Luke answers Lorelai's question and as news of Luke's reply leaks to the denizens of Stars Hollow, the untraditional proposal stirs up more talk than the answer itself. Richard and his lawyer go to bat for Rory in court for her yacht incident, but the judge is tougher than expected.

Feeling a little lonely, Lorelai adopts a dog. Luke agrees to repair Lorelai's house, rather than buy the Twykham house. Rory starts her community service assignment. Feeling neglected and unhappy with how things are going, Rory visits Luke at his diner. He lets it slip that he and Lorelai are engaged, leaving Rory feeling even more alone.

While Rory plays spy for her grandmother at her new job, Lorelai can't decide on a date for the wedding.

After months of separation, Sookie tries to reconcile Rory and Lorelai by asking them to be the godmothers of her two children. However, they both end up fighting when Lorelai realizes that Rory didn't see fit to share her new cell phone number with her.

Rory organizes a fabulous D.A.R. party for Emily but the evening doesn't turn out so well when Richard confronts Mitchum Huntzberger, Logan's father, about his opinion on Rory's journalistic talents. Emily and Richard find out Lorelai was right about Logan's parents.

After trying to figure out what Rory's future plans are by talking to Logan, Richard finally admits that he made a mistake by letting Rory drop out of Yale and comes to Lorelai to find a solution.

Both Rory and Lorelai are saddened by the fact that their estrangement is keeping them apart on Rory's 21st birthday. Emily takes it upon herself to plan a party for her granddaughter when Rory shows no interest in the event. Lorelai tries to convince Luke to participate in her mad scientist Halloween skit.

Rory is pleasantly surprised when her old flame appears at her grandparents' house and reveals an amazing development in his life, making her reconsider the choices she's made. Meanwhile, Luke agrees to sponsor a local girls' soccer team.

Luke becomes jealous when Lorelai receives a phone call from Christopher. After Rory moves into Lane's apartment, re-enrolls in Yale, and scores herself a job, Rory and Lorelai take the first steps towards reconciliation.

After a long absence, Christopher reappears in Lorelai and Rory's lives. Lorelai and Rory enjoy their first Thanskgiving at the Dragonfly Inn, and Rory receives surprising news about Logan. On the eve of an important gig for the band, Lane has to deal with Zach's jealousy over a song Brian wrote about her. Luke struggles with his life's new development.

While Luke tries to catch up with his daughter, Lorelai finally decides to settle for a wedding date, choosing not to let her doubts have the best of her.

Lorelai discovers Luke's secret and is distraught by his reaction. Logan tries to get Rory back.

While Luke deals with the reality of having April in his life, Lorelai tries to pretend she doesn't mind the repercussions the new situation is having on their engagement. Rory's concern over Paris' lack of management skills at the Yale Daily News finally reaches a crisis point. The subsequent Friday night dinner erupts into an emotional confrontation where all four Gilmores finally get their issues out on the table.

Emily tells Lorelai that she'd like to get to know her future son-in-law better and asks her to invite Luke over for dinner. The Yale Daily News staff finally fires Paris and chooses Rory to be the new editor.

As Valentine's Day approaches, Rory and Logan invite Lorelai and Luke to spend a weekend with them at Logan's family's house on Martha's Vineyard. Lorelai is upset at Luke's attitude towards Logan until an unexpected event bring the two men closer. When Lorelai finally confesses to Luke that she is worried the wedding will never take place, he reassures her that they will get married soon.

Lorelai offers to help Christopher out by babysitting his 4-year-old daughter, G.G, and is horrified by the toddler's terrible behavior. The next day, Rory and Logan attend the wedding of Logan's sister, Honor. While helping the bride and her three bridesmaids get ready, Rory is devastated to learn how Logan spent his time during their recent breakup.

Although Lorelai refuses to admit that she is upset, Rory can tell that she is bothered by the news that Luke will be gone for a few days on a field trip with his daughter, April. Meanwhile, when Zack finally works up the courage to ask Mrs. Kim for permission to marry Lane, he is surprised at the deal she makes with him.

Although Rory and Logan are back together, Logan is miserable knowing that Rory hasn't really forgiven him, and he takes off with his friends for another stunt with the Life and Death Brigade. Rory accepts Jess's invitation to attend an open house at his new book store/art gallery/publishing house in Philadelphia. While there, she is surprised to run into Luke, who is accompanying his daughter April on an academic field trip.

Lane and Zack's wedding is coming up. Rory suggests that Chris go as Lorelai's date and Chris is totally psyched to do it. Grandma Kim is a Buddhist and doesn't know that Mrs. Kim is a 7th Day Adventist. At Lane's wedding, Lorelai collapses and Christopher is there to take care of her.

Luke decides to give April a birthday party at the diner. Lorelai volunteers to help, and is hurt when Luke explains that he still thinks it's too soon for April and Lorelai to meet. Meanwhile, Rory rushes to be with Logan at the hospital after he is seriously injured during a stunt with the Life and Death Brigade.

Logan comes home from the hospital and is cared for by an overprotective Rory. Emily has LASIK eye surgery, so Lorelai has to serve as her chauffeur. Rory is upset by a statement Logan's dad made about her in an interview in the Wall Street Journal.

Stars Hollow needs a new town troubadour and there are many hopeful people trying out, much to Taylor's dislike. Lorelai finally confronts Luke about their long engagement and Rory and Logan spend their last night together before he must go to London.