Bette Midler – 76

Bette Midler’s 50-plus year career can be traced back to off-Broadway plays and a stint singing at a gay bathhouse called the Continental Baths. She came a long way since then, winning three Grammy Awards, four Golden Globe Awards, three Emmy Awards, and, most recently, a Tony Award for her role in Hello Dolly. At one point, she was the highest-paid actress in Hollywood, starring in films like Hocus Pocus and the First Wives Club. Her hit songs include renditions of The Wind Beneath My Wings, Do You Want To Dance, and From A Distance. Midler is starring in the upcoming film The Glorias.