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(2000–2007)

Episode List

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2001

11 Jan. 2001
Paris Is Burning
As the relationship with Rory's teacher Max grows more serious, Lorelai panics and decides to end it, but her attempt to break up with him during Parent-Teacher night at Chilton causes even more trouble at school for Rory.
 
18 Jan. 2001
Double Date
Two double dates. Rory and Dean set up Lane with Dean's friend and the four go out. Meanwhile Sookie and Jackson's first date includes Lorelai and Jackson's cousin, who's very very weird. Lorelai does not enjoy the evening.
 
15 Feb. 2001
Concert Interruptus
Lorelai gives Rory, Paris, Madeline and Louise tickets to a Bangles concert, but the evening doesn't go quite as planned.
 
22 Feb. 2001
That Damn Donna Reed
Rory and Dean fight, because Dean likes the idea of a 50s type house wife. Rory ends up pretending to be such that type of woman for an evening.
 
1 Mar. 2001
Christopher Returns
Christopher visits the Hollow for the first time and Rory shows him off and shows him the town. Dinner with the parents ends up with both Rory's grand parents fighting. After talking up his business venture, Lorelai gets Christopher to admit he's failing and has him proposing before leaving town.
 
8 Mar. 2001
Star-Crossed Lovers and Other Strangers
It's Rory and Dean's 3-months anniversary, and he plans a special surprise, but it doesn't quite go as he planned. Luke's old girlfriend, Rachel, turns up.
 
15 Mar. 2001
The Breakup: Part 2
Rebounding from a fight with Dean, Rory ends up kissing Tristin at a party, while Lorelai follows her own impulse to show up at Max's house for a night of passion.
 
22 Mar. 2001
The Third Lorelai
Lorelai's paternal grandmother arrives from England and stresses Emily out in a big way.
 
26 Apr. 2001
Emily in Wonderland
Rory takes her grandmother around Stars Hollow for a day. She's horrified to see where Lorelai and Rory first lived.
 
3 May 2001
P.S. I Lo...
Lorelai and Max start dating again. After a fight with Lorelai, Rory spends the night at her grandparent's house. Lorelai confronts Dean about the break-up.
 
10 May 2001
Love, Daisies and Troubadours
In one of the highest rated shows, Lorelai is becoming seriously involved with Max just as she finds herself getting in the middle of another relationship when Luke's girlfriend Rachel accuses him of being in love with Lorelai. Meanwhile, Rory has her own romance drama and tries to work up the courage to win Dean back.
 
9 Oct. 2001
Sadie, Sadie
Lorelai accepts Max's proposal, but when Emily hears about the upcoming wedding from Sookie, she is hurt and angry that Lorelai didn't bother to tell her. Meanwhile, Rory brings Dean to dinner at her grandparents' house and Richard's obvious disapproval of Dean leads to the first fight between Rory and her grandfather.
 
9 Oct. 2001
Hammers and Veils
Lorelai avoids telling her parents about her engagement to Max, while Rory urges her to spill. But due to a call from Sookie asking them to come to a surprise wedding shower for the happy couple, they already know, and are appalled that Lorelai didn't tell them and so they give her the cold shoulder. Meanwhile, Rory and Dean are having trouble in paradise due to the fact that Rory suddenly becomes obsessed with finding enough extracurricular activities that will set her apart from the hundreds of other Harvard applicants.
 
16 Oct. 2001
Red Light on the Wedding Night
During a wild bachelorette party thrown by Sookie, Lorelai makes an impulsive phone call to Rory's dad Christopher and sadly realizes that Max is not the man for her.
 
23 Oct. 2001
The Road Trip to Harvard
The Gilmore Girls' road trip takes them to a most unusual bed and breakfast and more importantly to tour Harvard and Rory's possible future. Meanwhile Lorelai decides to move forward with her dream of opening an inn.
 
30 Oct. 2001
Nick & Nora/Sid & Nancy
Lorelai's well-intentioned advice falls on deaf ears when Luke reluctantly takes in his wild 17-year-old nephew Jess, while Rory finds herself attracted to the town's newest resident.
 
6 Nov. 2001
Presenting Lorelai Gilmore
Rory surprises everyone by agreeing to Emily's request that she make her debut at a Debutante Ball, and when Lorelai asks Rory's dad Christopher to present his daughter to society, she finds herself attracted to the new, more responsible man he has become.
 
13 Nov. 2001
Like Mother, Like Daughter
Chilton's headmaster Charleston thinks Rory isn't properly socializing and when Lorelai disagrees he tells her Rory may be taking after her mom. Rory's attempt to reach out gets her involved with a sorority while Lorelai becomes a booster.
 
20 Nov. 2001
The Ins and Outs of Inns
Lorelai and Sookie have the first fight of their long friendship when, upon hearing that the Independence Inn may be sold, Lorelai panics and decides that their shared dream of opening an inn together is doomed to failure.
 
27 Nov. 2001
Run Away, Little Boy
When Rory and Tristan are cast as Romeo and Juliet in a school play, a jealous Dean insists on attending every rehearsal, forcing Rory to beg Tristan not to tell Dean about the time they shared a kiss, while Lorelai has to put up with Luke's teasing after she dates a much younger guy.
 
11 Dec. 2001
The Bracebridge Dinner
While Rory struggles to keep the budding rivalry between Dean and Jess under control, Lorelai invites most of the citizens of Stars Hollow to an elaborate feast complete with Elizabethan costumes and horse-drawn sleigh rides, during which Richard announces to Emily that he has retired.
 

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