Movies Like The Happiest Time

If you liked The Happiest Time (2026), a drama movie directed by Milo Stein, here are 19 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
All Day and a Night (2020)
★ 6.3/10Also drama
While serving life in prison, a young man looks back at the people, the circumstances and the system that set him on the path toward his crime.
2
Lorelei (2020)
★ 6/10Also drama
A man is released from prison after 15 years. He reunites with his high school girlfriend, now a single mother of three. What follows is a lyrical take on love, regret and second chances.
3
Home (2021)
★ 6.7/10Also drama
An ex-felon returns home from prison and must confront the demons of his past.
4
Strange Weather (2016)
★ 5.9/10Also drama
Years after her son's suicide, a woman longs to confront both the past and a friend of his who took his business idea.
5
Tigertail (2020)
★ 6.7/10Also drama
A man reflects on the lost love of his youth and his long-ago journey from Taiwan to America as he begins to reconnect with his estranged daughter.
6
Eleanor the Great (2025)
★ 6.8/10Also drama
94-year-old Eleanor Morgenstein tries to rebuild her life after the death of her best friend. As a result, she moves back to New York City after living in Florida for decades.
7
TalhotBlond (2012)
★ 6.3/10Also drama
Thomas Montgomery, a married father of two young daughters, gets seduced by the world of online gambling and chat rooms where a virtual romance and sexual obsession ultimately leads to the murder of an innocent man.
8
Home Run (2013)
★ 6.2/10Also drama
A pro ball player with a substance abuse problem is forced into rehab in his hometown, finding new hope when he gets honest about his checkered past, and takes on coaching duties for a misfit Little League team
9
The Young One (1960)
★ 7/10Also drama
A jazz musician seeks refuge from a lynch mob on a remote island, where he meets a hostile game warden and the young object of his attentions.
10
Hands of Stone (2016)
★ 6.6/10Also drama
The legendary Roberto Duran and his equally legendary trainer Ray Arcel change each other's lives.
11
Hardball (2001)
★ 6.5/10Also drama
An aimless young man who is scalping tickets, gambling and drinking, agrees to coach a Little League team from the Cabrini Green housing project in Chicago as a condition of getting a loan from a friend.
12
180 (2026)
★ 5.9/10Also drama
When an unexpected road rage incident puts his son in critical condition, an enraged father spirals down a dark path of emotional turmoil and vengeance.
13
Cardboard Boxer (2016)
★ 6.5/10Also drama
Gentle and broken, a homeless man fights others on video for money but soon finds comfort in an unlikely friend and the lost diary of a young girl.
14
Embattled (2020)
★ 6.7/10Also drama
The eldest son of a ruthlessly tough MMA champion must fight his way out of the abusive cycle his father has continued.
15
O.G. (2018)
★ 5.9/10Also drama
Louis Menkins is five weeks away from being released after 26 years in prison. He is faced with the decision to put his own release at risk in order to protect a young man named Beecher from growing gang controversies.
16
Bobby Jones: Stroke of Genius (2004)
★ 5.9/10Also drama
The story of golf icon and legend, Bobby Jones, who retired from competition at the tender age of 28.
17
The Girl in the Book (2015)
★ 5.8/10Also drama
The story of a young writer's transformation when her past invades her present.
18
Daddy Longlegs (2010)
★ 6.6/10Also drama
After months of living a solitary existence, Lenny, 34, picks up his kids from school. Every year he spends a couple of weeks with his sons Sage, 9, and Frey, 7. Lenny hosts his kids within a midtown studio apartment…
19
Blood Ties (2013)
★ 6.1/10Also drama
Two brothers, on either side of the law, face off over organized crime in Brooklyn during the 1970s.