The song When It's Sleepy Time Down South by Billie Holiday is a nostalgic tribute to the Southern United States, particularly to the state of Virginia. In the lyrics, the singer expresses her homesickness and fatigue while living in a big city, and she longs for the hospitable and easygoing lifestyle of the South. The imagery in the song paints a picture of a peaceful and serene Southern atmosphere, with a pale moon shining over fields, soft winds blowing through pinewood trees, and people crooning soft songs. The lyrics also mention steamboats on the river and banjos ringing, evoking the sounds of Southern music and culture. Overall, the song is a sentimental reflection on the singer's roots and connection to the South. She finds comfort and solace in memories of her childhood and her mother's embrace. The title of the song, When It's Sleepy Time Down South, suggests a peaceful and restful time when people can relax and enjoy the simple pleasures of life.
