E01 · Pilot 44m
10/5/2000
When Rory is accepted to attend a prestigious prep school, Lorelai must swallow her pride and ask her wealthy parents for help paying the tuition.
E02 · The Lorelais' First Day at Chilton 43m
10/12/2000
Rory's first day at Chilton doesn't go smoothly: First, Lorelai's attire offends Emily and the headmaster; then Rory meets some obnoxious classmates.
E03 · Kill Me Now 43m
10/19/2000
When Rory and Richard bond during a day of golf at the club, Lorelai feels jealous of Rory's deepening connection with her grandparents.
E04 · The Deer Hunters 43m
10/26/2000
After Rory receives a bad grade on her English paper, Lorelai helps her cram for a big Shakespeare exam – but catastrophe strikes on test day.
E05 · Cinnamon's Wake 42m
11/2/2000
Lorelai admits she has feelings for someone. Meanwhile, Rory has a budding relationship of her own that is moving forward.
E06 · Rory's Birthday Parties 44m
11/9/2000
Rory clashes with Emily when Emily plans a formal birthday party for her. Meanwhile, Lorelai organizes a casual get-together to celebrate.
E07 · Kiss and Tell 44m
11/16/2000
Rory shares a romantic moment with Dean, but doesn't tell Lorelai. When Lorelai hears about it from Mrs. Kim, she invites Dean over for movie night.
E08 · Love and War and Snow 44m
12/14/2000
Snow strands Rory at her grandparents' home, while Lorelai spends the day with her beau. Meanwhile, Lane misses Rory and comes to visit.
E09 · Rory's Dance 44m
12/20/2000
Rory attends her first dance with Dean but they get home late, causing Emily and Lorelai to fight over Lorelai's mothering skills.
E10 · Forgiveness and Stuff 42m
12/21/2000
Misfortune strikes at the Gilmores' Christmas party. Dean assures Lorelai that nothing improper happened the night he and Rory fell asleep together.
E11 · Paris is Burning 44m
1/11/2001
After Paris causes a scandal by exposing the relationship between a parent and a teacher, she is confronted.
E12 · Double Date 42m
1/18/2001
Lorelai goes on a hellish double date with Sookie, Jackson and Jackson's odd cousin. Meanwhile, Rory double dates with Dean, Lane and Dean's friend.
E13 · Concert Interruptus 39m
2/15/2001
Trouble ensues when Rory takes her friends to a Bangles concert in New York. Lorelai learns something about Luke's romantic past.
E14 · That Damn Donna Reed 44m
2/22/2001
Rory and Dean argue about women's roles after watching "The Donna Reed Show." Emily makes Lorelai face her feelings.
E15 · Christopher Returns 43m
3/1/2001
Rory's father returns, causing tension in Emily and Richard's house – and forcing Lorelai to make a big decision about her family's future.
E16 · Star-Crossed Lovers and Other Strangers 44m
3/8/2001
Rory and Dean celebrate their three-month anniversary, but things don't go as planned. Luke's ex-girlfriend Rachel arrives in town.
E17 · The Breakup, Part 2 44m
3/15/2001
After recent events, Rory keeps busy, refusing to give in to self-pity. Meanwhile, Stars Hollow's residents rally around her, much to her dismay.
E18 · The Third Lorelai 44m
3/22/2001
When Lorelai's grandmother offers a trust fund for Rory's education, Emily fears losing contact with a financially independent Lorelai and Rory.
E19 · Emily in Wonderland 42m
4/26/2001
Emily is horrified when she sees the place where Lorelai and Rory first lived, so she sets out to create a perfect bedroom for Rory in her house.
E20 · P.S. I Lo... 43m
5/3/2001
Still upset over recent events, Rory becomes angry with Lorelai, who didn't tell her that she is dating again.
E21 · Love, Daisies and Troubadours 43m
5/10/2001
Rory finally tells Dean the truth about how she feels about him. Sensing something between Lorelai and Luke, Rachel makes a decision.