Best movies like Love in Winterland

After fifteen years of traveling around the world, Gussie (Spacek), a famous photographer, returns to the Maryland coastal resort where she grew up. She meets her high school sweetheart Henry (Kline), now married and running the local newspaper he's inherited from his father. An awkward and tension-filled romance ensues.

Forced to take the intercontinental trip to Los Angeles by train, and determined to chronicle his adventure, disillusioned journalist Tom Langdon finds himself westbound with a variety of characters. While all passengers on the Christmas train appear to be headed for the same destination, Tom has no idea that the rugged locomotives taking him across America will instead detour straight into his heart.

A talented photographer stuck in a dead-end job inherits an antique Advent calendar that may be predicting the future -- and pointing her toward love.

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.

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.

A ski-shop owner reluctantly moves himself, his wife, and his daughter in to an estate as live-in help for an elderly widow. While struggling to balance his career and family life, he has recurring dreams about an angel.

A skeptical writer shows up in Evergreen to get the scoop on the town's famed passion for Christmas during a search for a long-lost time capsule.

Personal shopper Gwen's newest client, Charlie, is a high-rolling, workaholic, single father. When Gwen meets his 8-year-old son, Owen, during a package drop, she is saddened to see just how little time Charlie spends with him. Determined to get Charlie to appreciate his family, Gwen makes it her Christmas mission to get him into the festive spirit.

An aspiring fashion designer falls in love with her socialite client's prospective fiance, Prince Jeffrey.

After her life in New York unexpectedly falls apart, powerhouse stockbroker Sam Wallace returns to her small town for the holidays and reconnects with her high school sweetheart who helps reignite her humanitarian spirit just in time to help their community on Christmas.

After stepping down as CEO of her dream job, Maddie heads home for the holidays to gain perspective. She finds herself running into her old high school sweetheart Carter, and tensions quickly arise. When forced to put together a Christmas dance for the local high school, Carter and Maddie find themselves putting their differences aside and rediscover what made them fall in love all those years ago.

Contestants on the popular reality dating TV show "The One" try to determine if they're fated to be together. Meanwhile, sparks fly between the female contestant and the handsome ranch owner who acts as their guide.

A recently single Jessica sends Christmas cards to people who have impacted her life—the aunt who raised her, her younger brother in the military, a popstar who was part of the soundtrack of her life, the music teacher who inspired her, and the best friend who always tells the truth.

While on a last-minute European holiday, a young woman finds herself in the middle of a real-life fairy tale when a chance meeting with a handsome local leads to something more. However, things get complicated when she learns that the "local" is actually a prince who is about to be crowned King, and whose mother is dead-set against her royal son's romance with the tourist.

Ally Craig has been fostering retired military dog, Sunshine, as she recovers from a broken engagement. But sparks fly again when Sunshine's military partner, Jake Terry, returns to claim the dog.

Every December in the small town of Ponchatoula, Louisiana a wooden wishing box is placed in the park as a Christmas tradition. After a night out together, Maddie encourages her sister Faith to put a wish in the box - a wish to experience true love for the first time. Faith and Maddie are surprised the next day when she meets the very handsome and eligible Andrew. As Christmas nears, Faith begins to wonder if Andrew is really perfect for her, or if the wish is leading her to her best friend, Wyatt.

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 other and experience the magic of Christmas the phony couple discovers there may be more to their contract than business.

In an attempt to win back her ex-boyfriend on Christmas Eve, Kate ends up ruining her blind date with Miles, a handsome guy she's been set up with. In a strange twist of fate, Kate is given the chance to re-live Christmas Eve twelve times.

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.

Searching for a fresh podcast idea for work, Chloe heads on a spontaneous trip to Iceland with her college friends. She doesn’t expect to run into her ex, Charlie, but what starts as begrudgingly spending more time together, results in new beginnings for them both.

Veterinarian Dr. Carly Monroe makes it a habit to stop by the local dog shelter as often as possible because she loves dogs and secretly loves the shelter’s owner, Dan. Unfortunately, he has agreed to marry his glamorous TV personality girlfriend and move to the Big Apple. With Dan’s big move looming, his sister decides to take matters into her own hands.

Susan is a newspaper staffer who decides to generate some Christmas spirit by writing an article about her family’s storied 100-year-old, hand-carved, heirloom Christmas angel. This leads her to accidentally meet Brady, a cute, upbeat artist who insists that he and Susan become fast friends (at least). It turns out that this angel also has the spiritual power to bring people together – as it seems to be doing with Susan and Brady. What’s behind this enchanted ornament? As time moves on, more about this captivating artifact is revealed.

Los Angeles television producer Maggie Baker unwittingly falls for Danny Wise, the son and former producer of his mother’s popular annual Christmas special Julia Wise Lifestyle. When Maggie’s secret plan to reunite Danny and his two brothers with Julia during the live broadcast in Vermont goes awry, Maggie is reminded that above all, it is the love for family and friends that makes the merriest of Christmas.

When Ashley Seever returns home for the holidays hoping to reconnect with her high school sweetheart Grant, she soon meets his new girlfriend. In an attempt to escape the embarrassment, she and her best friend Liam fake their own holiday romance…but when her fake feelings for Liam start to turn real, Ashley will have to choose what her heart really wants this Christmas.

Grace and Michael were once inseparable high school sweethearts, but when Grace went away to college, they lost each other. At their 20th high school reunion, they reconnect and find that it is never too late for love.

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.

After being fired, Rebecca hours back to her old home town to attend her friends wedding on Christmas Eve and visit her mother. But when she tries to return home she finds she must relive Christmas Eve over and over until she gets it right.

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.

With Christmas approaching, a struggling single mom finds herself working as a department store Santa Claus, as a real-life angel delivers good fortune and the possibility of holiday romance.

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

Ally Morgan is a workaholic ER doctor struggling for work-life balance with boyfriend, Josh. On the night they breakup. Ally is miserable alone before a chance encounter with handsome barista, Gabe leads her to fulfill a Christmas bucket list of fun activities she never would have done on her own. Ally's best friend and fellow ER doctor, Dawn has never seen Ally so engaged outside of work and is rooting for a Gabe-Ally relationship. Now, the saintly Maureen must redirect Gabe's heartfelt intentions if Josh and Ally have any chance at reconciliation this Christmas.

Cara, a women’s magazine writer, who gets burned by her boyfriend on New Years’ Eve, decides to go on a dating detox. Challenged by her employer to write about it, she hopes a spontaneous ski getaway with her best friend will spark inspiration. Complicating matters, they discover they’ve double booked their chalet with two eligible men, including Ben, an entrepreneur. When the share-mates get snowed in, Cara and Ben are thrown together.

With Christmas approaching in New York City, historian Jessica is hired to create an exhibition honoring the history of Christmas at The Plaza Hotel. When she is paired with Nick, a handsome decorator, they wind up enjoying a host of holiday traditions together and find themselves falling for each other.

Lauren Gabriel leaves everything behind in Boston to embark on a new chapter in her life and career. But an unforeseen detour to the charming town of Grandon Falls has her discover unexpected new chapters - of the heart and of family - helping her to embrace, once again, the magic of Christmas.

Former professional skier Kat works as a ski aid and ski shop worker at Bliss Mountain, where she prepares for a Winterfest to drum up business for the quaint town. Widowed father Ty and his daughter Anna come from New York to train with ski champion (and Kat’s former teammate) Maddy, and quickly connect with Kat when Maddy’s coaching style proves to be too aggressive for Anna. A spark forms between Kat and Ty as Kat coaches Anna and prepares for Winterfest with Ty. When a fall down the hill causes Anna to rethink the race and plan to go home early with Ty, though, Kat may lose both her new relationship and her rekindled confidence as a coach. Kat, Ty and Anna must all look deep within to conquer their fears and push forward.

Ashley has been on her own all her life. She feels even more alone this Christmas as she searches fruitlessly for a job. The seasonal cheer around her only rubs salt in her wounds as she scrapes by to support herself and her dog, Dash. But her neighbor, Nick, knows exactly what to do. He offers her a job, to be his assistant in the best work-helping others. There's one catch that Ashley must honor though-she can't tell anyone that her new boss is a sort of Secret Santa, helping others anonymously. Through her new job, Ashley meets Will, a writer for a business magazine who uncovers what Ashley is doing, and more importantly, Nick's involvement. As Ashley and Nick help people in need, Ashley tries to protect Nick's secret, and her own heart, while Will must weigh the consequences of what he does.

Rebecca must throw the company holiday party with office rival, Chris. It coincides with Hanukkah, so she must juggle her work, family traditions, and nemesis to make the party a success.

Upon her untimely death, a workaholic finds herself in training to be a Christmas Angel in Heaven. Despite being the worst recruit in the history of Christmas, she’s assigned a hard luck case. As she’s forced to help solve his problems, she’ll start to discover the meaning of Christmas and maybe even fall in love along the way.

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?

Wedding planner Jessica Perez travels to a remote town in Alaska to find a rare flower for a celebrity client and is charmed by the small town during Christmas, as well as the handsome local helping her.

A week before Christmas, Dr. Alicia Wright is offered an assignment away from home. A mysterious man from her past journeys to find her before Christmas and brings with him a revelation that could change Alicia’s life forever.

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.

Corrine's holiday season gets an unexpected dose of romance when she meets the mysterious Harold, who is on a deadline from a higher power to help Corrine find her true love by Christmas Eve. As the clock ticks down to Harold's deadline, Corrine must decide if she will open up to Christmas love.

Unlucky in love city lawyer Kelly Mitchum returns home to spend Christmas with her family. As she dreams of finding her perfect man, she meets handsome contractor Forrest Newell – and he ticks all the boxes! Now, with her family’s home at risk of demolition, will Forrest be able to help? And will the magic of Christmas be enough to save it?

With only one week to prepare, Lisa Patterson and her family of party planners are given the biggest job in their company’s history: a New Year’s Eve party for tech entrepreneur Megan Clark. But when her brother breaks his leg and her parents head off on a planned vacation, Lisa must reluctantly enlist the help of her brother’s visiting college buddy, David Campos, to help her pull off the event which just so happens to fall on her favorite day of the year. But what Lisa didn’t plan on was falling in love in the process.

When a successful woman returns to her hometown to revive her family's Christmas festival, she meets a dashing stranger who's volunteered to help organize the event. Sparks begin to fly between them, but little does she know that he's really a prince in disguise, longing to find the true spirit of the holidays. It will take a Christmas miracle of royal proportions for their hearts to meet as one.

Clothes designer Skye goes mobile with a “fashion truck” – but she can’t drive the truck and run the business alone. Help comes in the unlikely form of handsome entrepreneur Kevin. As they work together, Skye and Kevin find they have more in common than they thought… could it be love?

Newly widowed Kathy plans to skip out on decking the halls and trimming the tree this Christmas, trying to avoid anything that will bring back memories of her late husband. When Kathy meets handsome Christmas tree shop owner Tim, their undeniable chemistry—along with an ornament Tim gives her that symbolizes hope—helps Kathy open up to the joys of the season again.

A musician who is set to headline a Christmas concert in New York City makes a pit-stop in Tennessee to see her family. When a freak snowstorm hits, she finds herself stranded in the town, and is roped into taking part in a local Christmas concert.

Kristin Cooper, a talented assistant for a global PR firm, is put in charge of the annual Christmas fashion show and auction for clothing entrepreneur, Mr. Carson. A handsome young royal, Prince Patrick, is dispatched by his father, the King of Edgemoor, to be the face of the family co-sponsored event. Upon his arrival to Beverly Hills, Patrick meets Kristin and is instantly smitten with her, mistakenly thinking she is actually her boss, Melanie. While Patrick and Kristin spend the Christmas season together in California, she wonders if Patrick would have still fallen for her if he knew she was an assistant, and not the boss.