Letter from Lady Randolph Churchill, Banstead, to WSC, apologies for not visiting him at Harrow, and advising him not to sell his bicycle and buy a bulldog puppy "a dog is sometimes a nuisance".

Letter from Lady Randolph Churchill, 2 Connaught Place, London, to WSC, on his appointment with Sir William MacCormac [a specialist in hernia surgery].

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 to WSC, sending 30s, and complaining about his finances "You seem a perfect sieve as regard money".

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, 50 Grosvenor Square, London, to WSC, on the state of his finances. "You are spending too much money & you know it".

Letter from Lady Randolph Churchill, 50 Grosvenor Square, London, to WSC, on his visit to the 4th Hussars at Aldershot "I am not sure if Papa would approve".

Letter from Lady Randolph Churchill, 50 Grosvenor Square, London, to WSC, on the state of his finances. "I really think that Papa gives you a very fair allowance, & you ought to make do. He wld be very cross if he knew that I gave you money..I shall not give you any more".

Letter from Lady Randolph Churchill, 50 Grosvenor Square, to WSC, on the state of his finances, and on his invitation to the Duchess of Abercorn's Ball. Suggesting that he should write to thank her for the invitation, regretting that he was unable to attend.

Letter from Lady Randolph Churchill, Invermark, Brechin, to WSC, on his voyage to India, on her fishing trip to Scotland and family finances. Reporting conversation with the Prince of Wales (later King Edward VII), advising him not to race in India as the races "are not square & the best of reputations get spoiled over it.

Letter from Lady Randolph Churchill, Minto House, Hawick to WSC, including copy of letter from Sir George Lewis [Churchill family solicitor], on the financial fraud by James Cruickshank, [known to the Churchill family as "The Spec"].

Letter from Lady Randolph Churchill to WSC, on the possibility of him joining Lord Kitchener's force in Egypt.

Letter from Lady Randolph Churchill to WSC, on her stay at Wynyard Park, Stockton on Tees, [seat of Lord Londonderry], on Waldo Storey's bust of Lord Randolph Churchill, on family finances, and sending WSC twelve volumes by Lord Macaulay,.

Letter from Lady Randolph Churchill, 35a Great Cumberland Place, London, to WSC, on Frederick Roberts' polo accident; the lack of advancement in the Army compared with politics; John S Churchill's visit to France; "The Spec" the plague and famine in India and the treatment of Sir John Gorst by the Government.

Letter from Lady Randolph Churchill, 35a Great Cumberland Place, London to WSC, on the state of his finances.

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

Letter from Lady Randolph Churchill, Brooksby, Leicester to WSC, on the state of his finances. Advising him to remain in India, where he was "gaining much military experience, and showing that you can work and do something".

Letter from Lady Randolph Churchill, Hotel Metropole, Monte Carlo, to WSC, suggesting that he should remain in the army in India, and not return to Britain, also on her visit to Monte Carlo, and on her meeting with John S Churchill in Paris.

Letter from Lady Randolph Churchill, Hotel du Rhin, Paris, to WSC, on WSC's return from India, and on her visit to Monte Carlo and Paris, including account of dinner with the Prince of Wales, who advised WSC to stay in India and see something of the country.

Letter from Lady Randolph Churchill to WSC, on the publication of letters from WSC on the situation on the North West Frontier of India in the Daily Telegraph.

Letter from Lady Randolph Churchill, Langwell, Berriedale, Caithness, to WSC, on the war in India, including account of meeting with Lord Morley of Blackburn, also on the prosecution of James Cruikshank for financial fraud.

Letter from Prince Alfred of Edinburgh to WSC, apologising for "hurting WSC's head, and hoping that he was making a " good recovery, and that "you have no ill feeling against me".