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Churchill mar­ried three times: 1. Vic Oliver, born as Victor Oliver von Samek, a popular comedian and musician (1936–1945) (divorced) 2. Anthony Beauchamp (1949–1957) (widowed) 3. Thomas Percy Henry Touchet-Jesson, 23rd Baron Audley(1962–1963) (widowed) It has been both stated and con­firmed by mul­ti­ple sources,[who?] in­clud­ing Sarah Churchill's sis­ter, Lady Soames, that Win­ston and Clemen­tine Churchill nei­ther liked nor ap­proved of Sarah's first two hus­bands. To­wards the end of her mar­riage to Vic Oliver, she began an af­fair with the Amer­i­can am­bas­sador to Britain, John Winant; it is be­lieved the fail­ure of the re­la­tion­ship con­tributed to the de­pres­sion that led to his sui­cide in 1947.Only Sarah's third mar­riage to Lord Au­d­ley (the love of her life, it was said) was greeted with warm ap­proval by both par­ents. In nu­mer­ous books about the Churchill fam­ily, it is said that Clemen­tine (de­spite her dis­ap­proval) man­aged to be po­lite to both Vic Ol...

Dur­ing the Sec­ond World War, Churchill joined the Women's Aux­il­iary Air Force (WAAF). In her ac­count of the work of photo re­con­nais­sance Ev­i­dence in Camera Con­stance Babing­ton Smith records that she was with them and worked closely on the in­ter­pre­ta­tion of pho­tographs for the 1942 in­va­sion of North Africa, Op­er­a­tion Torch. Known by the name Sarah Oliver, Babing­ton Smith says she was "a quick and ver­sa­tile in­ter­preter." As­pects of Churchill's wartime ser­vice are also de­scribed in de­tail in Women of In­tel­li­gence: Win­ning the Sec­ond World War with Air Photos. Amer­i­can au­thor Christo­pher Ogden's bi­og­ra­phy of Pamela Har­ri­man and other sources in­di­cate that dur­ing the war she had an af­fair with (mar­ried) US Am­bas­sador John Gilbert Winant, and that it ended badly. Winant com­mit­ted sui­cide in 1947.

Churchill is best known for her role in the film Royal Wed­ding (1951) as Anne Ash­mond, ro­man­tic in­ter­est of Fred As­taire as Tom Bowen. In the same year, she had her own tele­vi­sion show. She also ap­peared in He Found a Star (1941), All Over the Town (1949), Fabian of the Yard (1954) and Se­ri­ous Charge(1959). She ap­peared on both the Jack Bennyradio and tele­vi­sion pro­grammes. On tele­vi­sion, she ap­peared on the episode "How Jack Met Rochester." In 1961, she ap­peared as Ros­alind in Shake­speare's As You Like It at the Pem­broke-in-the-round The­atre in West Croy­don. Her par­ents were noted as pay­ing a sur­prise visit to watch her per­for­mance which was al­most en­tirely at­tended by Croy­don school­child­ren, and her fa­ther (who sat in the front row of an in-the-round per­for­mance and so was highly vis­i­ble through­out) fell asleep.

Dur­ing the course of her life she cre­ated sev­eral lith­o­graphic prints. In the 1950s Churchill pro­duced sev­eral prints fea­tur­ing Mal­ibu, California.Later in the 1970s, Churchill com­mer­cially pub­lished a col­lab­o­ra­tive se­ries of por­traits of her fa­ther, Sir Win­ston Churchill through Cur­tis Hooper, en­ti­tled "A Vi­sual Phi­los­o­phy of Sir Win­ston Churchill". The se­ries was care­fully con­structed by Churchill to rep­re­sent her fa­ther's great drive. In the se­ries, most of the prints were based on fa­mous pho­tographs cho­sen by Churchill, while one was based on Churchill's draw­ing of her fa­ther. Each print was given a quote by Sir Win­ston Churchill and were signed by Sarah Churchill in pencil.

Churchill ap­peared in a Lon­don re­vival of Shaw’s Pyg­malion in the 1950s, but drink­ing had be­come a prob­lem. She was ar­rested for mak­ing a scene in the street on a num­ber of oc­ca­sions and even spent a short spell on re­mand in Hol­loway Prison. She wrote frankly about this in her 1981 au­to­bi­og­ra­phy Keep on Dancing.

Sarah Churchill died on 24 Sep­tem­ber 1982 at the age of 67. She is buried with her par­ents and sib­lings at St Mar­tin's Church, Bladon, near Wood­stock, Ox­ford­shire.