Best movies like While You Were Dating

A unique, carefully handpicked, selection of the best movies like While You Were Dating Starring Stefanie von Pfetten, William Baldwin, Julia Benson, Robert Moloney, and more. If you liked While You Were Dating then you may also like: When Harry Met Sally..., Bride & Prejudice, Sleepless in Seattle, Something New, If Lucy Fell 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 long-divorced couple are reunited on a blind date and agree to fix each other up with friends and colleagues. While fix-up after fix-up fails to work out for either of them, they begin to wonder if perhaps they aren't the right match for one another after all.

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When Harry Met Sally...

During their travel from Chicago to New York, Harry and Sally debate whether or not sex ruins a friendship between a man and a woman. Eleven years later, and they're still no closer to finding the answer.

Bride & Prejudice

A Bollywood update of Jane Austen's classic tale, in which Mrs. Bakshi is eager to find suitable husbands for her four unmarried daughters. When the rich single gentlemen Balraj and Darcy come to visit, the Bakshis have high hopes, though circumstance and boorish opinions threaten to get in the way of romance.

Sleepless in Seattle

When Sam Baldwin's wife dies, he is left to bring up his eight-year-old son Jonah alone, and decides to move to Seattle to make a new start. On Christmas Eve, Jonah rings a radio phone-in with his Christmas wish to find a new wife for his dad. Meanwhile in Baltimore, journalist Annie Reed, who is having doubts about her own relationship, is listening in.

Something New

Kenya McQueen, a corporate lawyer, finds love in the most unexpected place when she agrees to go on a blind date with Brian Kelly, a sexy and free-spirited landscaper.

If Lucy Fell

Joe and Lucy are roommates and best friends. Lucy, whose love life is embarrassingly dull, convinces Joe, who is infatuated with a neighbor he's never met, that if they don't have stable romances within a month, they must jump off the Brooklyn Bridge.

Serendipity

Although strangers Sara and Jonathan are both already in relationships, they realize they have genuine chemistry after a chance encounter – but part company soon after. Years later, they each yearn to reunite, despite being destined for the altar. But to give true love a chance, they have to find one another again.

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.

The Holiday

Two women, one from the United States and one from the United Kingdom, swap homes at Christmas time after bad breakups with their boyfriends. Each woman finds romance with a local man but realizes that the imminent return home may end the relationship.

Winter Castle

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.

A Valentine's Match

Fired from her job as a reality TV host, Natalie returns home for Valentine's Day, only to find herself running the town festival's auction with her ex-fiancé thanks to two scheming mothers.

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.

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.

Love by Chance

Claire, an ambitious pastry chef, is busy running her new restaurant, but her meddling mom is preoccupied with her lack of love life. Without her knowledge, Claire’s mother finds her the perfect man, but when Claire finds out it wasn’t fate that brought them together, it could ruin the relationship.

Walking the Dog

Kristie Simmons, an attorney, initiates a legal battle trying to get approval for a bike lane for the local residents. When Bill, a local veterinarian, informs her that a dog named Gidget needs a home, Kristie agrees. While out walking Gidget, Kristie meets Keith Amos, an attorney on assignment from Seattle, while he's walking his lovable dog, Simon. Keith is immediately smitten with Kristie, her initially pleasant reaction to him turns sour when she learns he is her opposing counsel in the bike lane case.

So You Said Yes

A woman who avoids relationships opens a vintage bridal shop, and goes head-to-head with the snobbish owner of the town’s classical bridal shop—only to find out her rival is the mother of her new boyfriend.

My Perfect Romance

Newly appointed CEO of Robinson Tech, Wes Robinson, is looking for new ideas to boost the company's sales. Vivian Blair, a program developer, shares a dating algorithm she has been working on called My Perfect Match. Wes sees potential and an opportunity to turn the company around and launches the service. When the pair is challenged to use My Perfect Match themselves to find love, this algorithm shows some interesting results.

June in January

A newly engaged bride dreamed of her wedding day with her late mother for her entire life, and is looking forward to planning every perfect detail to honor her mom's memory. But her special day is nearly ruined by her intimidating future mother-in-law and her fiancé's sudden work transfer, which pushes her perfect outdoor June wedding ceremony up to a January date -- just three weeks away!

Love, Once and Always

When Lucy’s childhood sweetheart plans to tear down the Gilded Age estate and replace it with a golf course, Lucy fights to preserve the historic mansion at all costs. As Lucy and Duncan set out to find a compromise, they learn that embracing the past may be the key to protecting the future.

Under the Autumn Moon

While visiting a dude ranch that is a potential acquisition for the outdoor adventure company she works for, Alex, an eager candidate for a big promotion discovers what matters most when she reignites her passion for the great outdoors; and becomes smitten with the ranch’s owner in the process.

Bridal Wave

With her wedding day rapidly approaching, an anxious bride-to-be has doubts about her pending marriage. At a romantic island resort, she encounters a handsome kindred spirit and must now decide if her "perfect" fiancé is really her true love.

Love's Last Resort

After ten years of dating, Chloe’s boyfriend Eric still hasn’t matured. Hoping to give him the push he needs, she dumps him; confident Eric will grow up and beg her to come back. However, six months later, Eric meets Chloe for dinner with big news: he’s getting married in a week. Needing a break to mend her broken heart, Chloe takes a vacation, but when she arrives, she learns that Eric and his fiancée are getting married at the same resort!

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.

Anything for Love

Katherine, a high-powered executive who believes men are intimidated by her career, is persuaded by her friend to create an internet dating profile claiming she is an executive assistant.

Wedding Bells

Nick and Molly, commitment-phobic and busy professionals with little in common, are asked to be the best man and maid of honor at the wedding of their mutual friends, Amy and Jamie.

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.

Playing Cupid

Set in the halls of Austen Middle School, a newly single middle-school teacher is covertly set up with a divorced dad after his daughter – one of her students – begins a matchmaking business for a school project she assigned her class.

My Favorite Wedding

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 meets divorce lawyer and groom's best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.

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.

Once Upon A Holiday

When an actual, honest-to-goodness royal princess runs off from her official obligations and duties for a couple of days to see how the other half lives, she winds up falling for a good Samaritan who is unaware of her real identity during the holiday season. Will her true love still feel the same way once he learns the truth?

Deliver by Christmas

Bakery owner Molly meets Josh, a widower who recently moved to town with his young son, but she is also charmed by a mysterious client whom she’s never met in person and she doesn’t realize that they’re the same man.

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.

A Merry Christmas Match

Corey Calvin lives in a ski village where she works at her late father's local antique shop, having sidelined her her big city dreams of becoming a theater director. When Los Angeles hunk Ryder Donnelly comes into her shop, sparks fly and she starts to wonder what could be.

Bad Date Chronicles

Leigh runs the website "Bad Date Chronicles," which allows people to anonymously post horrible date experiences. When rival blogger Conner becomes the subject of one of her posts, they agree to date each other to see which one is the "bad dater."

A Christmas Arrangement

Flower shop owner Poppy enters the annual holiday floral show for a chance to win the grand prize but standing in her way of victory is Garrett, the underappreciated protégé of florist extraordinaire, Blair. While Poppy and Garrett’s rivalry heats up on the flower show floor, an undeniable romance begins amidst a whimsical holiday backdrop.

Wedding Every Weekend

Nate and Brooke are going to the same four weddings, four weekends in a row. To avoid the singles tables and set-ups, they agree to go together as "wedding buddies." But what starts as a friendship soon becomes something deeper.

Girlfriends of Christmas Past

When three hilarious, strong-willed women join forces to seek the ultimate revenge on their cheating ex at his upcoming holiday retreat, love struck event planner Livvy meets Carter, the property manager organizing it all, leaving Livvy to question if she can leave off their revenge scheme long enough to finally forgive her ex and let a real holiday romance blossom.

A Husband for Christmas

Brooke and Roger, two graphic designers in a soon-to-be-merged company, help one another by agreeing to a loveless marriage of convenience, suggested by their new boss. In the process, Brooke gets to upstage the sister who just announced her engagement to Brooke's ex-boyfriend during the holidays. But, with their “marriage” in question, will Brooke and Roger find a spark they didn’t know existed?

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.

Matching Hearts

As Valentine's Day nears, a matchmaker is tasked by her mentor to find a match for an entrepreneur who believes staying single is the key to success.

A Glenbrooke Christmas

As Christmas nears, heiress Jessica Morgan seizes what seems like her last chance to experience a relaxed Christmas and heads off to the small town of Glenbrooke, where she meets a handsome fireman.

Mechanics of Love

Mattilynn Dupree is back in her home town for her sister’s wedding, re-evaluating her life after missing out on the promotion she always wanted. She runs into an old friend, Jake, in her Dad’s auto mechanic shop and is given a reason to stay. But her ex-boyfriend comes to town to get her back, and her boss calls to lure her away with the promise of a better job, so she’s torn between the life she thought she always wanted and the one that she’s fallen in love with all over again.

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.

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.

Love by the Book

Bookstore owner Emma believes in fairy tales. Although she has yet to be swept away by prince charming, she sees real knight in shining armor potential with a new suitor, Landon. As Emma balances time with Landon and saving her bookstore with once irritating business consultant, Eric, however, she weighs storybook romance against genuine commitment. While she sorts out her feelings toward Landon and Eric, as well as toward love and romance, Emma begins to realize that fairytale endings aren't always by the book.

A Christmas Break

Middle school principal Addison Tate wants this Christmas to be special for her kids especially since the School Board has decided that it will be the last as the school will be closing. When Addison invites Hollywood actor Dylan Davidson, a former alumni and old flame, home to reconnect with his roots, sparks fly, uniting the two to save the school from closing right before Christmas Eve.

A Twist of Christmas

In the frenzy before Christmas, two single parents accidentally mix up their toys at a crowded department store. As a result, both of their Christmases appear to be ruined. Although the two can’t stand each other, the only way to get things back on track is to help each other salvage their holiday plans – not realizing they’re falling for each other in the process.

Over the Moon in Love

With her match-making business on the verge of closing, Brooklyn finds herself in the unique position to be featured in a magazine, but has to set up the writer with her childhood friend Devin who she may have feelings for.

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.

The Last Bridesmaid

Becca is always a bridesmaid, but at her cousin's wedding she bonds with Kyle, the videographer covering every stage of the planning. Perhaps she won't be the last woman standing for long.

Love’s Match

Smart and beautiful matchmaker Leah Price is the owner of dating website Soulmatch. But when one of her clients still doesn’t find love, Leah reluctantly agrees to allow devilishly handsome rival matchmaker Peter Beckett, whose speciality is arranging romantic meet-cutes, to help her.

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