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 child, Randolph, was born at 33 Eccleston Square. Their third child, Sarah, was born on 7 October 1914 at Admiralty House. The birth was marked with anxiety for Clementine, as Churchill had been sent to Antwerp by the Cabinet to "stiffen the resistance of the beleaguered city" after news that the Belgians intended to surrender the town. Clementine gave birth to her fourth child, Marigold Frances Churchill, on 15 November 1918, four days after the official end of the First World War. In the early days of August 1921, the Churchills' children were entrusted to a French nursery governess in