Suggestions by @luahshin

Kim Novak

as 1960s in What Actresses Could've Played Sharpay Evans in Various Decades?

Dorothy Dandridge

as Hallie McDaniel in Scream 1-4 (1956-1971)

Veronica Lake

as Gale Weathers in Scream 1-4 (1956-1971)

Ingrid Bergman

as Tatum Riley in Scream 1-4 (1956-1971)

Shirley MacLaine

as Sidney Prescott in Scream 1-4 (1956-1971)

Judy Garland

as Snow White in Disney Princesses

Grace Kelly

as Cinderella in Cinderella

Flora (Winx Club)

as Judy Garland in Characters golden age stars could have played

Diana Dors

as 1960s in Which Actress Should've Played Barbie in Various Decades?

Weird Barbie

as Jean Harlow in Characters golden age stars could have played

Brittany Murphy

as Stereotypical Barbie in Barbie (2003)

Gabriella Montez

as Judy Garland in Characters golden age stars could have played

Isabela Madrigal

as Joan Bennett in Characters golden age stars could have played

Stella (Winx Club)

as Jean Harlow in Characters golden age stars could have played

Rapunzel (Barbie)

as Doris Day in Characters golden age stars could have played

Jane Foster

as Grace Kelly in Characters golden age stars could have played

Rarity

as Jane Russell in Characters golden age stars could have played

Merida (Brave)

as Lucille Ball in Characters golden age stars could have played

Applejack

as Lucille Ball in Characters golden age stars could have played

Raven (Rachel Roth)

as Anna May Wong in Characters golden age stars could have played