Movies Like People, Places, Things

If you liked People, Places, Things (2015), a romance and comedy movie directed by Jim Strouse, 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
Heartburn (1986)
★ 6/10Also comedy and drama
She's a magazine writer who gives up her career for love and family. He's a playboy newspaper columnist who can't quite give up his old tricks. And if that combination doesn't give a relationship heartburn, nothing will.
2
Petulia (1968)
★ 6/10Also drama and romance
Dr. Archie Bollen is having a midlife crisis. He's just divorced his wife and is establishing a new life for himself. One night, he catches the eye of Petulia Danner, a charming, free-spirited young woman. Petulia's…
3
Enemies, a Love Story (1989)
★ 6.2/10Also comedy and drama
A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.
4
In the Land of Women (2007)
★ 5.9/10Also romance and comedy
After a bad breakup with his girlfriend leaves him heartbroken, Carter Webb moves to Michigan to take care of his ailing grandmother. Once there, he gets mixed up in the lives of the mother and daughters who live…
5
Manhattan (1979)
★ 7.7/10Also comedy and drama
Manhattan explores how the life of a middle-aged television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.
6
Celebrity (1998)
★ 6/10Also drama and comedy
The career and personal life of writer Lee are at a standstill, so he divorces his bashful wife, Robin, and dives into a new job as an entertainment journalist. His assignments take him to the swankiest corners of…
7
Is This Thing On? (2025)
★ 6.6/10Also comedy and drama
As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to…
8
Desperados (2020)
★ 6/10Also comedy and romance
A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.
9
Cyrus (2010)
★ 5.9/10Also comedy and drama
With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before…
10
Skin Deep (1989)
★ 6.2/10Also romance and comedy
Hard-drinking novelist Zach Hutton spirals out of control after his wife and mistress both leave him. Alone and crippled by a bad case of writer's block, Zach slips in and out of casual relationships and one-night…
11
Blind (2017)
★ 6.1/10Also drama and romance
A novelist is blinded in a car crash that killed his wife and several years later rediscovers his passion for life and writing when he embarks on an affair with the neglected wife of an indicted businessman.
12
The Roses (2025)
★ 6.7/10Also comedy and drama
Life seems easy for picture-perfect couple Ivy and Theo: successful careers, a loving marriage, great kids. But beneath the façade of their supposed ideal life, a storm is brewing – as Theo's career nosedives while…
13
Sitting in Bars with Cake (2023)
★ 7/10Also romance and comedy
Extrovert Corinne convinces Jane, a shy, talented baker, to commit to a year of bringing cakes to bars, to help her meet people and build confidence. But when Corinne receives a life-altering diagnosis, the pair faces…
14
The Best You Can (2025)
★ 7/10Also comedy and romance
Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside…
15
Murphy's Romance (1985)
★ 6.2/10Also comedy and drama
Emma, a divorced single mother seeking to start her life over, moves to a small town in Arizona. She befriends Murphy, the older local pharmacist, but things turn complicated when her ex-husband shows up.
16
Rosaline (2022)
★ 7.1/10Also romance and drama
Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.
17
Stuck in Love (2013)
★ 7.4/10Also drama and comedy
An acclaimed writer, his ex-wife, and their teenaged children come to terms with the complexities of love in all its forms over the course of one tumultuous year.
18
The Incredible Jessica James (2017)
★ 6.1/10Also romance and comedy
Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.
19
Shadows in the Sun (2005)
★ 6.2/10Also drama and comedy
An aspiring young writer tracks a literary titan suffering from writers block to his refuge in rural Italy and learns about life and love from the irascible genius and his daughters.
20
Woman of the Year (1942)
★ 7/10Also comedy and romance
Rival reporters Sam Craig and Tess Harding fall in love and get married, only to find their relationship strained when Sam comes to resent Tess' hectic lifestyle.