Movies Like Diplomatic Henry

If you liked Diplomatic Henry (1915), a movie directed by Sidney Drew, 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
You Can't Take It with You (1938)
★ 7.5/10
Alice, the only relatively normal member of the eccentric Sycamore family, falls in love with Tony Kirby, but his wealthy banker father and snobbish mother strongly disapprove of the match. When the Kirbys are invited…
2
The Notebook (2004)
★ 7.9/10
An epic love story centered around an older man who reads aloud to a woman with Alzheimer's. From a faded notebook, the old man's words bring to life the story about a couple who is separated by World War II, and is…
3
Hope Gap (2019)
★ 6.6/10
Grace lives an idyllic life in a British seaside town, but her world soon comes crashing down when her husband of 29 years tells her he's leaving her for another woman. Through stages of shock, disbelief and anger…
4
Mr. Deeds (2002)
★ 5.9/10
When Longfellow Deeds, a small-town pizzeria owner and poet, inherits $40 billion from his deceased uncle, he quickly begins rolling in a different kind of dough. Moving to the big city, Deeds finds himself besieged by…
5
Immortal Beloved (1994)
★ 7.1/10
A chronicle of the life of infamous classical composer Ludwig van Beethoven and his painful struggle with hearing loss. Following Beethoven's death in 1827, his assistant, Schindler, searches for an elusive woman…
6
Away from Her (2007)
★ 7/10
Fiona and Grant have been married for nearly 50 years. They have to face the fact that Fiona’s absent-mindedness is a symptom of Alzheimer’s disease. She must go to a specialized nursing home, where she slowly forgets…
7
Keeping Up with the Joneses (2016)
★ 6.1/10
An ordinary suburban couple finds it’s not easy keeping up with the Joneses – their impossibly gorgeous and ultra-sophisticated new neighbors – especially when they discover that Mr. and Mrs. “Jones” are covert…
8
Elsa & Fred (2014)
★ 6/10
After his daughter persuades him to move into a new apartment, aged widower Fred strikes up a friendship with his eccentric 74-year-old neighbour Elsa, who convinces him it's never too late to keep enjoying life…
9
Bob & Carol & Ted & Alice (1969)
★ 6.3/10
After returning to Los Angeles from a group therapy session, documentary filmmaker Bob Sanders and his wife, Carol, find themselves becoming vigilante couples counselors, offering unsolicited advice to their best…
10
Train Dreams (2025)
★ 7.3/10
A logger leads a life of quiet grace as he experiences love and loss during an era of monumental change in early 20th-century America.
11
The Book of Love (2017)
★ 6.4/10
After tragedy strikes Henry and Penny, he befriends a tenacious young girl and discovers she is constructing a raft to sail across the Atlantic to find her lost father. Together, along with some unlikely friends, they…
12
Stanley & Iris (1990)
★ 6.5/10
An illiterate cook at a company cafeteria tries for the attention of a newly widowed woman. As they get to know one another, she discovers his inability to read. When he is fired, she takes on trying to teach him to…
13
Love Story (1970)
★ 6.8/10
Harvard Law student Oliver Barrett IV and music student Jennifer Cavilleri share a chemistry they cannot deny - and a love they cannot ignore. Despite their opposite backgrounds, the young couple put their hearts on…
14
David Copperfield (1935)
★ 6.7/10
A young man journeys from a difficult childhood to maturity, exploring social injustice, personal development, and the complexities of human relationships.
15
Becoming Jane (2007)
★ 7.3/10
Though young Jane Austen's financially strapped parents expect her to marry the nephew of wealthy Lady Gresham, Jane herself knows that such a union will destroy her creativity and sense of self-worth. Instead, she…
16
Jane Eyre (1996)
★ 6.9/10
After a bleak childhood, Jane Eyre goes out into the world to become a governess. As she lives happily in her new position at Thornfield Hall, she meets the dark, cold, and abrupt master of the house, Edward Rochester…
17
Little Men (2016)
★ 6.4/10
Jake is a quiet, sensitive middle schooler with dreams of being an artist. He meets the affably brash Tony at his grandfather's funeral, and the unlikely pair soon hit it off. The budding friendship is put at risk…
18
You Hurt My Feelings (2023)
★ 6.3/10
A novelist's longstanding marriage is suddenly upended when she overhears her husband giving his honest reaction to her latest book.
19
Solo Mio (2026)
★ 7.5/10
After Matt's dreams of a picturesque Italian wedding are shattered when his fiancée leaves him at the altar, he embarks on his planned honeymoon across Italy alone, immersing himself in the country's vibrant culture…
20
The Other Boleyn Girl (2008)
★ 6.7/10
A sumptuous and sensual tale of intrigue, romance and betrayal set against the backdrop of a defining moment in European history: two beautiful sisters, Anne and Mary Boleyn, driven by their family's blind ambition…