Season 1, Episode 1 – Aired: 10/5/2000
Pilot
After Rory is accepted to the prestigious Chilton Preparatory School, Lorelai is forced to go to her wealthy parents for financial assistance. Her parents happily loan their daughter the money in exchange for an end to the estrangement and a family dinner every Friday night. Unfortunately, things hit a snag when a cute new transfer student flirts with Rory, leading the younger Gilmore to wonder whether leaving Stars Hollow High is really what she wants.
Season 1, Episode 2 – Aired: 10/12/2000
The Lorelai's First Day at Chilton
Lorelai oversleeps on Rory's first day at Chilton, and discovers that all her good clothes are at the cleaners. She throws on a tiny tie-dyed top, Daisy Mae shorts, and cowboy boots to the dismay of Rory, the Chilton headmaster, and Emily, who has shown up for Rory's first day. Lorelai and Emily leave after some awkward moments in the headmaster's office, bickering the entire way out. Rory's day goes downhill from there. She's handed a three inch binder containing one week's worth of notes from one class and meets some insufferable classmates who are determined to make her life at Chilton miserable.
Episode Overview