During her time with Les Brown, and a brief stint with
Bob Hope, Day toured extensively across the United States. Her popularity as a
radio performer and vocalist, including a second hit record
My Dreams Are Getting Better All The Time, led directly to a career in films. After her separation from second husband George Weidler in 1948, Day was set to leave
Los Angeles and return to her mother's home in
Cincinnati, when her agent, Al Levy, convinced her to attend a party at the home of composer
Jule Styne. Her personal circumstances at the time and her reluctance to perform contributed to an emotive performance of
Embraceable You which greatly impressed Styne and his partner,
Sammy Cahn. They then recommended her for a role in
Romance on the High Seas (which they were working on for
Warner Bros.). The withdrawal of
Betty Hutton due to pregnancy left the main role to be re-cast. Thus, Day began her film career, in 1948, in a "peppy" Hutton-esque role. (The film was digitally remastered and released on DVD in May 2007.)
The success of this film established her as a popular movie personality, and provided her within another hit recording
It's Magic. In 1950, US servicemen in
Korea voted her their favorite star. Early publicity saddled her with such unflattering nicknames as "The Tomboy with a Voice" and "The Golden Tonsil." She continued to make saccharine and somewhat low-level musicals such as
Starlift, By the Light of the Silvery Moon, and
Tea For Two for
Warner Bros., but 1953 found Day as pistol-packin'
Calamity Jane in what has become one of
Hollywood's most enduring musicals, winning the
Academy Award for Best Original Song for "
Secret Love.". Her recording of which became her fourth US "Number One" recording.
After filming
Young At Heart, a lackluster musical, Day chose not to renew her contract with Warner Bros. and instead freelanced under the management of her third husband, Martin Melcher. As a consequence, the range of roles she played broadened to include more dramatic roles. In 1955, she received some of the best notices of her career for her portrayal of singer
Ruth Etting in
Love Me or Leave Me, co-starring
James Cagney. Doris would later call it, in her autobiography, her best film. She continued to be paired with some of Hollywood's biggest male stars, including
Jack Lemmon,
James Stewart,
Cary Grant,
David Niven and
Clark Gable.
In
Alfred Hitchcock's
The Man Who Knew Too Much, she sang "
Whatever Will Be, Will Be (Que Sera, Sera)", which won an
Academy Award for Best Original Song. According to
Jay Livingston (who wrote the song with
Ray Evans), Day preferred another song used briefly in the film, "We'll Love Again", and skipped the recording for
Que Sera, Sera. When the studio pushed her, she relented, but after recording the number in one take, she reportedly told a friend of Livingston's, "That's the last time you'll ever hear that song." The song was used again in her 1960 film,
Please Don't Eat the Daisies and was reprised as a brief duet with
Arthur Godfrey in
The Glass Bottom Boat; it also became the
theme song for her
television show. This was her only film for Hitchcock and, as she admitted in her
memoirs, she was initially concerned at his lack of direction; she finally asked him if anything was wrong and he said everything was fine; if she wasn't doing what he wanted he would have said something.
After the great critical and popular success of
Teacher's Pet, Day's popularity at the US box office seemed to wane and some critical attention focused on perceived elements of "blandness" in her on-screen persona, although in some foreign markets (
Germany,
Britain and the Commonwealth), she remained a top box office draw. A dynamic performance in
The Pajama Game received warm critical notices, but box office returns were disappointing. In the case of
The Tunnel of Love and
It Happened to Jane, both the critical and popular response was uneven. As a result, during the period 1957 to 1959, she was no longer regarded a "Top Ten Box Office Draw" by US film exhibitors. Arguably, this development may have been linked to the marked decline in popularity of
musical films during the late 1950s, and some poor choices in material made by Melcher on Day's behalf, rather than any waning in public regard. In addition, Day's popularity as a recording artist was diminished due to the growing popular taste for
rock and roll. "Que Sera, Sera," for instance, was never a "US Number One," being kept from the top spot by
Elvis Presley's recording of "
Hound Dog."