Brewster appeared in the drama "Annapolis" (2006), directed by Justin Lin and starring James Franco and Tyrese Gibson. In the film, she played a Midshipman 2nd Class named Ali, and the love interest of a man attending the United States Naval Academy. "Annapolis" was panned by critics and grossed US$7.7 million in its opening weekend, described as "uninspired" by Box Office Mojo. Brewster next starred in the slasher horror "" (2006), opposite Diora Baird, Taylor Handley, and Matt Bomer. The film saw the four actors portray friends driving across Texas who are taken captive by the Hewitt family. Despite largely negative reviews, the film made US$51 million worldwide. For her performance, Brewster was nominated for both Choice Movie Actress: Horror–Thriller and Choice Movie: Scream at the 2007 Teen Choice Awards.