Movies Like The Longest Goodbye

If you liked The Longest Goodbye (2026), a romance and drama movie directed by Conner Simpson, 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
The Clock (1945)
★ 7.1/10Also romance and drama
A G.I. en route to Europe falls in love during a whirlwind two-day leave in New York City.
2
Peter Ibbetson (1935)
★ 7/10Also drama and romance
When his mother dies, young Peter Ibbetson leaves Paris and his best friend, Mary, behind to live with a severe uncle in England. Years later, Peter is an architect with little time for women, until he begins a project…
3
The Secret: Dare to Dream (2020)
★ 7.4/10Also drama and romance
A widow with three children hires a handyman to fix her house during a major storm. When not doing home repairs, he shares his philosophy of believing in the power of the universe to deliver what we want.
4
The Sleeping Dictionary (2003)
★ 6.6/10Also drama and romance
In the 1930s, British officer John Truscott journeys to a remote village in colonial Malaysia to educate and Westernize the local Iban population. There, he's introduced to the lovely Selima. In keeping with tradition…
5
The Lost Husband (2020)
★ 6.7/10Also drama and romance
Trying to put her life back together after the death of her husband, Libby and her children move to her estranged Aunt's goat farm in central Texas.
6
Departure (2016)
★ 6.3/10Also drama and romance
An English mother and her teenage son spend a week preparing the sale of their remote holiday house in the South of France. Fifteen-year-old Elliot struggles with his dawning sexuality and an increasing alienation from…
7
I Can't Think Straight (2008)
★ 7.5/10Also drama and romance
Tala, a London-based Palestinian, is preparing for her elaborate Middle Eastern wedding when she meets Leyla, a young British Indian woman who is dating her best friend. Spirited Christian Tala and shy Muslim Leyla…
8
The Magic of Ordinary Days (2005)
★ 7.5/10Also drama and romance
Pregnant out of wedlock, an educated young woman is pressured by her father into an arranged marriage with a lonely farmer in this drama set during WWII.
9
An Autumn Romance (2021)
★ 7/10Also romance and drama
When librarian Taylor Harris suddenly loses her job, she decides to visit her brother in a small town in Montana. There, she gets involved in the fight to help save her brother's hotel from tycoon Joel Sheenan, who…
10
A Big Bold Beautiful Journey (2025)
★ 6.1/10Also romance and drama
Sarah and David are single strangers who meet at a mutual friend’s wedding and soon, through a surprising twist of fate, find themselves on a funny, fantastical, sweeping adventure together where they get to re-live…
11
Kitty Foyle (1940)
★ 6.6/10Also drama and romance
A hard-working, white-collar girl falls in love with a young socialite, but meets with his family's disapproval.
12
Lovely, Still (2009)
★ 6.6/10Also drama and romance
A holiday fable that tells the story of an elderly man discovering love for the first time.
13
All My Life (2020)
★ 7.7/10Also romance and drama
It was a chance meeting started by one of Sol’s friends trying to chat up Jennifer. However, in the end, it was those two who hit it off. Sol enjoyed Jen’s smile, her effort, and how silly she could be. Jen enjoyed…
14
Nobody Has to Know (2022)
★ 6.7/10Also drama and romance
After a stroke and no memories from his past, Phil encounters Millie who inhabits a desert part of Isle of Lewis. She will shortly entrust him with his deepest secret : they were in love.
15
Restless (2011)
★ 6.5/10Also drama and romance
Two outsiders, both shaped by the circumstances that have brought them together, forge a deep and lasting love.
16
Hungry Hearts (2015)
★ 6.5/10Also drama
The relationship of a couple who meet by chance in New York City is put to the test when they encounter a life or death circumstance.
17
High Strung (2016)
★ 7/10Also romance and drama
When a hip hop violinist busking in the New York subway encounters a classical dancer on scholarship at the Manhattan Conservatory of the Arts, sparks fly. With the help of a hip hop dance crew they must find a common…
18
Step Up All In (2014)
★ 6.8/10Also romance and drama
All-stars from previous installments convene in glittering Las Vegas, battling for a victory that could define their dreams and their careers.
19
The Cutting Edge: Going for the Gold (2006)
★ 6.5/10Also romance and drama
Two ice skaters develop a love-hate relationship while dreaming of Olympic glory.
20
Skater Girl (2021)
★ 7.2/10Also drama
Prerna, a teenager growing up in rural India, comes of age when she’s introduced to the sport of skateboarding. As a result, she has to fight the odds to follow her dreams and compete in the national championship.