This study delves into the profound interplay between Robert Frost's personal experiences and his poetic evolution, highlighting the impact of familial struggles, educational milestones, and international exposure on his literary voice. Employing a biographical approach, the research chronicles Frost's life events, drawing from primary sources such as autobiographical notes and letters, along with secondary sources like critical analyses. Findings reveal the thematic resonance of family dynamics, educational trajectory, and international influences in Frost's poetry. The discussion explores specific poems, such as "The Road Not Taken" and "Out, Out-," unveiling how Frost skillfully weaves nature, personal crossroads, and philosophical reflections into his work. The conclusion emphasizes Frost's monumental legacy in American literature, emphasizing the enduring power of an artist whose life narrative is intricately woven into the fabric of cultural heritage.