Episode 1 : Ballrooms & Biscotti
Immediately upon returning from a whirlwind summer backpacking trip to Europe, Lorelai (series star LAUREN GRAHAM) and Rory (series star ALEXIS BLEDEL) Gilmore embark on a heavily scheduled week of mother/daughter activities, in bittersweet anticipation of Rory going away to Yale University as a freshman. But a number of situations conspire to make things harder than expected for them. After an exhausting day of handing out gifts to everyone--except, to Lorelai's dismay, coffee shop owner Luke Danes (series star SCOTT PATTERSON), for whom they couldn't find anything good enough--Rory is horrified to discover that she wrote down the wrong day for her departure. Instead of having a week and a half, they must do everything they had planned within three days. Meanwhile, Taylor Doose opens a soda shop near Luke's diner and, unbeknownst to Rory, hires eccentric resident Kirk to advertise her as the "Ice Cream Queen."
Episode 2 : The Lorelais' First Day At Yale
Mother and daughter share Rory's first day at Yale University by moving Rory into her dormitory, where she meets a strange new roommate, Tanna (recurring guest star OLIVIA HACK), and learns that her old adversary, Paris, will also be sharing her room. Although she is overwhelmed with excitement, Rory is also embarrassed to find that she isn't quite ready to let Lorelai go. Meanwhile, Luke continues to cope with the aftermath of a disastrous cruise with his soon-to-be-former wife.
Episode 3 : The Hobbit, the Sofa and Digger Stiles
Rory is shocked when Emily completely redecorates Rory's dormitory room without her permission. At her first Yale party, Rory finds herself trapped by twins who were instructed by Emily to find Rory and keep her safe. Meanwhile, Lorelai and Sookie take a job catering a kids' "Lord of the Rings"-themed birthday party to make money while their new inn is under construction. And Richard takes on a new business partner named Jason "Digger" Stiles (series star CHRIS EIGEMAN), who is the son of Richard's former associate.
Episode 4 : Chicken or Beef?
While visiting Stars Hollow for the weekend, Rory encounters her ex-boyfriend Dean (former series star JARED PADALECKI), who awkwardly invites her to his wedding the next day. During his bachelor party that night, Dean stumbles into Luke's diner and drunkenly confesses how much he misses Rory. Meanwhile, Taylor Doose (recurring guest star MICHAEL WINTERS), who controls the permit procedures for every building in town, irritates Lorelai and Sookie as they try to get construction started on their new Dragonfly Inn.
Episode 22 : Raincoats & Recipes
Lorelai suspects that Luke's intentions towards her have become serious, but she doesn't have time to dwell on the situation as she prepares for the opening of the Dragonfly Inn by inviting friends and family to a test run. Using the opportunity to force her parents to reconcile, Lorelai is shocked when it becomes obvious that the damage to their marriage is greater than she had thought. When Jason arrives at the Inn to convince Lorelai that their own breakup was a mistake, Luke tries to declare his true feelings for Lorelai. Meanwhile, after their last awkward encounter, Rory attempts to salvage her friendship with Dean (former series star JARED PADALECKI).