Willie Nelson also made our list of top traditional Christmas songs in country music with this song from 1979. He’d written it 16 years earlier for the late Roy Orbison, and Chesney brought it to a new audience on his 2003 album. The younger singer’s heavy timbre is a surprisingly pleasant compliment to Nelson’s emotional quiver. Both men seem to feel every word of this song, making it an easy choice for our list of the 10 Best Christmas Duets.