Miss Patty celebrates forty years in show business on the same day that Luke mourns his father's death; Terrence's urging Paris to get on with her life prompts her to try speed dating, where she hooks up with Doyle; Marty finally clues Rory in that both he and Logan are interested in her; Lorelai's attempt to do something nice for Luke backfires; Rory enlists Richard in turning the practical joke table back on Logan; at Headmaster Charleston's request, Rory happily gives Anna, a Chilton student and prospective Eli, the Yale grand tour, but the immature Anna manages to get both herself and her host in trouble with her party-crazed ways.

Rory starts her internship; Due to low attendance and much to Luke's delight, Taylor decides to close down the museum and sell the house; Richard and Emily invite Logan to dinner, and Lorelai begs to attend; Lorelai meets with an inn investor, which could mean travel in her future.

Lorelai picks Rory up from the police station and takes her home. Rory explains that the boat theft was not Logan's idea and Lorelai should not blame him. Logan finds out that his father upset Rory and says he will have a talk with his father, but Rory begs him not to. Rory decides that she will not go back to Yale next year. Lorelai does not like this idea and goes to her parents for help. Rory moves in with Richard and Emily. Show ends with a proposal.

Chris and Lorelai tell Emily and Richard about their marriage. Lorelai becomes determined to make Christopher liked by the people in Stars Hollow. Anna tells Luke that she is moving across the country and taking April with her, in which Luke tells Anna he will fight for custody. Rory moves in with Paris, after moving out of Logan's apartment. She attends a party at Lucy's apartment; Marty reveals to Rory that he still has feelings for her. Luke's evident feelings for Lorelai are still apparent in his behavior.

Rory makes amends with Lucy while Christopher finds the letter Lorelai wrote for Luke's character reference. Rory witnesses a frightening sight while at Richard's Economics class. Sookie is acting weirdly so Lorelai makes Jackson confess: Sookie is pregnant again, even though Sookie told Jackson to get a vasectomy.

After getting into a science camp, April tells Luke that she cannot go on the boating trip with him over the summer. Zach is asked to go on tour with another band. A drunk Lorelai serenades Luke at Karaoke night. Logan gets a job in San Francisco, where he then goes to Lorelai's home to ask permission to propose to Rory and take her with him. Lorelai, shocked, gives no answer.