| # | Name | Release date | Timing |
|---|---|---|---|
| 1 | Pilot 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. |
2000-10-05 | 44 min. |
| 2 | The Lorelais' First Day at Chilton 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. |
2000-10-12 | 43 min. |
| 3 | Kill Me Now When Rory and Richard bond during a day of golf at the club, Lorelai feels jealous of Rory's deepening connection with her grandparents. |
2000-10-19 | 43 min. |
| 4 | The Deer Hunters 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. |
2000-10-26 | 43 min. |
| 5 | Cinnamon's Wake Lorelai admits she has feelings for someone. Meanwhile, Rory has a budding relationship of her own that is moving forward. |
2000-11-02 | 42 min. |
| 6 | Rory's Birthday Parties Rory clashes with Emily when Emily plans a formal birthday party for her. Meanwhile, Lorelai organizes a casual get-together to celebrate. |
2000-11-09 | 44 min. |
| 7 | Kiss and Tell 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. |
2000-11-16 | 44 min. |
| 8 | Love and War and Snow Snow strands Rory at her grandparents' home, while Lorelai spends the day with her beau. Meanwhile, Lane misses Rory and comes to visit. |
2000-12-14 | 44 min. |
| 9 | Rory's Dance Rory attends her first dance with Dean but they get home late, causing Emily and Lorelai to fight over Lorelai's mothering skills. |
2000-12-20 | 44 min. |
| 10 | Forgiveness and Stuff Misfortune strikes at the Gilmores' Christmas party. Dean assures Lorelai that nothing improper happened the night he and Rory fell asleep together. |
2000-12-21 | 42 min. |
| 11 | Paris is Burning After Paris causes a scandal by exposing the relationship between a parent and a teacher, she is confronted. |
2001-01-11 | 44 min. |
| 12 | Double Date 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. |
2001-01-18 | 42 min. |
| 13 | Concert Interruptus Trouble ensues when Rory takes her friends to a Bangles concert in New York. Lorelai learns something about Luke's romantic past. |
2001-02-15 | 39 min. |
| 14 | That Damn Donna Reed Rory and Dean argue about women's roles after watching "The Donna Reed Show." Emily makes Lorelai face her feelings. |
2001-02-22 | 44 min. |
| 15 | Christopher Returns 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. |
2001-03-01 | 43 min. |
| 16 | Star-Crossed Lovers and Other Strangers Rory and Dean celebrate their three-month anniversary, but things don't go as planned. Luke's ex-girlfriend Rachel arrives in town. |
2001-03-08 | 44 min. |
| 17 | The Breakup, Part 2 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. |
2001-03-15 | 44 min. |
| 18 | The Third Lorelai When Lorelai's grandmother offers a trust fund for Rory's education, Emily fears losing contact with a financially independent Lorelai and Rory. |
2001-03-22 | 44 min. |
| 19 | Emily in Wonderland 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. |
2001-04-26 | 42 min. |
| 20 | P.S. I Lo... Still upset over recent events, Rory becomes angry with Lorelai, who didn't tell her that she is dating again. |
2001-05-03 | 43 min. |
| 21 | Love, Daisies and Troubadours Rory finally tells Dean the truth about how she feels about him. Sensing something between Lorelai and Luke, Rachel makes a decision. |
2001-05-10 | 43 min. |
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