Bailee Madison Riley was born on October 15, 1999, in Fort Lauderdale, Florida, to Patricia and Michael Riley. She is the youngest of seven children, with four brothers and two sisters, and her elder sister, Kaitlin Vilasuso, is also an actress.

Her father is Canadian, which gives her dual citizenship. She began her career at just two weeks old, appearing in television commercials for Office Depot, Disney, SeaWorld, and Cadillac. She also serves as a national youth spokesperson for the childhood-cancer charity Alex's Lemonade Stand Foundation.

Her film debut came in 2007 when she played May Belle Aarons in the fantasy drama "Bridge to Terabithia," earning early praise for her performance. She gained wider acclaim for her role in the war drama "Brothers" (2009), for which she was nominated for the Critics' Choice Movie Award for Best Young Performer.

She continued to build her reputation as a scream queen with roles in horror and thriller films like "Don't Be Afraid of the Dark" (2010) and "The Strangers: Prey at Night" (2018).

Bailee Madison transitioned to television, appearing in recurring roles in "The Haunting Hour: The Series," "Once Upon a Time," and "The Fosters." She played leading roles in "Trophy Wife" and "Good Witch," the latter of which ran from 2015 to 2021. She gained further praise for her role as Imogen Adams in the Max slasher horror series "Pretty Little Liars" (2022-2024), a spinoff of the original series.

Bailee Madison recently debuted her solo music career with the release of the pop single "Kinda Fun" in 2024. She is in a relationship with Blake Richardson, a member of the British band New Hope Club, since 2019.