Best movies like Holiday Engagement

A unique, carefully handpicked, selection of the best movies like Holiday Engagement Starring Bonnie Somerville, Shelley Long, Jordan Bridges, Sam McMurray, and more. If you liked Holiday Engagement then you may also like: A Very Merry Mix-Up, The Wedding Date, A Nanny for Christmas, Kiss The Bride, Love the Coopers 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.

Thirty-something Hillary Burns has spent her life trying to get the approval of her parents, most specifically her judgmental mother, Meredith Burns, thus far without success. Part of that approval for Hillary is to marry the right man. That's why Hillary is so happy that she is engaged to successful lawyer Jason King, who she will bring home to meet the family for the first time at their Thanksgiving get-together weekend in a week's time. However, Hillary's life starts to fall apart when simultaneously she loses her part-time newspaper writing job when the newspaper itself folds, and Jason dumps her as he tries to focus on his career which is seemingly more important to him than Hillary. On the advice of her best friend Sophie, Hillary - who feels she can't go home without Jason, especially as her two sisters' lives seem to meet their mother's approval - decides...

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A Very Merry Mix-Up

Shop owner Alice Chapman is nervous to meet her future in-laws at Christmas, especially because she is arriving ahead of her new fiance Will Mitchum. Alice's trip becomes more stressful when her luggage is lost and her phone is damaged, leaving her no way to find Will's family!

The Wedding Date

With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.

A Nanny for Christmas

Ally (Emmanuelle Vaugier) is a smart young career woman who needs a new job. Samantha (Cynthia Gibb) is a busy Beverly Hills advertising executive/mom whose too-well-mannered kids need some fun in their lives. And Danny Donner (Dean Cain) is the tough-guy owner of a chocolate company who wants a major ad campaign immediately. Could it all somehow lead to the Christmas that changes everyone's lives forever? Richard Ruccolo, Sierra McCormick, Jared Gilmore and Sarah Thompson co-star in this surprising comedy about little white lies, big holiday wishes, and a woman who may just find love in the most unexpected places by becoming A NANNY FOR CHRISTMAS.

Kiss The Bride

Sibling drama overshadows the impending nuptials of Danni Sposato and her longtime boyfriend, Geoff Brancato. Television actress Niki brings her manager-boyfriend, Marty, to meet the family for the first time, while spiky youngest sister Toni shows off her bandmate and lover, Amy, and driven Wall Street banker Chrissy flashes the status symbols of her financial success.

Love the Coopers

When four generations of the Cooper clan come together for their annual Christmas Eve celebration, a series of unexpected visitors and unlikely events turn the night upside down, leading them all toward a surprising rediscovery of family bonds and the spirit of the holiday.

Picture Perfect

A young advertising executive's life becomes increasingly complicated when, in order to impress her boss, she pretends to be engaged to a man she has just met.

Our Family Wedding

The weeks leading up to a young couple's wedding is comic and stressful, especially as their respective fathers try to lay to rest their feud.

Last Vermont Christmas

When widowed mom Megan returns home for Christmas, she and her two sisters Audrey and Bethany are surprised to learn their parents are selling their childhood home, making this their last Christmas together in Vermont. Megan is even more surprised to discover that the buyer is her high school sweetheart, Nash, who plans to use the house as an investment property.

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.

Will You Merry Me?

During Christmas and Hanukkah, Rebecca and Hank must go through the anxiety-filled process of meeting the in-laws while immersed in their future family holiday traditions.

Lovestruck: The Musical

Harper was one of the best dancers to hit Broadway, but an injury caused her to leave the spotlight, become a choreographer, and raise her daughter Mirabella. When Mirabella decides to quit the show to get married, her mother is determined to put a stop to the wedding and show Mirabella that she cannot give up her career for love.

Autumn Dreams

With plans to leave their small town, teenage loves Annie and Ben elope. Their big city plans are halted, though, when Annie's parents have the marriage annulled. Ben moves to New York, while Annie stays in Iowa to help her family. Fifteen years later, both engaged to their respective fiancés, the two discover that their annulment was never finalized. They reunite to make their divorce legal, but begin to reminisce about what could have been. When romantic feelings resurface, Annie and Ben must decide if their past love could be the love of their future.

My Fake Fiance

Jennifer and Vince, virtual strangers, find themselves strapped for cash and decide to stage a fake engagement and wedding just for the gifts

Borrowed Hearts

Single mom Kathleen Russell (Roma Downey) and her daughter Zoey pretend to be Kathleen's boss's "family" so he can close a major business deal with the mysterious Mexican financier Javier Del Campo.

Spotlight on Christmas

Dumped two weeks before Christmas, actress Olivia O’Hara secretly returns to her tiny hometown to hide out, eat cookies and avoid the press. What she doesn’t expect is to be faced with the family she left behind, meeting a charming new guy Casey Rawlins, and a noisy reporter following her every move.

Christmas Wishes & Mistletoe Kisses

Single mom Abbey takes a leap of faith to pursue her passion for interior design. When she gets hired to decorate the estate of local businessman Nick, Abbey must complete the job by Christmas Eve. With the holidays fast approaching, Abbey must figure out how to break down the wall between her and Nick, as this could be the opportunity that jump-starts her career.

For Better or For Worse

Wendy is finally settling in to single life after the death of her husband. She runs a successful wedding planning company with the help of her friend Roseanne. Wendy's business and values are challenged when Marco, a charming but irritating divorce attorney, opens shop right next door!

Undercover Christmas

Jake Cunningham is an uptight,workaholic FBI agent from a wealthy family. Jake is assigned to protect Brandi O'Neill, cocktail waitress, after she turns in her billionaire boyfriend for tax fraud.Jake is called home unexpectedly during the holidays,and must take Brandi with him.They pose as couple to his family, who are for the most part unhappy with their son's new "girlfriend"

Married by Christmas

Due to an antiquated clause in her grandmother’s will, an ambitious young executive may lose her place at the family company unless she can get married by Christmas.

A Bride for Christmas

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 he is marriage material, and can find a fiancé in the four weeks leading up to Christmas. When Jessie and Aiden begin to fall for each other, Jessie must decide if she is ready for serious love, and Aiden must decide if his bet is worth risking his relationship with Jessie.

Lucky 7

Instead of really living her life since losing her mother at age 7, Seattle lawyer Amy Myer sticks to a foolproof 'timeline' her mother drew as a guideline to help plot the course of her life. The timeline, which proves to be accurate in all other respects, predicts that Amy should marry her seventh boyfriend. However, Amy must question her instincts when she feels that her sixth boyfriend is the one she should marry, not the predicted seventh. Now she must decide whether to follow her mother's advice, or follow her own heart.

One Small Hitch

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 boisterous families, and a series of events causes them to pretend to be a couple and start planning a phony wedding. When the playacting begins to foster real feelings, the two must make some serious decisions: Split up and return to their lives in LA, or make a life as a couple back in Chicago?

No Sleep 'Til Christmas

Lizzie, a high-end event planner, lies awake nightly while her devoted fiancé Josh rests peacefully. When a sleep-deprived incident causes her to run into Billy, a low-key bartender who is just as sleepless and frustrated as she is, they discover that they can only fall asleep while next to each other.

A December Bride

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 his offer to be her date as she’s out of options. Seth gets carried away at the reception and announces they’re engaged, forcing a mortified Layla to keep up the pretense.

Christmas On My Mind

When Lucy wakes up with a wedding dress in hand, she believes that she is late to her wedding with her ex-boyfriend Zac. However, she has no recollection of the past 2 years, including the fact that she is engaged to another man.

A Boyfriend for Christmas

Holly Grant has learned a long time ago not to rely on Santa Claus leaving Mr. Right in her Christmas stocking. But Holly is in for a surprise when a handsome man arrives on her doorstep with a twinkle in his eye and Yuletide tree in tow.

The Christmas Calendar

When Emily, a struggling baker in a small town, receives a handmade Christmas Calendar from a secret admirer, the local residents become obsessed with finding out the identity of the sender.

A Christmas for the Books

Lifestyle guru and romance expert, Joanna Moret, has developed a fool-proof strategy for ending holiday loneliness and it's all detailed in her best-selling book, The Love Audit. After appearing on a morning show, she is offered the biggest opportunity of her career—to throw the MacAllen Holiday Gala—and if all goes well she'll get her own TV show. Little do her fans, or the MacAllen's, know that she is newly single and can't seem to apply her principles to her own love life. Joanna asks the morning show producer, Ted to pretend they are a couple or risk being exposed as a fraud.

His and Her Christmas

Tom Lane is the star columnist for the media conglomerate owned San Francisco Sun newspaper. The company is thinking about increasing Tom's exposure by producing a new television show around him. Liz Madison is the advice columnist for the little read community newspaper, the Marin County Voice, which is a throwback to gentler times. Besides their journalistic occupations, one other similar aspect between Tom and Liz is that they are both currently single, with their friends and family doing whatever they can to find that special someone for their personal life. On November 2, the staff at the Voice learn that the Sun ownership has bought their newspaper, with the probable goal of folding it into the operations of the Sun. If this move does happen, the staff at the Voice will lose their jobs. To fight back, Liz decides to change her column to an editorial espousing the meaning of Christmas and the newspaper to the community...

The Christmas Contract

It’s Jolie’s first time going back home to Louisiana since her devastating break-up with Foster Burke. Seeing him is inevitable as their parents run the town’s annual Christmas Market together, but when she discovers Foster is bringing home a new girlfriend, Jolie cannot bear the thought of going home alone and seeing them together. Her best friend Naomi suggests that Jolie bring her flaky brother, Jack, home for Christmas as he has no plans this year. Jolie, a professional web designer, is hesitant; so, Naomi, a lawyer, creates a Christmas contract to give them both something they want—a buffer for those awkward moments around Jolie’s ex and a website to help sell Jack’s upcoming novel. Unbeknownst to them, the Christmas contract proves to be so much more than what they signed up for.

Christmas Belle

With her California hometown in the rearview mirror, Belle heads north on business to catalog the sale of a large mansion. While the job is a dream, the client, Hunter Lowell, is not. But, as the two spend more time together, his icy demeanor begins to melt. Although their relationship is budding, Belle’s long-time suitor, Tony, arrives, sending mixed signals to Hunter while adding chaos to the holiday season.

Coming Home for Christmas

Lizzie Richfield is at a crossroads when she lands a job as house manager for the exquisite Ashford Estate in the Virginia countryside. While planning one final Christmas Eve gala for the Marley family, Lizzie finds herself drawn to Robert—even as Kip pursues her.

The Christmas Chalet

A recently divorced mother books a chalet in a beautiful Christmas village in Vermont to try and rekindle Christmas magic for her teenaged daughter who feels like her family is ruined forever. When they arrive, they find that the house has been double booked and now they must share their family holiday with a grumpy writer who hates Christmas. Together, they’ll learn that a little Christmas magic heals even the most broken heart.

Hitched for the Holidays

A couple of single adults agree to pose as each others significant other throughout the holidays to keep their meddling families from harassing them, only to find that their feelings for each other are real.

Christmas Made to Order

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 family together, but neither expected it to bring them closer to each other. After a great opportunity presents itself to Gretchen, she and Steven must decide what’s really important in life.

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