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 (1940–2010) Winston Churchill (1940–2010) Winston Spencer-Churchill (10 October 1940 – 2 March 2010), generally known as Winston Churchill, was a British Conservative politician and a grandson of former Prime Minister Sir Winston Churchill. During the period of his prominence as a public figure, he was normally referred to as Winston Churchill , in order to distinguish him from his grandfather. His father Randolph Churchill was also an MP. Churchill was born at Chequers just after his grandfather became Prime Minister, a year into World War II, and was educated at Eton College and at Christ Church, Oxford. His famous grandfather died