"Sad Season" by Gavin Haley is a song about a relationship that has come to an end. The lyrics describe the feeling of driving aimlessly and crashing into metaphorical walls, while asking for more from the other person. However, every question seems to be met with a forest of lies, causing the narrator to realize it's time to move on and find their own healing. The song addresses the idea of trying to be someone you're not, as the other person in the relationship has been acting differently than who they truly are. The frustration of being unable to connect despite different lifestyles and values is present in the lyrics. The reference to expensive brands such as Chanel and Saint Laurent suggests that material possessions may have played a role in the relationship dynamic. Overall, "Sad Season" captures the emotions of a failed relationship and the desire to move on and find oneself. The catchy melody and relatable lyrics make it a relatable song for anyone who has experienced heartbreak.