He said, "Friend it's good to see you, it's nice to know you care"
Then the wind picked up, he was gone, was he ever really there?
Midnight in Montgomery, he's always singing there
And off somewhere a midnight train is slowly passing by
'Cause when the wind is right, you'll hear his songs, smell whiskey in the air
I stopped for just a minute to see a friend outside of town
Put my collar up, I found his name and felt the wind die down
See the stars light up the purple sky, feel that lonesome chill
Then a drunk man in a cowboy hat took me by surprise
'Cause it's midnight in Montgomery, just hear that whippoorwill
Midnight in Montgomery, he's always singing there
Well I climbed back on that eagle, took one last look around
'Cause when the wind is right, you'll hear his songs, smell whiskey in the air
See the stars light up the purple sky, feel that lonesome chill
'Cause it's midnight in Montgomery, just hear that whippoorwill
I could hear that whistle moaning, I'm so lonesome I could cry
Wearing shiny boots, a Nudi suit and haunting haunted eyes
Through red tail lights a shadow moved slow across the ground