In 2008, Lively, along with Ferrera, Bledel and Tamblyn, reprised their roles in the 2008 sequel, The Sisterhood of the Traveling Pants 2. Similar to the first film, Lively, her three costars and the film were positively received by critics. As of November 2009, the film had earned over $44 million at the box office, taking in slightly more that its predecessor and thus becoming Lively's most commercially successful film to date. In 2009, Lively appeared as Gabrielle DiMarco, a minor role in the romantic comedy, New York, I Love You, a sequel to the 2006 film Paris, je t'aime consisting of an ensemble cast, . The ensemble cast included Shia LaBeouf, Natalie Portman, Hayden Christensen, Rachel Bilson, and Orlando Bloom. Similar to the film's predecessor, the film is composed of short films along the theme of finding love. Despite positive reception from critics, the film had a poor box office performance.
Lively's most acclaimed role to date is her supporting role as playing the younger version of the title character in The Private Lives of Pippa Lee (2009). Paul Byrnes, of the BrisbaneTimes, described Lively's performance in the film as being "sensational". The film, also starring Keanu Reeves, Winona Ryder and Robin Wright Penn, debuted at the Toronto International Film Festival and is scheduled to have a limited release in the United States on November 27. In October, 2009, Lively began filming her scenes for her role as Krista Coughlin, in the up-coming 2010 The Town, based on Chuck Hogan's novel Prince of Thieves. In the film, Lively's role has been described as "the sister of Jem and Doug's ex-girlfriend who has a 19-month old daughter, Shyne." The film, which also stars Ben Affleck, was released in the United States on September 17, 2010. In an interview with Marie Claire, Lively stated that she wasn't relying on her career as an actress, having felt that having her own interior decorating firm would be a substitute as a back-up plan, having felt that because of her 'fascination' with "colors and textures and layering things." In January 2010 it was announced that Lively would be cast as Carol Ferris in the up-coming 2011 superhero film Green Lantern.
