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,
Clementine Churchill her husband. She went ashore and sailed for home the next morning. During World War II, she was Chairman of the Red Cross Aid to Russia Fund, the President of the Young Women's Christian Association War Time Appeal and the Chairman of Maternity Hospital for the Wives of Officers, Fulmer Chase. While touring Russia near the end of the war she was awarded the Order of the Red Banner of Labour. In 1946, she was appointed a Dame Grand Cross of the Order of the British Empire, becoming Dame Clementine Churchill . Later, she was awarded honorary degrees by the