Meester next starred in the thriller film The Roommate as Rebecca Evans, an obsessive, bipolar woman. Though the film received mainly negative reviews, Meester's portrayal was praised. Entertainment Weekly found she was the only one to bring "the slightest trace of something fascinating to her role," while Los Angeles Times wrote, "[Meester's] performance often has the feeling of a sports car in neutral. When she punches it for quick changes of tone from manic to wounded or around the bend, she shows how much more she is capable of." In the teen comedy film Monte Carlo, Meester portrayed Meg Kelly, Selena Gomez's stepsister and Katie Cassidy's friend. Movieline noted, "As in Country Strong, Meester's crack timing and irresistible poignancy illuminate a part that would leave other actresses simpering themselves off the screen." Her final film of the year, The Oranges, opposite Hugh Laurie and Adam Brody, premiered at the Toronto International Film Festival. Meester's performance was again met with positive reviews, with the San Francisco Chronicle writing that she "succeeds in embodying all that is alluring and alarming about a 24-year-old woman."
