Movies like The Holdovers

Good Will Hunting features the story of a janitor at MIT who has a natural gift for mathematics and the psychologist who helps him navigate his past and future. The teacher-student dynamic and the exploration of potential echo the sentiments found in The Holdovers.

Dead Poets Society is a classic film that explores the lives of students at an elite conservative boarding school and their inspirational English teacher. The film delves deep into themes of individuality and self-expression, resonating with fans of The Holdovers who appreciate stories about impactful teaching.

Stand and Deliver is a true story-based film about a math teacher who motivates his underachieving students to surpass the expectations that society has set for them. It shares the uplifting message of empowerment and education with The Holdovers.

Freedom Writers centers around a young teacher who inspires her class of at-risk students to learn tolerance, apply themselves, and pursue education beyond high school. Its themes of mentorship and overcoming obstacles align well with the essence of The Holdovers.

The Great Debaters is inspired by the true story of a debate team from a small African American college in the 1930s. The film celebrates intellectual pursuit and the power of words, offering a stirring narrative that fans of The Holdovers would admire.

Mr. Holland’s Opus is a drama about a music teacher who aspires to compose one definitive work of music during his teaching career. Similar to The Holdovers, this film celebrates the profound influence that a passionate teacher can have on generations of students.

Set in an all-boys preparatory school, The Emperor's Club focuses on the relationship between a dedicated teacher and his students. Like The Holdovers, this film examines the impact of mentorship and education on young minds through poignant storytelling.