LORELAI: Rory, stop it! We are not gonna have this fight in a flowery bedroom with dentists singing Gypsys, Tramps & Thieves in the background.
Gypsys, Tramps & Thieves [sic] is a 1971 song written by Bob Stone, and performed by pop singer Cher, from her self-titled seventh album. It went to #1 in the US and Canada, becoming Cher’s first #1 single as a solo artist. It gave her a comeback after four years out of the Top Ten, and was her best-selling single to that point. So successful was the song that the album was renamed Gypsys, Tramps & Thieves [sic] after the song, and re-released.
The song is about a multi-generational family in a “travelling show” – the “gypsies, tramps and thieves” of the title, which are the insults hurled at them by the public. Like Highway to Hell, this is another song about life on the road, in line with the episode’s main event of a road trip.
The Annotated Gilmore Girls 