Best movies like How Not to Propose

A unique, carefully handpicked, selection of the best movies like How Not to Propose Starring Kayla Ewell, Beau Billingslea, Ryan Merriman, Adam Korson, and more. If you liked How Not to Propose then you may also like: We'll Never Have Paris, Nobody's Perfect, Angus, Thongs and Perfect Snogging, Through My Window, Mr. Malcolm's List 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.

Travis plans the perfect romantic getaway to propose to longtime love Lena. As the carefully orchestrated weekend comically fails to go as planned, Travis may not get the answer he’s looking for.

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We'll Never Have Paris

Quinn, a neurotic man, is diagnosed with a harmless eye condition and soon after his life spirals out of control. He second-guesses his plans to propose to his longtime girlfriend, Devon, after his beautiful coworker, Kelsey, confesses that she has a crush on him. After a conversation with his best friend, Jameson, he clumsily tries to explain his doubts to Devon, but his possible proposal turns into a break-up. When Devon flees to Paris, he follows her in a last-ditch effort to win back "the one."

Nobody's Perfect

Steve is a college freshman who plays tennis for the school. But he falls desperately in love with Shelly, also a tennis player. It's all downhill from there. Steve can't eat, he can't sleep, his grades drop, and he gets kicked off the tennis team. What can he do? Well, his resourceful friend suggest turning Steve into a woman in order to get him close to Shelly who doesn't know he is alive.

Angus, Thongs and Perfect Snogging

Georgia Nicolson is fourteen, lives with nosey parents who don't understand her, an annoying three year old sister and has to wear a beret to school. She would, however, rather be blonde, have a smaller nose and a boyfriend. Revolving around her hilarious journal entries, prepare to be engulfed in the world of the soaring joys and bottomless angst of being a teenager.

Through My Window

Raquel's longtime crush on her next-door neighbor turns into something more when he starts developing feelings for her, despite his family's objections.

Mr. Malcolm's List

When she fails to meet an item on his list of requirements for a bride, Julia Thistlewaite is jilted by London’s most eligible bachelor, Mr. Malcolm. Feeling humiliated and determined to exact revenge, she convinces her friend Selina Dalton to play the role of his ideal match. Soon, Mr. Malcolm wonders whether he’s found the perfect woman...or the perfect hoax.

The Map of Tiny Perfect Things

The story of two teenagers trapped in an endless time loop who set out to find all the tiny things that make that one day perfect.

Girl on a Bicycle

Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.

A Perfect Pairing

To land a major client, an LA wine exec travels to an Australian sheep station, where she signs on as a ranch hand and hits it off with a rugged local.

The Perfect Man

Holly is tired of moving every time her mom Jean breaks up with yet another second-rate guy. To distract her mother from her latest bad choice, Holly conceives the perfect plan for the perfect man, an imaginary secret admirer who will romance Jean and boost her self-esteem.

The Last Resort

They were looking for the ultimate getaway, they planned for the perfect paradise vacation; what they’re about to get is a trip no one is prepared for. When a group of five girlfriends heads for the tropics, they relax, hit the beach and step out for a night of partying. All is fun and games, until someone gets hurt. Robbed by their tour guide and left for dead, the girls take shelter in a deserted Mexican resort that is haunted by the unspeakable atrocities of past.

The Girl Most Likely

Dodie dreams of marrying a millionaire so that she can live 'the life'. Buzz, her boyfriend, however, is not rich as he is a salesman for a housing development. He proposes and Dodie accepts. Dodie next meets Pete, who she thinks is rich, but she soon finds out that he is just a boat mechanic. They have fun on their date and Pete proposes and Dodie accepts. Then Dodie meets Neil Patterson who is rich. They go to Mexico on his yacht and have fun on their date. Neil proposes and Dodie accepts. Now she has to choose.

Dead Water

When a relaxing getaway turns deadly, a former Marine must risk his life once again to save his wife and best friend from a modern day pirate; all the while trying to hold himself together as he faces the ghosts of the war he left behind.

Three Night Stand

A man's plans for a romantic weekend go awry when he learns that his ex-girlfriend, whom he still secretly loves, manages the ski lodge where he and his wife are staying.

Teenage Bonnie and Klepto Clyde

The Bonnie & Clyde story is re-told from a contemporary viewpoint. Clyde in this movie is a high school nerd working in the local burger joint. Urges to steal things are inflamed when he runs into Bonnie, the bored daughter of the local police commissioner, who is running with a street gang led by Kirk. Clyde immediately senses a kindred spirit in Bonnie. Initially she ignores him, but he rescues her from a shop-lifting charge and offers her a ride in a stolen van. Soon the two have taken guns from her father's home and go off on a bloody crime spree...

Romance to the Rescue

Kyra is a romantic. Unfortunately, she just can’t seem to find the right guy to be romantic with! That all changes however when she meets Trevor, the new manager of the grocery store she works at. Handsome, charming and reliable, he's the perfect match for Kyra. There's just one problem; he seems to have more in common with their colleague Lara. In particular, both of them have a love of dogs, something that Kyra definitely doesn’t share.

Perfect Romance

The mother of a young divorcee places an ad on her daughter's behalf on a lonely hearts internet website but the person who responds fits her own ideal of a suitable partner. The daughter is still hung up on her musician ex-husband.

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?

Unplugging

Think a rustic getaway with no cell service, Internet or social media is a romantic way to repair your marriage and sex life? Think again. Meet Dan and Jeanine Dewerson. The only spark in their bedroom is from the wall socket. Their daughter's best friend is her iPad. Dan's not going to take it anymore and plans a quiet, relaxing weekend in a remote mountain town. No kids, no phones, no social media, only clean fresh air and lots of romance. But what starts as the perfect weekend quickly becomes disastrous with unearthly encounters, strong edibles, and cranky odd locals. Without GPS to guide them or social media to stave off their boredom, Dan and Jeanine are forced to reconnect with each other. Can a "digital detox" really save their marriage and their sanity?

Stars Fell Again

Bryce is ready to propose to Madison while they visit her family for Christmas. However, the spontaneous wedding of Madison's sister Harper throws Bryce's perfect proposal plans into a tailspin.

My Sassy Girl

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

Love, Lost & Found

A shallow and slightly clueless social media influencer takes his girlfriend out to the wilderness with the intention of live-streaming "the most epic proposal ever!" But things take an unexpected turn after she slips off the edge of a cliff in order to get that perfect shot. It takes being separated in the wild and overcoming nature's obstacles for them both to realize they just might not meant for each other...while finding love in new, unexpected places-like an old flame turned Search and Rescue volunteer, and a capable female park ranger.

The Birthday Wish

A woman expecting to get engaged on her all-important 30th birthday gets a different surprise after she makes her birthday wish: a glimpse into her future – which doesn’t resemble anything she’s ever imagined for herself.

Destination Wedding

Ellie Hamilton is helping plan her little sister’s wedding taking place in Acapulco. With the nuptials just a few days away—and no sign yet of the bride and groom—Ellie must work with her ex-boyfriend to make last minute decisions and stall worried family and guests.

Royally Ever After

Sara's dream of finding the perfect mate is realized when boyfriend Daniel proposes marriage, but there is one tiny hitch. It turns out he is the real-life prince of a small European monarchy, and his marriage requires the approval of his royal parents. Commoner Sara will have to do more than simply impress the in-laws-to-be. If she wants to become Daniel’s wife, she’ll have to prove she’s got all the makings of an honest-to-goodness princess.

Love's Complicated

Leah thinks all is fine coasting along in a relationship with the ever-predictable Edward until he surprises her and enrolls her in a conflict-management class. In the class, Leah finds herself locking horns with a handsome, radio talk-show host who thrives on making waves. Through the course, Leah develops new friendships, an inner strength she never knew she had and discovers real love should never mean settling for the easy and predictable.

A Honeymoon to Remember

When a devastated Ava’s fiancé leaves her at the altar, she’s determined to enjoy her honeymoon without him. Time away in a beautiful setting helps her figure out what she truly wants from a partner, but when her fiancé shows up unannounced, she’s more confused than ever… Can Ava forgive the man who broke her heart?

One Winter Proposal

Cara and Ben return to the resort where they fell in love a year earlier. They invite her friend Megan, hoping she'll reconnect with Ben's friend Sean, now the resort's doctor. During the trip Cara finds a jewelry receipt, leading her to expect a proposal from Ben, but a misunderstanding may ice his plan.

A Very Country Christmas Homecoming

The third movie in the A Very Country franchise. Zane and Jeannette return from their magical honeymoon to plan the perfect first Christmas as a family, but the arrival of Jeannette’s former father-in-law throws a wrench into all of their holiday planning.

Making Out

Charlie who is a professional screenwriter trying to make ends meet by pumping out as many screenplays as he can. Erin is an actress appearing in films and theatre productions hoping to find success and herself in the process. After meeting by chance on a film set they become close friends and share in lamenting over the realities of romance in their lives. Charlie and Erin decide to make a pact to create the greatest romance they can imagine. They plan to write their dates and perform them with all clichés they grew up with and wished would happen to them. However all the romantic overtures don't go off exactly as planned... But as they pretend to have the perfect love will they discover the feelings they could have for each other?

Hopeless Romantic

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

Beaus of Holly

When Holly boldly proposes to Phil, he confesses he needs to first work things out with a long-ago ex. Having booked a romantic holiday sleigh ride, despondent Holly pours her heart out to sleigh driver, Jake, who takes a refreshing interest in her, until Phil returns.

Falling in Love with the Girl Next Door

Mark Lucas and Theresa Connolly fall in love but their overbearing mothers ruin their wedding plans and possibly their future together.

The Wish List

Sarah Fisher, an overly organized, by-the-numbers kind of woman, makes a "wish list" of all the qualities and traits her future husband should have. After finding the perfect man, she falls for a guy who meets none of her criteria and discovers that life and love don't always work out according to the master plan.

About Us

Diego, a hopeless romantic desperately trying to salvage his relationship with long time girlfriend Sofía, plans a beach getaway to propose and clear the air. A casual encounter with Sofía's old friend Malena will cast doubts on his relationship and skewed understanding of love, quickly turning a perfect weekend in paradise into Diego's worst nightmare.

Smartest Girl in Town

A girl in search of a rich husband mistakes a millionaire for a male model.

Should've Put a Ring On It

Robin Givens, Miguel Nunez, and Bobby Valentino star in this faith-based romantic drama about Thea Johnson, terribly desperate to be married to her longtime boyfriend Jamar. When he takes too long to propose, she decides to propose to him instead. Thea creates an elaborate proposal, but is thwarted by his reluctance. An obsessed ex-boyfriend, married & single friends, and Thea s father & pastor all take part in the tug of war for her heart.

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.

Engaging Father Christmas

It's Christmas and Miranda leaves Seattle with a suitcase full of presents to join her long- lost family in Carlton Heath, where she will experience the joyful traditions she missed as a child. Last Christmas, Miranda fell in love with Ian, a local man who helped her as she searched for her father, James Whitcomb, a famous theatre actor she believed had a connection to the town. At his widow Margaret’s request, Miranda agrees to keep it a secret to protect the family from scandal.

Karen Kingsbury's A Time to Dance

John and Abby Reynolds are a married couple who have been together since their days as high school sweethearts—when John was a football hero and Abby dreamed of becoming a writer.

The Perfect Christmas Present

Tom Jacobs is Mr Christmas! He's built an entire business around helping clients find the perfect gift. But what happens when he falls for one lucky recipient?

My Sweet Holiday

When Sadie's (Malone Thomas) boyfriend cancels their holiday plans, she decides to spend Christmas with her parents back in her hometown, only to find out they've sold the family's beloved chocolate store to a stranger who knows nothing about chocolate. Begrudgingly, her father convinces her that she'd be the obvious choice to help teach the new owner everything she knows about chocolate. In the middle of planning the perfect retirement party for her parents, she discovers that not everything has to be perfect. And sometimes, when you least expect it, you find love.

I Met My Love Again

In Vermont, college student Ives Towner refuses to marry his longtime girlfriend, Julie Weir, until he has a career. Soon after, Julie meets and grows infatuated with handsome writer Michael Shaw, and they marry and move to Paris. Years later, after Michael's accidental death, Julie and her daughter move back to Vermont to live with her aunt and Julie finds Ives, now a professor, disinterested in resuming their romantic relationship.

Four Sided Triangle

A young man, in love with a woman who can never be his, discovers a way to fulfil his dreams. In their childhood the three were the best of friends, the perfect triangle. But years later when Lena returns to her sleepy home the tone of the relationship changes and it is Robin she loves. Bill has discovered a method of duplication and decides to make an exact replica of the woman he cannot have... .with disastrous consequences for them all.

Girls Getaway Gone Wrong

A girls’ trip goes horribly wrong when a trio of friends wake up to discover a woman has fallen to her death with all evidence pointing to them.

Dead in the Water

When aspiring photography vlogger Tara gets dumped by her long term boyfriend, her best friend Amy takes her on a weekend getaway to her family's vacation lake house where a mysterious and effortlessly attractive man crosses their path. They decide he's the perfect way to spice up their trip, but his presence causes emotions to run high, and suddenly the girls are forced to face the demons between themselves - or is it something more devious?

Learning to Love Again

After breaking up with her longtime boyfriend and losing her job, Jane reluctantly heads home to the small town she grew up in. But on her way there, she stops to help a stranger in need who ends up helping her believe in herself— and love— again.After breaking up with her longtime boyfriend and losing her job, Jane reluctantly heads home to the small town she grew up in. But on her way there, she stops to help a stranger in need who ends up helping her believe in herself— and love— again.

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.

My Boyfriend's Back: Wedding March 5

While planning her first wedding, Annalise is shocked to discover the best man is her ex-boyfriend. Meanwhile, inn owners Olivia and Mick both have secret plans in the works.

Very, Very, Valentine

Helen, a kind hearted and shy florist, meets the perfect man at a Valentine's Masquerade Ball. When she enlists the help of her best friend Henry to track him down, she finds that her perfect man may already be right in front of her.

Big Brood

Adam's plan to propose to Allie hits a snag when he must win over her skeptical dad and survive a wild family gathering. Little does this family know that a much bigger problem crashed down in the woods the night they arrived: a big, body-snatching, hive queen alien, and it’s looking for its perfect match. Soon enough, the alien will take the family members one by one. Adam will have to team up with Government Agent Owens to take down the alien, rescue his girlfriend, and save the rest of the world.

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