Popsugar Entertainment Gilmore Girls Music From Gilmore Girls These Songs From Gilmore Girls Will Make Your Heart Feel So Full November 24, 2016 by Ann-Marie Alcántara View On One Page Photo 3 of 16 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 3 "I Don't Know How to Say Goodbye to You" by Sam Philips When it made you smile: Season one, episode two Why it made you smile: Lorelai is dressed like she's going to rodeo but Rory still loves that she's taking her to her first day at Chilton. Previous Next Start Slideshow Gilmore GirlsMusicTV