Movies Like Holiday Engagement

If you liked Holiday Engagement (2011), a comedy and romance movie directed by Jim Fall, 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
One Small Hitch (2013)
★ 6.6/10Also romance and comedy
On a flight home to Chicago for a family wedding, childhood friends Josh and Molly innocently agree to fake a wedding engagement to make Josh's dying father happy. Things quickly get out of hand with their two…
2
A Bride for Christmas (2012)
★ 6.3/10Also romance and comedy
Bride-to-be Jessie Patterson calls off her third engagement - during the ceremony! She swears off serious relationships, until she meets and is pursued by Aiden MacTiernan. Aiden, on the other hand, has bet his friends…
3
A Merry Little Ex-Mas (2025)
★ 6/10Also romance and comedy
Recently separated, Kate hopes to celebrate one last perfect family Christmas with her soon-to-be ex-husband Everett and their kids before their divorce is final and the house is sold. But her holiday plans are…
4
My Favorite Wedding (2017)
★ 6.9/10Also comedy and romance
Potential 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…
5
'Twas the Text Before Christmas (2023)
★ 6.5/10Also romance and comedy
Addie is a New York City chiropractor mistakenly receives a text from “Nana.” The accidental text turns into a loving friendship between the matronly Nana and Addie who now communicate regularly. Nana invites Addie to…
6
A December Bride (2016)
★ 7.2/10Also romance and tv movie
Aspiring interior designer Layla is dreading the Christmastime wedding of her cousin who’s marrying Layla’s ex-fiancé. Although Seth is the one responsible for introducing the bride and groom, she begrudgingly accepts…
7
Holiday in Handcuffs (2007)
★ 6.3/10Also comedy and romance
A ne’er-do-well thirty-something attempts to appease her family by kidnapping herself an attractive boyfriend for the family Christmas. Despite unlikely odds and dysfunctional family moments, the two fall in love and…
8
Perfect Match (2015)
★ 5.9/10Also comedy and romance
When 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…
9
A Christmas Prince: The Royal Wedding (2018)
★ 6.4/10Also romance and comedy
A year after Amber helped Richard secure the crown. The two are set to tie the knot in a royal Christmas wedding — but their plans are jeopardized when Amber finds herself second-guessing whether or not she's cut out…
10
A Christmas Melody (2015)
★ 6/10Also comedy and romance
Kristin has just had to close her small Manhattan clothing boutique to return to her Ohio home town and live in her parents' former home. It's an adjustment for Kristin and her young daughter— especially when she runs…
11
A Merry Christmas Wish (2022)
★ 5.9/10Also tv movie and comedy
Janie, 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…
12
A Cookie Cutter Christmas (2014)
★ 6.1/10Also tv movie and comedy
Two longtime rivals and elementary school teachers duke it out during the holidays in a Christmas cookie bake-off, but their real feud ignites over a shared interest in a handsome single dad. With both determined to…
13
The Mistletoe Promise (2016)
★ 6.3/10Also tv movie and romance
A chance meeting between two strangers who share a disdain for Christmas results in The Mistletoe Promise, a pact to help them navigate their holiday complications - together. But as they spend more time with each…
14
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…
15
Christmas Made to Order (2018)
★ 6.1/10Also tv movie and romance
When architect and Christmas amateur Steven finds himself hosting his family for Christmas, he recruits holiday coordinator Gretchen to bring holiday joy to his home. Gretchen’s expert Christmas spirit brings Steven’s…
16
Merry Christmas, Drake & Josh (2008)
★ 7.3/10Also comedy and tv movie
Step brothers Drake and Josh must give a foster family the best Christmas ever or face years in jail for a Christmas party gone wrong.
17
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.
18
Bride Wars (2009)
★ 6.2/10Also comedy and romance
Two best friends become rivals when their respective weddings are accidentally booked for the same day.
19
Catering Christmas (2022)
★ 6.3/10Also tv movie and comedy
A fledgling caterer, Molly Frost, is hired by Jean Harrison, the perfectionistic director of the renowned Harrison Foundation, to cater this year’s annual Christmas Gala dinner. Things get complicated when Molly falls…
20
Winter Castle (2019)
★ 6.8/10Also tv movie and romance
When Jenny attends her sister’s winter wedding at an ice hotel, her heart melts over the best man, the problem is he unexpectedly brings a “plus one,” seemingly dashing her hopes for a wintery romance.