
Set in a storybook Connecticut town populated by an eclectic mix of dreamers, artists and everyday folk, this multigenerational drama about family and friendship centers around Lorelai Gilmore and her daughter, Rory. Lorelai owns the town's bed-and-breakfast, the Dragonfly Inn, with best friend/chef Sookie, and contends with weekly dinners with eccentric, well-off parents Richard and Emily Gilmore (who always have something to say about their daughter's life). After high school, Rory attends Yale University but frequently returns to Stars Hollow to visit her mom.

Rory is shocked to discover that Emily has redecorated her dorm room without permission; Richard announces that he is taking on a new business partner (Chris Eigeman).

Dean awkwardly invites Rory to his wedding the next day; Dean confesses to Luke how much he misses Rory; Lorelai and Sookie have trouble obtaining a permit to begin construction on the inn.

Rory goes on her first date since breaking up with Jess; Lorelai invites Luke over to watch a movie; Lorelai is dismayed to learn that the designer she hired for the inn used to work for Emily.

Emily hires Lorelai and Sookie to cater a business affair, then makes them jump through hoops; sparks fly between Lorelai and Richard's new partner (Chris Eigeman); Rory hunts for a suitable place to study.