Movies Like Rich Men, Single Women
If you liked Rich Men, Single Women (1990), a comedy and romance movie directed by Elliot Silverstein, 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 Cast A Spell On Me (2015)
★ 6.8/10Also comedy and romanceDespite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party.
- 2

Prom Pact (2023)
★ 7.2/10Also comedy and romanceIt's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts…
- 3

Relationship Goals (2026)
★ 6.4/10Also romance and comedyWhen TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…
- 4

Boot Camp (2024)
★ 6.1/10Also romance and comedyUnathletic 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.
- 5

A Royal Date for Christmas (2023)
★ 5.8/10Also romance and comedyBella Sparks, owner of Bella’s Boutique, takes on a demanding new client named Stefan, who needs to be outfitted for a week of high-stakes meetings and events after his luggage goes missing. Imagine Bella’s reaction…
- 6

The Wrong Paris (2025)
★ 6.7/10Also romance and comedyDawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
- 7

My Favorite Wedding (2017)
★ 6.9/10Also comedy and romancePotential Northwestern fellow Tess Harper lasers through her best friend's wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem - provided it's not her own. When she…
- 8

Christmas on Windmill Way (2023)
★ 5.9/10Also romance and comedyMia Meijer gets ready for the Christmas Market Dutch Bake-Off and suspects that her grandmother, Ann, will walk away with the cherished Golden Rolling Pin thanks to her Kerststol, a traditional Dutch fruited Christmas…
- 9

Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedyA fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
- 10

Her Pen Pal (2021)
★ 6.8/10Also romance and comedyEvent planner Victoria can’t wait to attend –- and plan –- her best friend’s wedding in Paris. But when she finds out her ex is bringing a date, Victoria reconnects with her French childhood pen pal.
- 11

Never Kiss a Man in a Christmas Sweater (2020)
★ 6.5/10Also romance and comedySingle mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.
- 12

Perfect Match (2015)
★ 5.9/10Also comedy and romanceWhen an engaged couple can’t agree on anything, the mother of the groom hires a wedding planner and an event planner to help put together the wedding of their dreams. The two planners are as different as night and day…
- 13

Nearlyweds (2013)
★ 6.3/10Also romance and tv movieRevolves around three friends who have dream weddings only to find out that the pastor who married them failed to complete the key paperwork required to make them official.
- 14

A Christmas Miracle for Daisy (2021)
★ 5.9/10Also romance and comedyWhitney Alder owns interior design firm Marietta Designs, which she runs with her friend Andi in the small town of Marietta, Montana. Whitney is designing Santa’s float for the annual Marietta Christmas Parade when a…
- 15

The Seven Year Hitch (2012)
★ 6/10Also romance and comedyJennifer and Kevin are childhood best friends who have lived together, platonically, as adults for many years. When Jennifer decides to marry her cheating, manipulative boyfriend, Bryce Kevin has to stop the wedding to…
- 16

As Luck Would Have It (2021)
★ 6.5/10Also tv movie and comedyWhen Lindsey travels to Ireland to acquire land that is perfect for a resort, she decides to enter the town's matchmaking festival to prove her investment—and win over a handsome local.
- 17

Players (2024)
★ 6.1/10Also romance and comedyNew York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing…
- 18

My Boyfriends' Dogs (2014)
★ 6.1/10Also comedy and romanceThe owners of a small diner are surprised one rainy evening when, just after close, a young woman wearing a wedding dress with three dogs in tow begs to come into their restaurant. What follows is the young woman's…
- 19

A Merry Christmas Wish (2022)
★ 5.9/10Also tv movie and comedyJanie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event…
- 20

It Was Always You (2021)
★ 7.3/10Also romance and tv movieElizabeth's engagement plans are thrown into disarray when her fiancée's free-spirited brother David returns home. David's unexpected influence prompts Elizabeth to question her life decisions.