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 University of Glasgow and the University of Oxford and, in 1976, by the University of Bristol. After more than 56 years of marriage, Clementine was widowed on 24 January 1965 when Winston died at the age of 90. Following Sir Winston's death, on 17 May 1965 she was created a life peer as Baroness Spencer-Churchill, of Chartwell in the County of Kent. She sat as a cross-bencher, but her growing deafness precluded her taking a regular part in parliamentary life. In her final few years, inflation and rising expenses left Lady Spencer-Churchill in financial difficulties, and in early 1977 she