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.

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.

Letter from Reginald McKenna to WSC, on the death of Marigold Churchill.

Telegram from The Duke of Marlborough to WSC, on the death of Lady Randolph Churchill.

Telegram from The Duke of Marlborough to WSC, on the funeral of Lady Randolph Churchill.

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 Charles Sims to WSC, on his portrait of Diana and Sarah Churchill.

Letter from Diana Churchill to WSC, on holiday at Frinton, enclosing three photographs of Randolph, Diana and Sarah Churchill, Penelope and Angela Dudley-Ward and Giles and Esmond Romilly.

Letter from Randolph Churchill to WSC, on holiday at Frinton.

Letter from Sarah Churchill to WSC, on holiday at Frinton.

Letter from Nicholl, Manisty & Co., Solicitors, to WSC, on his will, particularly on the provisions for his wife and children.

Letter from Nicholl, Manisty & Co., Solicitors, to WSC, sending draft of his will, with comments on provisions for his wife and children.

Draft of WSC's Children's Settlement Trust.

Statement of the effect of the dispositions contained in WSC's draft will.

Letter from CSC, 2 Sussex Square, London, to WSC, on her health, and that of the children, asking him not to open a letter written to him on "Black Monday" [2 January].

Letter from CSC, Hotel Mont-Fleury, Cannes, France, to WSC, on success in Cannes tennis tournament, and on her decision to tell her mother and Venetia Montagu about her pregnancy, also on building work at 2 Sussex Square, and account of conversation with Lord Derby on Lord and Lady Curzon, describing Curzon as a "fat sneak".

Letter from CSC to WSC, on the possibility of buying a house at Frinton; the imminent arrival of the new "kitten" [Mary Churchill, later Lady Soames] and WSC's stay in France.

Letter from CSC to WSC, on WSC's stay in France; French politics and the death of Arthur Griffith and its effect on Irish politics.

Letter from CSC to WSC, on the possibility of buying a house in Frinton, and on Diana and Randolph's booby prize in the Frinton tennis tournament.

Letter and telegram from CSC to WSC, wedding anniversary greetings; on the possibility of buying a county house, with account of visit to her aunt, Mary Hozier.

Letter from CSC to WSC, on the election campaign in Dundee.