Movies Like Downhill Willie

If you liked Downhill Willie (1996), a comedy and romance movie directed by David Mitchell, 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
Better Off Dead... (1985)
★ 6.6/10Also comedy and romance
High school student Lane Meyer sinks into suicidal depression when his girlfriend dumps him for jock Roy Stalin, the high school ski racing champion. Meanwhile, he has to deal with his eccentric family, a tenacious…
2
What's Love Got to Do with It? (2023)
★ 6.1/10Also romance and comedy
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
3
The Right Kind of Wrong (2013)
★ 5.9/10Also romance and comedy
A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
4
Yoh! Bestie (2026)
★ 6.2/10Also romance and comedy
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
5
¿Quieres ser mi hijo? (2023)
★ 8.4/10Also comedy and romance
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
6
Love Is in the Air (2023)
★ 6.2/10Also romance and comedy
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
7
Playing It Cool (2014)
★ 5.9/10Also comedy and romance
A young man meets and instantly falls in love with an engaged woman.
8
Hot Frosty (2024)
★ 5.9/10Also romance and comedy
When a young widow's magic scarf brings a dashing snowman to life, can he help her rediscover romance, laughter and holiday cheer before he melts away?
9
Puppy Love (2023)
★ 7/10Also comedy and romance
After a disastrous first date, wild-child Nicole and socially-anxious Max vow to lose each other’s numbers until they learn that their dogs found a love match, and now puppies are on the way! The hilariously mismatched…
10
Picture This (2025)
★ 6/10Also romance and comedy
Single and without a man on the horizon, Pia runs a failing photography studio in London with her best friend Jay. As her sister Sonal prepares for marriage and her mother Laxmi urges her to partner up, a spiritual…
11
Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedy
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
12
Falling for Christmas (2022)
★ 6.2/10Also romance and comedy
An engaged, spoiled hotel heiress finds herself in the care of a handsome, blue-collar lodge owner and his precocious daughter after getting amnesia in a skiing accident.
13
A Hollywood Christmas (2022)
★ 6.1/10Also comedy and romance
Jessica, a young, up-and-coming filmmaker in Hollywood has made a name for herself directing Christmas movies. But when handsome network executive Christopher shows up threatening to halt production on her latest…
14
Little Italy (2018)
★ 6.6/10Also comedy and romance
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
15
Long Weekend (2021)
★ 6.8/10Also romance and comedy
Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chance for a fresh start.
16
Christmas with You (2022)
★ 5.8/10Also romance and comedy
Feeling career burnout, pop star Angelina escapes to grant a young fan's wish in small-town New York, where she not only finds the inspiration to revitalize her career but also a shot at true love.
17
Boot Camp (2024)
★ 6.1/10Also romance and comedy
Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.
18
Good Advice (2001)
★ 5.9/10Also comedy and romance
An investment banker loses everything and must discover what's really important in life.
19
My Secret Santa (2025)
★ 6.2/10Also comedy and romance
A single mom needs a job. A ski resort needs a Santa. Disguised as a St. Nick lookalike, can Taylor fool a charming hotel heir into ho-ho-hiring her?
20
Speechless (1994)
★ 6/10Also romance and comedy
In the midst of election season in New Mexico, political speechwriters Julia Mann and Kevin Vallick begin a romance, unaware they are working for candidates on opposite sides.