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She starred in How the West Was Won (1963), and The Unsinkable Molly Brown (1964), a biographical film about the famously boisterous Molly Brown. Her performance as Brown earned her a nomination for the Academy Award for Best Actress. Her other films include The Singing Nun (1966), Divorce American Style (1967), What's the Matter with Helen? (1971), Charlotte's Web (1973), Mother (1996) (Golden Globe nomination), and In & Out (1997). Reynolds was also a cabaret performer. In 1979 she founded the Debbie Reynolds Dance Studio in North Hollywood, which still operates today.

In 1969 she starred on television in the eponymous The Debbie Reynolds Show, for which she received a Golden Globe nomination. In 1973 Reynolds starred in a Broadway revival of the musical Irene and was nominated for the Tony Award for Best Lead Actress in a Musical. She was also nominated for a Daytime Emmy Award for her performance in A Gift of Love (1999) and an Emmy Award for playing Grace's mother Bobbi on Will & Grace. At the turn of the millennium, Reynolds reached a new younger generation with her role as Aggie Cromwell in Disney's Halloweentown series. In 1988 she released her autobiography titled, Debbie: My Life. In 2013, she released a second autobiography, Unsinkable: A Memoir.

Reynolds also had several business ventures, including ownership of a dance studio and a Las Vegas hotel and casino, and she was an avid collector of film memorabilia, beginning with items purchased at the landmark 1970 MGM auction. She served as president of The Thalians, an organization dedicated to mental health causes. Reynolds continued to perform successfully on stage, television, and film into her eighties. In January 2015, Reynolds received the Screen Actors Guild Life Achievement Award. In 2016 she received the Academy Awards Jean Hersholt Humanitarian Award. In the same year, a documentary about her life was released titled Bright Lights: Starring Carrie Fisher and Debbie Reynolds; the film premiered on HBO on January 7, 2017.

On December 28, 2016, Reynolds was hospitalized at Cedars-Sinai Medical Center following a medical emergency, which her son Todd Fisher later described as a "severe stroke". She died that afternoon, one day after the death of her daughter Carrie Fisher.