Fran Weston dies and Lorelei and Sookie try to buy the Dragonfly Inn; Rory and Jess try approaching each other but fail to talk; Dean tells Rory that he's engaged to Lindsay; Mrs. Kim agrees to let Lane go to the prom with Dave; Jess's father comes to Stars Hollow.

Jess heads out to Venice California only to learn that his father's community is just as quirky as Stars Hollow; the rift widens between Lorelai and Emily; Luke tells Lorelai that Jess took off for good; Lorelai waits for the right moment to break the news to Rory, who is stressing over finals and graduation.