that "Jack" [John S Churchill] is "very low" and describing the decoration of his room. Illustrated with drawings of Harrow school boys and uniform.

Letter from WSC ([Banstead Manor, Newmarket, Suffolk]) to "Mummy" [Lady Randolph Churchill] describing the number of rabbits he has "slaughtered" and the cold weather.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he is looking forward to returning home and asks her to make arrangements for shooting at Banstead [Manor, Newmarket, Suffolk].

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 (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he says that he would like to see "Ruddygore", asks to be given a chess set and describes the characters in "The merry men of Sherwood forest" in which he plays Robin Hood.

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 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 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 (Chateau Bordaberry, Near Hendaye [France]) to Lord Beaverbrook [earlier Max Aitken, Lord Privy Seal] advising him to read "La Verite sur L'Armistice" by Albert Kammerer "especially the part which deals with our visit to Tours" [carbon].

Letter from [WSC] to Lord Riddell [earlier Sir George Riddell] thanking him for a Christmas box of cigars and praising his handling of the American press at the Washington Conference on disarmament.

Letter from WSC to Frederick Guest expressing regret that he (WSC) is not fit enough to play polo, and asking for background information, particularly on the figures relating to the Coalition Liberals and the number of Ulster [Ireland] members, in Guests's estimate of the General Election, which [David Lloyd George] thinks is too optimistic. Carbon copy.

Letter from C H H Burleigh (7 Wilbury Crescent, Hove, Sussex) to [Maurice Bonham Carter] asking whether he could choose two or three of WSC's pictures for the Brighton Autumn Exhibition. Sent with CHAR 2/133/14.

Letter from Edward Marsh to E H Francis (The Expert Cigarette Company) stating that WSC does not smoke cigarettes and therefore cannot patronise Francis's company. Carbon typescript copy.

Letter from Edward Marsh to Arthur Quigley conveying WSC's regret that he does not think his (WSC's) pictures are good enough for public exhibition. Carbon typescript copy.

Letter from Arthur Quigley (Walker Art Gallery, Liverpool) to WSC inviting him to contribute pictures for the gallery's autumn exhibition and enclosing CHAR 2/152/14 and CHAR 2/152/15.

Letter from WSC (Chartwell) to Hazel, Lady Lavery thanking her for information about E Blythe's campaign [see CHAR 2/152/91], expressing delight that Sir John Lavery is progressing and reporting that he is trying to paint the Palladian Bridge at Wilton [Wiltshire]. Typescript copy.

Letter from [Clarice Fisher] to Edward Rosslyn Mitchell stating that WSC does not think his paintings are good enough for exhibition. Carbon typescript copy.

Letter from Edward Rosslyn Mitchell (138 West George Street, Glasgow, [Scotland]) to WSC conveying the request of the Paisley Art Club that he loan two of his paintings for their annual exhibition.

Letter from Sir Ian Hamilton (1 Hyde Park Gardens, [London]) to WSC explaining that he may omit some parts of his Gallipoli diary when it is published (but not his references to "the wickedness at the end which bust up the whole show") and praising WSC's painting of a cedar.

Letter from Lady Randolph Churchill, Sunningdale, to WSC, on her visit to the Ascot races, and on the Sandhurst entrance examination.

Letter from WSC to Charles Sims, commenting unfavourably on Sims' portrait of Diana and Sarah Churchill, particularly the expressions on the faces of the children [2 carbon copies].

Letter from WSC to Lt-Colonel E D Miller, on his decision not to play any further polo that year for health reasons, and asking for his ponies to be sent to Sir Archibald Sinclair (later Lord Thurso), who would keep and play them for the rest of the season [carbon].