Movies Like The Happiest Millionaire

If you liked The Happiest Millionaire (1967), a comedy and drama movie directed by Norman Tokar, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Welcome Home Roscoe Jenkins (2008)
★ 6/10Also comedy and drama
When a celebrated TV show host returns to his hometown in the South, his family is there to remind him that going home is no vacation!
2
A Simple Twist of Fate (1994)
★ 6.2/10Also family and comedy
When Michael McCann is thrown over by the woman he loves, he becomes something of a misanthrope and a miser, spending all of his spare money on collectible gold coins. Living in the same town is an affluent family with…
3
Thunderstruck (2012)
★ 6.2/10Also comedy and family
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
4
Six Pack (1982)
★ 6.4/10Also drama and comedy
Stopping briefly in a small Texas town, an itinerant race car driver finds that his stock car, on a trailer behind his motor home, has just been quickly and expertly stripped. He chases down the miscreants, who turn…
5
SubUrbia (1997)
★ 6.2/10Also comedy and drama
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
6
Fatherhood (2021)
★ 7.5/10Also drama and comedy
A widowed new dad copes with doubts, fears, heartache and dirty diapers as he sets out to raise his daughter on his own. Inspired by a true story.
7
Shorts (2009)
★ 5.9/10Also family and comedy
A young boy's discovery of a colorful, wish-granting rock causes chaos in the suburban town of Black Falls when jealous kids and scheming adults alike set out to get their hands on it.
8
My Own Love Song (2010)
★ 6.2/10Also comedy and drama
A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.
9
Chloe and Theo (2015)
★ 5.9/10Also comedy and drama
A young woman, Chloe, living by her wits on the streets of New York City, has a chance meeting with a wise Inuit Eskimo, Theo, who was sent to New York by his elders to provide a message to the people of the world – We…
10
A Dog Year (2009)
★ 6.1/10Also comedy and drama
Jon Katz is close to burnout. He's a writer with writer's block; his wife has left for her sister's because he's emotionally distant; he rarely answers his phone. A kennel sends him a border collie that's undisciplined…
11
Simon Birch (1998)
★ 6.9/10Also comedy and drama
Simon Birch and Joe Wenteworth are boys who have a reputation for being oddballs. Joe never knew his father, and his mother, Rebecca, is keeping her lips sealed no matter how much he protests. Simon, meanwhile, is an…
12
Hooking Up (2020)
★ 6.3/10Also comedy and drama
Bailey and Darla embark upon a misguided and mutually deceitful form of therapy, one in which they must drive across the country, re-enacting Darla's colorful history as a sex addict. As their true motivations for the…
13
Don't Think Twice (2016)
★ 6.4/10Also comedy and drama
An improv group deals with several crises, including the loss of their lease and one member hitting the big time.
14
Burn Your Maps (2016)
★ 6.9/10Also comedy and drama
A family in emotional turmoil is taken by surprise in this quirky adventure where an eccentric 8-year-old American boy, Wes, has an existential epiphany - He believes that he is in fact a Mongolian goat herder.
15
Drake & Josh Go Hollywood (2006)
★ 7.1/10Also family and comedy
When Drake and Josh accidentally send their little sister Megan on a plane to L.A., they soon find themselves in the middle of a dangerous situation.
16
Bookworm (2024)
★ 6.4/10Also family and comedy
Eleven-year-old Mildred’s life is turned upside down when her mother lands in hospital and estranged, American magician father, Strawn Wise, comes to look after her. Hoping to entertain the bookish tween, Strawn takes…
17
Moxie (2021)
★ 7.2/10Also comedy and drama
Inspired by her mom's rebellious past and a confident new friend, a shy 16-year-old publishes an anonymous zine calling out sexism at her school.
18
Things Change (1988)
★ 6.2/10Also comedy and drama
Jerry, a misfit Mafia henchman, is assigned the low-level job of keeping an eye on Gino, a shoe repairman fingered by the Mob to confess to a murder he didn't commit. But Gino's mistaken for a Mafia boss, and the two…
19
Charlotte's Web 2: Wilbur's Great Adventure (2003)
★ 6/10Also drama and family
Wilbur the pig knows how important friendship is - he learned that from a spider named Charlotte. So when Wilbur meets Cardigan, a lonely lamb, Wilbur immediately makes him his friend.
20
The 3 Worlds of Gulliver (1960)
★ 6.6/10Also music and comedy
Doctor Gulliver is poor, so nothing - not even his charming fiancée Elisabeth - keeps him in the town he lives. He signs on to a ship to India, but in a storm he's washed off the ship and ends up on an island, which is…