Diana Churchill Diana Churchill Diana Spencer-Churchill (11 July 1909 – 20 October 1963) was the eldest daughter of British statesman Sir Winston Churchill and Clementine Churchill, Baroness Spencer-Churchill (née Hozier). She attended the Royal Academy of Dramatic Art, where she spent five terms, without any real intention to become an actress. On 12 December 1932, she married John Milner Bailey (15 June 1900 East Grinstead – 13 February 1946 Cape Town, South Africa) (became the Bailey baronet Sir John Milner Bailey, 2nd Bt), but the marriage was unsuccessful and they divorced in 1935. On 16 September 1935, she married the Conservative politician,
Winston Churchill (novelist) in 1947 of a heart attack. He was predeceased in 1945 by his wife of fifty years, the former Mabel Harlakenden Hall. They had three children, including their son Creighton Churchill, a well-known writer on wines. His great-grandson is the Albany, New York, journalist Chris Churchill. Winston Churchill (novelist) Winston Churchill (November 10, 1871 – March 12, 1947) was an American best-selling novelist of the early 20th century. He is nowadays overshadowed, even as a writer, by the more famous British statesman of the same name, to whom he was not related. Their lives had certain parallels, but, apart from