- “Yes, he pulled back and I'm going crazy”
- —Rory to Paris about Logan
CAROLE KING GUEST STARS/JARED PADALECKI RETURNS AS DEAN – When Stars Hollow's oldest resident dies and leaves his house to the town, Luke (Scott Patterson) has an ulterior motive for volunteering to help turn the house into a temporary museum. Dean (Jared Padalecki) is also working on the project, and offers Luke some unwelcome advice about the dangers of dating a Gilmore girl.
To get publicity for the Dragonfly Inn, Lorelai (Lauren Graham) does an interview with a travel magazine, but immediately regrets the unkind comments she makes about being raised by Emily (Kelly Bishop, who does not appear in the episode). Meanwhile, Lane (Keiko Agena) suspects that Zack (Todd Lowe) is having a fling with music store owner Sophie (guest star Carole King), while Rory (Alexis Bledel) and Paris (Liza Weil) are both devastated by trouble with their respective flings.
Old man Twickham dies, declaring through his will that the house be made into a museum for two months, then disposed of by the Head of the Historical Society, aka Taylor. Much to everyone's surprise, Luke volunteers to help with the museum to remain close to the house; Lorelai is interviewed by a magazine due to her success with the inn; Lane suspects Zack of cheating on her with Sophie; Rory and Paris sulk over their recent pitfalls with love, resulting with the both of them in Stars Hollow, getting tipsy with Lane on Miss Patty's punch, and all three of them trying to contact their beaus; Dean informs Luke that their situations are the same, and that Lorelai will eventually get bored and move on; Lane discovers Zack secretly practicing in a Bluegrass band.
- “Lane – I've had it! I'm getting to bottom of this!
Paris – Spank his bottom”
- —Drunken insight
- “Lorelai – You think I'd walk into my daughter's room and get naked?
Kirk – I don't know what your domestic routine is”
- —Every day he's Kirkeling
- “Rory was a kid, Dean. She grew up, she moved on – accept it”
- This marks the last appearance of Jared Padalecki on the series until Season 8.
- Luke wants to buy the Twickham house for him and Lorelai.
- Kirk is still without a home and is being put up in rotation by the town, decided upon at the town meetings.