Winding Rain is about love and loss, and how haunting those memories can be. The first line of the first verse refers to different seasons in life: how you take on parts of them and absorb your favorite moments. The first line of the third verse plays with the idea of memory. Expanding on how those same seasons, like people, can leave your heart entirely. Same as love loss and memories, seasons of life are fleeting too and time is almost always difficult to navigate.