Yes, the band were actually playing on the roof in the end credits.
The film title was inspired by one of the film's screenwriters, who was going through her high-school diary and found a list she had made of things she hated about her then-boyfriend.
Touchstone / Buena Vista Pictures
Heath Ledger was Julia Stiles' first on-screen kiss.
Touchstone / Buena Vista Pictures
Alison Janney improvised the "Kat. Meow" line, also known as one of the best moments in the film.
Touchstone / Buena Vista Pictures
Julia Stiles' tears when she reads out her poem were real and not planned.
Touchstone / Buena Vista Pictures