Best movies like Holiday Heartbreak

A unique, carefully handpicked, selection of the best movies like Holiday Heartbreak Starring Michael Colyar, LisaRaye McCoy, A.J. Johnson, Maryam Basir, and more. If you liked Holiday Heartbreak then you may also like: The Oranges, The Competition, Laugh, Clown, Laugh, The Gathering, Christmas Is Canceled and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

A hopeless romantic is cursed with relationship problems after her chauvinistic father mistreats the wrong woman.

selected filters: Sort: Default

You may filter the list of movies on this page for a more refined, personalized selection of movies.

Still not sure what to watch click the recommend buttun below to get a movie recommendation selected from all the movies on this list

Know any good movies to watch like Holiday Heartbreak 2020. With a similar plot or stoyline. Suggest it.

The Oranges

A man's affair with his friend's much-younger daughter throws two neighboring families into turmoil.

The Competition

A romantic comedy about a woman who thinks all people eventually cheat and a man who challenges her to a competition to prove that she's wrong.

Laugh, Clown, Laugh

A despairing clown suffering a broken heart and a self-indulgent count who uncontrollably laughs learn to help each other with their problems, but both fall in love with the same young woman.

The Gathering

When Adam Thornton learns that he only has a little time left, he decides that he wants to make peace with his family. Only problem is that most of his family are not exactly fond of him because he walked out on his wife and of his stubborn nature and he hasn't spoken to his youngest son after having an argument with him which he was in the wrong but only realize after his son left and has not been heard from since. But he goes to her to help him find him. But when his doctor says that it won't be good for him to travel, she suggests that they invite them all for Christmas. While most of them come, Adam's attempt at reconciliation won't be easy.

Christmas Is Canceled

A father begins dating his 29-year-old daughter Emma's high school frenemy soon after his wife passes away. His daughter embarks on a mission to break up the happy couple.

A Christmas Proposal

When work moves Jason across the world, the only way he can bring his love Carla, is if they are married by Christmas.

Romance at Reindeer Lodge

Molly and Jared have both sworn off holiday events. When they find themselves stuck at a Christmas-themed ranch, they have no choice but to allow their cynical hearts to melt.

Christmas Cupid's Arrow

Holly, a professor at a small college, has had a long history of finding the wrong guy. She’s accomplished quite a bit in her life, but after her younger sister announces she is pregnant, Holly decides she is going to make an effort to meet Mr. Right. Meanwhile, David, another professor, is a single father, very smart and kind, but not the type that Holly takes notice of when the two are assigned to plan the Christmas Formal. At the insistence of her best friend, Holly signs up for the dating website “Cupid’s Arrow,” where she meets Josh, an attorney just hired by the school. He’s everything she wants on the surface, but has little to say beyond his work and good looks. Josh and David were roommates in college, so Josh recruits David to write poetic messages in an attempt to win Holly over.

My Reputation

Tongues begin to wag when a lonely widow becomes romantically involved with a military man. Problems arise when the gossip is filtered down to her own children.

Much Ado About Christmas

Haley is a wealthy heiress known for her acts of kindness. Haley meets hopeless romantic Claud, and she keeps her wealthy family a secret. When Claud pitches an ad campaign to Haley's mom and Haley's secrets are revealed, things get...complicated.

Naughty & Nice

A cynical radio host is banished to Nebraska, where he has an on-air spat with a hopeless romantic. Soon, their antagonistic relationship sparks the interest of the whole town.

Karen Kingsbury's Maggie's Christmas Miracle

Maggie, a single mom has to balance between her career and her son, Jordan. Jordan finds a tutor named Casey to help him at school, and Casey becomes like a father figure. Will the three of them find happiness and love once again?

Christmas Festival of Ice

A young woman faces her future as a lawyer in a small New England town where the annual Christmas ice sculpting competition in which she and her father have always competed has been cancelled. Working to save the festival, she meets a reluctant sculptor who reignites her passion, in more ways than one.

Christmas Eve

Story of a well-to-do elderly woman, who befriends the homeless and volunteers her time with children, who learns she has an incurable illness and wants desperately to reunite her three grown grand children (who are scattered across the U.S. living their own lives), with their estranged father, her son. She hires a private detective to search for them so as to try to get everyone together on Christmas Eve.

A Christmas Movie Christmas

Eve is a Christmas movie fanatic and dreams of having a movie-perfect Christmas with a movie-perfect boyfriend. On Christmas Eve, when Eve and her cynical sister Lacy make wishes to Santa, they wake up in Christmas Town and find themselves trapped inside a Christmas movie where they are the stars. But when things start to go wrong, and Eve's knowledge of all things Christmas movie fails to fix things, Eve and Lacy try to find a way out of the picture-perfect Christmas and back to reality.

Christmas Class Reunion

High school classmates, who once dubbed themselves the “cursed class,” reconnect at Christmas for their 15-year reunion. Over the course of their time reconnecting, the classmates challenge each other to remember who they were, who they are, and who they want to be.

My Christmas Love

A hopeless romantic who can’t ever seem to give a guy a real chance begins receiving each of the "12 Days of Christmas” as gifts anonymously at her door. As she tries to figure out who is sending the gifts, she begins to believe that the mystery suitor could finally live up to her expectations.

Christmas in the Caribbean

A hopeless romantic is jilted at the altar. Not to let her Christmas in the Caribbean honeymoon go to waste, Rachel and her two bridesmaids jet off to the islands, where love blossoms and she has to make a life choice.

Candy Coated Christmas

Molly Gallant, a Los Angeles-based marketing-executive on top of the world, returns to her mother’s home town of Peppermint Hollow after her plans to launch a business are derailed by circumstance.

My Christmas Dream

A department store manager sets out to create an amazing holiday display window to impress the owner. She asks a recently-fired employee to help her make the display, and as they work together, they start to fall in love.

Hopeless Romantic

A man uses methods from romantic comedy movies to try and win back his ex-girlfriend.

A Firehouse Christmas

With Christmas approaching, life appears to be good for Tom, an ex-Olympic hockey star, and his girlfriend, Jenny, a firefighter -- at least until Mary, a former Olympic figure skater, Tom's soon-to-be ex-wife and the author of a book of tips on relationships, is convinced that appearing to be still happy with Tom will help sell her book. Tom's strong desire to spend the holidays with his and Mary's daughter provides a test of true love and, ultimately, reveals who the true heroes are.

A Very Vintage Christmas

Dodie is a hopeless romantic just like the pieces in her vintage antique shop. When Dodie finds a hidden box full of romantic trinkets, she makes it her mission to deliver it to its rightful owner. Following the address, she manages to persuade the handsome but reluctant new tenant, Edward, to help her with her search.

The Spruces and the Pines

A Romeo and Juliet romance takes place among two feuding New England Christmas Tree lot families. Against their families’ wills, Julie Pine and visiting-from-Texas, Rick Spruce, fall in love, but are forced to hide their Yuletide relationship.

Christmas by Chance

A wealthy and popular entrepreneur hires Chance Hazelton, owner of a struggling shop called Gifts by Chance, to help him organize a perfect proposal for his girlfriend.

Snowmance

No man is perfect enough for Sarah Groves, except perhaps the impressive snowmen she sculpts annually with her childhood pal, Nick. In mid-December, her snowman disappears, and in his place, materializes Cole, who seems too perfect for Sarah to be true.

Hopeless Romantic

Everyone has a different story to tell, especially when it comes to relationships. Lynda Boyd stars as Anna, a recently widowed cardiologist facing romantic challenges. While attending a wedding, Anna discovers she is not alone and bonds with six other women as they each share their unique stories of navigating the complex world of relationships. This anthology film weaves through the love lives of these women, charting their ups and downs in romance and rejection.

No Time Like Christmas

A woman and her first love plan a Christmas Eve show in hopes of saving the local theater.

Daddy's Perfect Little Girl

A 12-year-old girl becomes jealous when her adoptive father develops a budding relationship with a woman and her teenage son.

The Bridge Part 2

The second-half of the movie picks up in the present day, seven years later, with Ryan returning home from being on the road touring as a professional singer and Molly working at her father's corporation.

A Godwink Christmas: Second Chance, First Love

After 15 years, Pat moves home from Hawaii with his two sons and through a series of coincidences, or Godwinks, ends up stuck in traffic next to his high school sweetheart, Margie, at Christmas.

A Christmas Together With You

During the Christmas season, Megan and her father-figure Frank head out on a road trip to find his long-lost love. Along the way, Megan finds the love of her own life.

A Christmas Exchange

The holiday season has started and Molly Cooper is looking for joy. Finally living her childhood dream, Molly swaps her quaint farmhouse for London Financier Patrick Kingston’s posh apartment. Through the ups and downs of her new life in London and searching for romance, Molly begins to look forward to all communication with Patrick. Likewise, Patrick finds Molly’s warm emails and texts charming and compelling. Sparks fly between them as they get to know each other as they live in each other’s spaces.

Nostalgic Christmas

When Anne helps her father close the family's toy store, what she finds will help inspire an entire town that is need of some Christmas cheer.

Christmas with a Prince The Royal Baby

Things get complicated for the expecting Prince Alexander and Dr. Tasha when a Royal State Visit is planned abroad, passing through her hometown. The couple must struggle with defying tradition and delivering, literally, on expectations.

More related lists

Sort results by:

X close
Default
Clear filters
...