Her first live concert was held in Los Angeles in 2008. Haley signed a three picture deal with Warner Brothers Pictures. She starred in College and The haunting of Molly Hartley in 2008, as well as having a small part in Marley & Me. Bennett has also starred in the short films Passage and Sleepwalking in the Rift, the films The Hole, Kaboom, Arcadia Lost, Deep Powder, Things People Do, and the TV movie Outlaw Country. Her upcoming projects include Random, The Equalizer, The White City, and Fathers and Daughters. She is also set to appear in projects from Terrence Malick and Warren Beatty.