Letter from Lady Randolph Churchill, Banstead, to WSC, sending £1 and complaining about the state of his finances, also on his toothache, complaining that he had had another tooth out ".

Letter from Lady Randolph Churchill, Iwerne Minster House, Blandford, to WSC, on his school report "You must try & have a better one next term as Papa will be back & will expect glowing accounts of yr work." Also commenting on a day's hunting, and "cutting a lovely somersault" at the 3rd fence.

Letter from Lady Randolph Churchill, 50 Grosvenor Square, London, to WSC, asking him to write, and criticising his new hat.

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

Letter from Lady Randolph Churchill, Kissingen, to WSC, on his success in the Sandhurst entrance examination, and his father's anger that he failed to obtain an Infantry cadetship, also on her visit to Germany and meeting with Bismarck.

Letter from Lady Randolph Churchill, 35a Great Cumberland Place, to WSC, on the war in India, and on the Christmas celebrations at Blenheim Palace, particularly the "theatricals they were putting on for charity, commenting that the "whole of Oxford may turn up, or any vulgarian from London who chooses to pay 10s to see the Churchills playing the fool.

Letter from Lady Randolph Churchill, 35a Great Cumberland Place, to WSC, on family finances.

WSC's history notebook, [from ?Harrow School] containing notes on: The War of the Spanish Succession, with accounts and maps of the First Duke of Marlborough's campaigns, The Literature of Queen Anne's Reign, The Darien Scheme, Scotch Affairs, 1702-1714, The Fortunes of Parties, 1702-1714, The Reign of George I, The Reign of George II.

Letter from "W" [Elizabeth Everest], 2 Connaught Place, London, to WSC, family news.

Letter from "Woom" [Elizabeth Everest] to WSC, on Christmas celebrations at the Churchill's London home, 2 Connaught Place.

Letter from "Woom" [Elizabeth Everest], 2 Connaught Place, London, to WSC, thanks for Christmas presents, family news.

Letter from "Woom" [Elizabeth Everest], 50 Grosvenor Square, London, to WSC, complaining that WSC had not written to Lady Randolph.

Letter from "Woom E A E" [Elizabeth Everest], 5 Cranmer Road, Forest Gate, Essex, to WSC, family news.

Letter from "Woom" [Elizabeth Everest], 5 Cranmer Road, [Forest Gate] to WSC, on his toothache and his boils.

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 Frances, Duchess of Marlborough, 50 Grosvenor Square, London, to WSC, granting him an allowance of £20 per month.

Letter from George Cornwallis West, Broughton Castle, Banbury, to WSC, on his marriage to Lady Randolph Churchill, thanking him for the sympathy and kindness shown by the Churchill family "I only wish that by family could have taken a leaf out of your book". Stating that he would never come between WSC and his mother.

Telegram from WSC to Randolph Churchill wishing him a Happy Christmas from WSC and family. Carbon copy followed by letter from "T L R" [Leslie Rowan, Prime Minister's Private Secretary] to Resident Clerk, Foreign Office, asking for it be despatched, with copy of final telegram sent through Minister of State [Middle East, Oliver Lyttelton, later 1st Lord Chandos].

Letter from WSC to Jean [Ivan] Maisky [Soviet Ambassador to Britain] thanking him for his enquiry about Randolph Churchill's injury.

Letter to WSC and CSC from Gladys Gough, enclosing a cutting from the New York Times on Mary Churchill [later Mary Soames] being spanked by a United States soldier at an ATS [Auxiliary Territorial Service] party; also includes press transcripts and notes by John Martin [Private Secretary to WSC] and D Parker-Bowles, Duty Officer, Ministry of Information, on whether the incident should be prevented from appearing in British newspapers.

Note from Francis Brown [Private Secretary to WSC] to Randolph Churchill enclosing a War Cabinet report on foreign propaganda broadcasts: report includes undermining of WSC with a quote from Randolph Churchill on WSC keeping his money safely in the United States, and the suggestion that Sir Stafford Cripps, Lord Privy Seal, is a Bolshevist sympathiser and possible agent.

Telegrams between General Sir Claude Auchinleck, Commander-in- Chief, Middle East, Sir James Grigg, Secretary of State for War and WSC on Major Randolph Churchill being ordered to remain in Britain, the false position he has been placed in, and Auchinleck's request that he should be returned to the Middle East; includes covering correspondence between Sydney Redman [Principal Private Secretary to Grigg], Leslie Rowan and Francis Brown [Private Secretaries to WSC].

Correspondence between Randolph Churchill and William Connor, "Cassandra" of the Daily Mirror, on Randolph Churchill's recent unopposed election success at Preston [Lancashire] and his criticism of Admiral of the Fleet 1st Lord Chatfield but not Lord Halifax [earlier Edward Wood and Lord Irwin] and Sir Kingsley Wood as former advocates of appeasement; includes covering notes by Lilian Buck, Secretary to Randolph Churchill and John Martin [Private Secretary to WSC].

Correspondence between WSC, and Major Randolph Churchill on the latter's new posting to the Middle East; includes covering correspondence between Edmond Armstrong, War Cabinet Office and John Martin and Francis Brown [Private Secretaries to WSC] and a note from Martin to Pamela Churchill [earlier Pamela Digby, later Pamela Harriman].