The name Waylen, pronounced as WAY-lin (/ˈweɪlɪn/), is a strong and distinctive choice for a baby boy. It is a variation of the more commonly known Waylon, which has roots in Old English and means "land by the road." The name gained popularity in the United States during the mid-20th century, with its usage peaking in recent years. Notably, it has seen a steady rise in popularity since 2000, reaching its highest rank of 674 in 2023 with 402 occurrences. This upward trend suggests that Waylen is becoming an increasingly favored option among new parents. The name carries connotations of resilience and independence, often associated with country music legend Waylon Jennings, who brought it into the cultural spotlight. With its unique sound and historical significance, Waylen stands out as a timeless yet modern choice for any baby boy.