As we head into December 2025, both Brenda Lee and Bobby Helms are in the Top 5 on Billboard’s Holiday 100 — for 1958’s “Rockin’ Around the Christmas Tree” and 1957’s “Jingle Bell Rock,” respectively.

There's a Christmas song for all tastes – jolly to melancholy – so corralling them into one list is not only futile, but impossible. Still, we try.

Led Zeppelin’s Stairway to Heaven arrived on their 1971 album and grew into their biggest classic even though it was never ...