
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.

As Sherry goes into labor, Lorelai recalls being pregnant with Rory and the events leading up to the day she was born.

Lorelai and her new boyfriend (Billy Burke) spend a weekend in New York; Jess refuses to explain his black eye when he shows up for dinner with Rory and her grandmother.

Rory runs into Dean and his new girlfriend at a hockey game; Lorelai finds fault with Jess' treatment of her daughter; Emily is shocked to find her mother-in-law (Marion Ross) kissing a man.

Rory waits for acceptance letters from colleges; Lorelai shares a passionate kiss with ex-fiance Max and wonders if ending the engagement was the right decision.