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Fabulous Photos Of Young And Beautiful Hayley Mills From 1960s

Hayley Mills was born into a theatrical family, and it showed early. Her father was the acclaimed British actor John Mills, and the stage was never far from her world. She began her acting career through theatrical plays before making her screen debut in the 1959 film Tiger Bay. That performance earned her an award at the Berlin Film Festival — a remarkable achievement for a teenager. It also caught the attention of Walt Disney himself.

Hayley Mills in spring of 1946 in London, England,
Hayley Mills in spring of 1946 in London, England,

Disney signed Hayley to a five-year contract, and she became one of the studio’s most recognizable young stars. Her role in Pollyanna (1960) was among the first and most beloved of that partnership. The film required her to be charming, sincere, and full of energy — and she delivered all three. On set, she was photographed in full period costume, from middy blouses to old-fashioned dresses, giving the production an authentic early-20th-century feel.

Hayley Mills, 1961
Hayley Mills, 1961
Hayley Mills, 1960s
Hayley Mills, 1960s
Hayley Mills wearing middy blouse, during production of the movie Pollyanna
Hayley Mills wearing middy blouse, during production of the movie Pollyanna
Hayley Mills in old-fashioned dress lying on grass during the production of the movie Pollyanna
Hayley Mills in old-fashioned dress lying on grass during the production of the movie Pollyanna
Hayley Mills sitting in a tree during the production of the movie Pollyanna.
Hayley Mills sitting in a tree during the production of the movie Pollyanna.
Hayley Mills in old-fashioned dress at time of making movie Pollyanna
Hayley Mills in old-fashioned dress at time of making movie Pollyanna
Hayley Mills in old-fashioned dress with spaniel at time of making film Pollyanna.
Hayley Mills in old-fashioned dress with spaniel at time of making film Pollyanna.

By 1960, Hayley was already a fixture in the public eye. Press photos from that year show a fresh-faced young woman with a natural, unguarded smile — whether she was holding a stack of LP records, resting her chin on her hand, or sitting on a drystone wall in a green dress. These weren’t heavily staged glamour shots. They were relaxed, candid images that reflected her genuine personality.

Hayley Mills, 1960s
Hayley Mills, 1960s
Hayley Mills wearing a coral pink-and-white knitted jumper and smiling while holding a number of LP record sleeves, 1960
Hayley Mills wearing a coral pink-and-white knitted jumper and smiling while holding a number of LP record sleeves, 1960
Hayley Mills wearing floral patterned blouse, with her chin resting on her hand, 1960
Hayley Mills wearing floral patterned blouse, with her chin resting on her hand, 1960
Hayley Mills wearing a white dress, tie around the waist with a red belt, 1960
Hayley Mills wearing a white dress, tie around the waist with a red belt, 1960
Hayley Mills, 1960
Hayley Mills, 1960
Hayley Mills smiling and sitting on a drystone walll, wearing a green dress, 1960
Hayley Mills smiling and sitting on a drystone walll, wearing a green dress, 1960
Hayley Mills wearing a brightly-coloured print pattern blouse, 1960
Hayley Mills wearing a brightly-coloured print pattern blouse, 1960

In 1961, Disney released The Parent Trap, in which Hayley played twin sisters — a technical and acting challenge she handled with ease. The film became a massive hit and cemented her status as one of Hollywood’s top young stars. That same year, she traveled to Kyoto, Japan, and was photographed on the set of In Search of the Castaways alongside the legendary French entertainer Maurice Chevalier.

Hayley Mills in a publicity still issued for the film, 'The Parent Trap', 1961
Hayley Mills in a publicity still issued for the film, ‘The Parent Trap’, 1961
Hayley Mills, Kyoto, Japan in 1961
Hayley Mills, Kyoto, Japan in 1961
Hayley Mills at the press reception, 1st November 1960
Hayley Mills at the press reception, 1st November 1960
Hayley Mills and Maurice Chevalier, laughing during filming, on the set of the film 'In Search of the Castaways', 1961
Hayley Mills and Maurice Chevalier, laughing during filming, on the set of the film ‘In Search of the Castaways’, 1961
Hayley Mills with her sister Juliet Mills, 1961
Hayley Mills with her sister Juliet Mills, 1961
Hayley Mills pictured at Downham, Lancashire, studying the script of the film 'Whistle Down the Wind', 1961
Hayley Mills pictured at Downham, Lancashire, studying the script of the film ‘Whistle Down the Wind’, 1961

While her Disney work defined her public image, Hayley also took on more serious roles. Whistle Down the Wind (1961) and The Chalk Garden (1964) both showed a different side of her range. In The Chalk Garden, she starred alongside Deborah Kerr. She also appeared in The Moon-Spinners (1964), a Disney adventure filmed in Greece, and Summer Magic, another period-set Disney production that leaned into her wholesome image.

Hayley Mills  with Deborah Kerr who played the role of governess in movie "The Chalk Garden", 1964
Hayley Mills with Deborah Kerr who played the role of governess in movie “The Chalk Garden”, 1964
Hayley Mills at home, 1964
Hayley Mills at home, 1964
Hayley Mills on a boat in a scene from the film 'The Moon-Spinners', 1964
Hayley Mills on a boat in a scene from the film ‘The Moon-Spinners’, 1964
Hayley Mills during filming of the Walt Disney production of Summer Magic
Hayley Mills during filming of the Walt Disney production of Summer Magic
Hayley Mills at an event in Los Angeles, 1962
Hayley Mills at an event in Los Angeles, 1962
Hayley Mills celebrating her 17th birthday with her father, actor John Mills, 18th April 1963.
Hayley Mills celebrating her 17th birthday with her father, actor John Mills, 18th April 1963.
Hayley Mills wearing a hat, 1964
Hayley Mills wearing a hat, 1964
Hayley Mills takes part in the 'Night of 100 Stars' at the London Palladium, 23rd July 1964.
Hayley Mills takes part in the ‘Night of 100 Stars’ at the London Palladium, 23rd July 1964.

By the mid-1960s, Hayley was transitioning out of her Disney era and into more adult roles. That Darn Cat! (1965) was one of her final Disney films. On and off set, she was photographed in the casual fashions of the time — blue polo necks, yellow cardigans, and white trousers. She also appeared at the family home in Richmond, London, in relaxed settings that gave fans a glimpse of her life away from the camera.

Hayley Mills, circa 1965.
Hayley Mills, circa 1965.
Hayley Mills at the family home in Richmond, London, circa 1965
Hayley Mills at the family home in Richmond, London, circa 1965
Hayley Mills at the family home in Richmond, London, circa 1965.
Hayley Mills at the family home in Richmond, London, circa 1965.
Hayley Mills in Richmond, London, circa 1965.
Hayley Mills in Richmond, London, circa 1965.
Hayley Mills, circa 1965
Hayley Mills, circa 1965
Hayley Mills on the set of That Darn Cat
Hayley Mills on the set of That Darn Cat
Hayley Mills on the set of "That Darn Cat", 1965
Hayley Mills on the set of “That Darn Cat”, 1965
Hayley Mills wearing a white woollen jumper, 1965
Hayley Mills wearing a white woollen jumper, 1965
Hayley Mills wearing a blue polo neck jumper beneath a yellow cardigan for 'That Darn Cat!', 1965
Hayley Mills wearing a blue polo neck jumper beneath a yellow cardigan for ‘That Darn Cat!’, 1965
Hayley Mills wearing a blue blouse and white trousers and sitting at the base of a tree, 1965
Hayley Mills wearing a blue blouse and white trousers and sitting at the base of a tree, 1965
Hayley Mills wearing a red blouse beneath a yellow jacket, 1965
Hayley Mills wearing a red blouse beneath a yellow jacket, 1965

During the filming of The Family Way in 1966, Hayley fell in love with the film’s director, Roy Boulting. He was 33 years older than her. The relationship raised eyebrows, but the two were photographed together publicly as early as 1965. By June 1967, they were seen together aboard the RMS Queen Mary liner at Southampton. They married in 1971 and had a son together before divorcing five years later.

Hayley Mills with director Roy Boulting, 1965
Hayley Mills with director Roy Boulting, 1965
Hayley Mills with her future husband, film producer and director Roy Boulting on board the RMS Queen Mary liner at Southampton in England on 15th June 1967.
Hayley Mills with her future husband, film producer and director Roy Boulting on board the RMS Queen Mary liner at Southampton in England on 15th June 1967.

The late 1960s brought more varied work. In 1967, she starred in A Matter of Innocence, filmed partly in Asia, and was photographed in Asian attire with a bouffant hairstyle. In 1969, she took on the role of Peter Pan at the New Victoria Theatre in London, a live stage production that marked a return to her theatrical roots. The role of the flying hero was a long way from Pollyanna, but Hayley wore it with the same confidence she brought to every part.

Hayley Mills, circa 1967
Hayley Mills, circa 1967
Hayley Mills with a bouffant hairdo and Asian attire in a scene from the film 'A Matter Of Innocence', 1967
Hayley Mills with a bouffant hairdo and Asian attire in a scene from the film ‘A Matter Of Innocence’, 1967
Hayley Mills, circa 1968
Hayley Mills, circa 1968
Hayley Mills plays the flying hero in a production of 'Peter Pan' at the New Victoria Theatre, London, 1969
Hayley Mills plays the flying hero in a production of ‘Peter Pan’ at the New Victoria Theatre, London, 1969
Hayley Mills at the New Victoria Theatre in London in the role of Peter Pan, December 1969
Hayley Mills at the New Victoria Theatre in London in the role of Peter Pan, December 1969

As the decade turned, Hayley stepped into the 1970s with the same effortless presence she had carried through the 1960s. Photos from 1970 show her at airports, in fur coats, and in everyday settings — a woman who had grown up entirely in the public eye but never seemed overwhelmed by it. After a five-year break from acting, she returned in 1981 with the UK television mini-series The Flame Trees of Thika. She later had a son with British actor Leigh Lawson, and in 1997 began a relationship with Indian author and actor Firdous Bamji.

Hayley Mills at the airport wearing pink with a black and white striped sweater, 1970
Hayley Mills at the airport wearing pink with a black and white striped sweater, 1970
Hayley Mills, 1970
Hayley Mills, 1970
Hayley Mills wearing a white fur coat, circa 1970
Hayley Mills wearing a white fur coat, circa 1970
Hayley Mills, 1970
Hayley Mills, 1970
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