Longtime best friends Bebe and DeeDee are both wrestling with love. Bebe has met someone new and is in the exuberant phase of a budding romance. DeeDee is trying to move on from someone she can’t forget – mostly in destructive ways. As Bebe waits for the perpetually late DeeDee at their favorite coffee shop, she meets Clementine, a distraught young woman with love problems of her own. With Clementine in tow, Bebe and DeeDee soon embark on the kind of outrageous misadventure that only New York City can offer.

Fired from his band and hard up for cash, guitarist and vocalist Dewey Finn finagles his way into a job as a fifth-grade substitute teacher at a private school, where he secretly begins teaching his straight-A students the finer points of rock 'n' roll and the power of sticking it to the man. But as the school’s stern principal closes in and the Battle of the Bands looms, Dewey risks everything to prove that rock 'n' roll can change lives.

Dedicated environmental lawyer Lucy Kelson goes to work for billionaire George Wade as part of a deal to preserve a community center. Indecisive and weak-willed George grows dependent on Lucy's guidance on everything from legal matters to clothing. Exasperated, Lucy gives notice and picks Harvard graduate June Carter as her replacement. As Lucy's time at the firm nears an end, she grows jealous of June and has second thoughts about leaving George.

Actress Reese Holden has been offered a small fortune by a book editor if she can secure for publication the love letters that her father, a reclusive novelist, wrote to her mother, who has since passed away. Returning to Michigan, Reese finds that an ex-grad student and a would-be musician have moved in with her father, who cares more about his new friends than he does about his own health and well-being.

An estranged family gathers together in New York for an event celebrating the artistic work of their father.