Letter from "Woom" [Elizabeth Everest], St George's Vicarage, Barrow-in-Furness to WSC, advice on his health, and on her stay in Barrow.

Letter from "Woom" [Elizabeth Everest], 15 Crouch Hill, London to WSC, on her health and her finances, thanking him for sending £2 10s, and offering sympathy on the illness of Clara Hall Jerome [WSC's grandmother]. Advising him against steeplechasing "It is a dangerous pastime, but I suppose you are expected to do it".

Letter from Laura, Lady Wilton (later Lady Johnstone), Le Nid, Monte Carlo, to WSC, on Lord Randolph Churchill's health, and the death of George, 8th Duke of Marlborough.

Letter from Laura, Lady Wilton (later Lady Johnstone), Le Nid, Monte Carlo, to WSC, on the Sandhurst Entrance Examination.

Letter from John Milbanke, Depot, Royal Sussex Regiment, to WSC, on WSC's life at Harrow School, and success in the Army Preliminary Examination, and Milbanke's life in the Royal Sussex Regiment.

Statement from The Lecture Agency Ltd. - accounts for WSC's British lecture tour, 26 October - 30 November 1900.

Letter from Sir Henry Campbell-Bannerman MP, to WSC, congratulations on maiden speech in the House of Commons.

Card from John Cumming Macdonald MP, Palace Chambers, Westminster, to WSC, congratulations on maiden speech in House of Commons.

Letter from George Buckle, (Editor of The Times) to WSC, on report of WSC's maiden speech in The Times.

Letter from Lord Rosebery, 38 Berkeley Square, London, to WSC, declining invitation to preside at WSC's lecture in St James' Hall, and offering congratulations on maiden speech in the House of Commons.

Letter from Lord Cromer to WSC, congratulations on maiden Speech in the House of Commons.

Letter from Arthur Balfour, (First Lord of the Treasury) to WSC, on the Rev A Redman's claim to the living of Leesfield, Lancs, (in the gift of the Crown), and offering congratulations on House of Commons speech.

Account from H A Beckenham, Private Secretary to WSC, for payments made on WSC's behalf on trip to the East, 2 March - 17 Apr 1921, £66 3s [annotated by WSC].

Letter from Thomas Cook & Son, Travel Agents, to WSC, asking for payment of account for tickets supplied, £193 5s 2d.

Note from Sir Archibald Sinclair (later Lord Thurso) to WSC, on accounts for visit to Egypt, and for polo ponies [annotated by WSC].

WSC's Pass Books for Investment Account with Cox & Co., March-Sept 1921, the books contain extensive notes by WSC on his finances, 1921-23, including details of his Childrens' Trust, his South African investments, Chartwell, estimates of his income and expenditure, and expenses and receipts for The World Crisis [2 items].

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 Sir Austen Chamberlain, Chancellor of the Exchequer, disclosing his investment in South African stock, (mainly in gold mines), and asking if he should sell them because of his appointment as Colonial Secretary.

Letter from Sir Austen Chamberlain, Chancellor of the Exchequer, to WSC, stating that in his opinion WSC's South African investments would not conflict with his duties as Colonial Secretary, but advising him to leave the investments unaltered during his tenure of office (annotated by WSC, that he had shown the letter to the Prime Minister, who had agreed with Chamberlain).

Letter from CSC to Nicholl, Manisty & Co., on termination of £300 reversionary annuity to cover the contingency of WSC predeceasing Lady Randolph Churchill [copy].

Letter from John S Churchill to WSC, on WSC's investments.

Letter from "Jack" [John S Churchill] to WSC, list and valuation of his securities [annotated by WSC].

Letter from Kenneth Brown, Baker, Baker, Solicitors, to WSC, enclosing printed statement of his claim v. Tillotsons Newspapers, for comments in the Bolton Evening News, implying that he was a "cruel, exacting, selfish and intolerant person".

Letter from Tillotsons Newspapers Limited to WSC, apology for libellous remarks about WSC in The Bolton Evening News.

Letter from A C Fox-Davies, to WSC, apologies for his libellous article about WSC in The Bolton Evening News.