According to the Highway 20 Ride Songfacts, the song's lyric is about the shared custody of a child. The narrator is a divorced father who still loves his son and ponders about the situation on his long fortnightly drive down Highway 20 to see him.
I ride east every other Friday but if I had it my way
Days would not be wasted on this drive
And I want so bad to hold you
Some of the things I haven't told you