"Taillight This Town" is a song recorded by Canadian country music artist Owen Riegling. He wrote the song with Kyle Sturrock and Jimi Bell, while Oscar Charles produced the track. It is the lead single off Riegling's upcoming second album In the Feeling.
"Taillight This Town" marked Riegling's first new song in nearly a year. He described the song as being "about new beginnings, about leaving behind what's familiar to chase something new, while still carrying the pieces of where you come from". The song also marked Riegling's first release after signing a U.S. record deal with Big Loud.
Heather Taylor-Singh of Billboard Canada called the track "uplifting", opining that it "[captures] the energy of fresh starts and coming of age", noting the use of "warm electric guitar and crashing drums".
The official visualizer for "Taillight This Town" premiered on YouTube on October 22, 2025.
Credits adapted from Apple Music.