Best movies like Christmas on Windmill Way

A unique, carefully handpicked, selection of the best movies like Christmas on Windmill Way Starring Christa Taylor Brown, Chad Michael Murray, Erin Agostino, Jon McLaren, and more. If you liked Christmas on Windmill Way then you may also like: Last Vermont Christmas, Christmas on the Range, Christmas in the Clouds, Ghosts of Christmas Past, Christmas a la Mode 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.

Mia Meijer gets ready for the Christmas Market Dutch Bake-Off and suspects that her grandmother, Ann, will walk away with the cherished Golden Rolling Pin thanks to her Kerststol, a traditional Dutch fruited Christmas bread. But Mia's world is rocked when she learns that Ann was having financial troubles and had to sell the land deed to the Windmill Way property in her family for generations. Making matters worse, the buyer is Mia's former boyfriend, property developer Brady Schaltz, who must let Mia and Ann know the Meijer family-owned heritage Dutch sawmill, renowned for the past 90 years for its fine millwork and beautiful wooden furniture, will be torn down to put up a luxurious resort.

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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.

Christmas on the Range

Kendall's one holiday wish is to keep the family ranch solvent. Her rival's charming son offers help-and maybe more-but can he be trusted?

Christmas in the Clouds

A classic comedy of mistaken identity and romance set during the holiday season at a ski resort that is owned and operated by a Native American Nation. Shot on location at The Sundance Resort in Utah, this is the first contemporary romantic comedy to feature an almost entirely American Indian cast. The film was featured at the 2001 Sundance Film Festival.

Ghosts of Christmas Past

Ellie, a serial 'ghoster' on dating apps, is told by a fortune teller that she must resolve her past and make amends with all those she ghosted before Christmas, or she is destined to never find true love! Over the course of one week, she takes it upon herself to track down all the men she ghosted before the stroke of midnight on Christmas Eve and discovers love in the process.

Christmas a la Mode

The dairy farm Emily has been running since her father passed away has fallen on hard times. When Emily’s sister, Dorothy, and her handsome business partner, Charlie, show up with a proposition to sell the farm, Emily comes up with an ingenious plan to buy out her sister's shares. She holds an online holiday ice cream flavor contest that goes viral with the help of a key ingredient, Charlie's amazing apple pie. Still, as the Christmas Eve deadline for the buyout approaches, Emily needs a Christmas miracle to save the family farm and her father's legacy.

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.

Time for Him to Come Home for Christmas

Four days before Christmas, Elizabeth Athens receives a voicemail from a number she doesn’t recognize. On the message, a man she doesn’t know makes one final plea to the love of his life for a second chance.

Take Me Back for Christmas

A Christmas wish gives Renee the successful life she’d always dreamed of. This new reality is perfect, except for one thing… she is no longer married to her husband Aaron. Now, Renee must race against the clock to win him back before Christmas Eve.

A Christmas... Present

Maggie and Eric are busy parents of teenagers who embark on a trip to the home of Maggie’s widowed brother to celebrate Christmas. Everyone has different expectations of the perfect holiday. Through a series of transformative events, Maggie learns to embrace the season.

A Merry Christmas Wish

Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event, which is being held in the farm’s sprawling barn. Aware that her Manhattan boyfriend is anxious for her to return to the city so the pair can jet off to a previously planned holiday on the beach, Janie begins to feel an unexpected emotional tug about living life in a more authentic, meaningful way.

Jolly Good Christmas

David is an American architect who relocates across the pond to take up a job at a prestigious London firm. As the clock counts down to Christmas Day, David is running out of time to buy his girlfriend – who also happens to be his boss’s daughter – a thoughtful present so he resorts to buying her a somewhat uninspired gift card.

Catering Christmas

A fledgling caterer, Molly Frost, is hired by Jean Harrison, the perfectionistic director of the renowned Harrison Foundation, to cater this year’s annual Christmas Gala dinner. Things get complicated when Molly falls for Jean’s nephew, Carson, 30s, a travel photographer with no desire to take over the family’s foundation… until his aunt assigns him to the task of making sure the catered dinner goes perfectly.

A Maple Valley Christmas

Erica is a rancher who has spent her whole life working the family farm with her mother and sister. When Aaron arrives and disrupts her plans, she starts to question what it is she actually wants.

A Christmas Spark

It tells the story of recently widowed Molly who decides to visit her daughter for Christmas. She signs on to direct the town's Christmas pageant and falls for Hank, the town's most eligible bachelor.

A Magical Christmas Village

When Summer’s mother Vivian moves in with her and her young daughter Chloe, her orderly existence is upended. Upon arrival, Vivian sets up an heirloom, miniature Christmas village resembling their town, and tells Chloe it grants Christmas wishes. As Chloe begins setting up the figurines, real-life events seem to mimic the scenes she creates. With a little help from the magic of the Christmas village, the family will be brought closer together and just maybe, Summer will learn to open her heart to love again.

A Christmas Cookie Catastrophe

Annie Cooper has big shoes to fill when she takes over as CEO of her late grandmother’s small-town cookie company and is doing her best to help their struggling business get back on track. That task gets more daunting when her grandmother’s secret recipe is stolen during the Christmas party. As Annie tries to crack the case and uncover the culprit she works with Sam, the owner of a local bakery, to recreate the recipe in the hope of saving the company and her job. As Annie and Sam bake batch after batch in pursuit of the perfect one, they begin to learn that their lives go together like milk and cookies.

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 Brush with Christmas

Charlotte captures the local art scene also helping mother run the family restaurant. Charlotte throws out her painting, to the Christmas art festival. Wyatt seeing her discarded work tries to find the mysterious artist who stole his heart.

B&B Merry

Tracey Wise is a renowned luxury travel blogger who is invited by Graham Cooper to a Christmas getaway in exchange for her review of his family’s small bed & breakfast, Silver Peak. Unfortunately, the humble B&B is facing tough competition from an upscale hotel resort nearby that has been stealing guests and threatening the survival of the family business.

Christmas at the Drive-In

Sadie Walker is starting over in her hometown of Chesterfield, New York, following a series of major life disruptions that include leaving her law practice after losing her biggest case and no longer being engaged.

Boyfriends of Christmas Past

Leading up to Christmas, marketing executive, Lauren, is visited by the ghosts of four ex-boyfriends. She must learn to open her heart or risk losing her best friend, Nate.

Christmas Land

Jules has just inherited a quaint magical Christmas-themed village and Christmas tree farm bequeathed her by her grandmother. She plans to sell it and use the profits to buy her dream home in New York City. But the longer Jules stays on the farm and the more she learns how important Christmas Land has been to so many families, the more Jules starts to question her motives to sell.

Every Christmas Has a Story

A TV personality has an on-air snafu and admits she hates Christmas. Following the debacle, she is invited to the Most Christmas-y town in America to try and repair her image. Forced to work with her ex-boyfriend Jack, the show’s producer, the magic of Christmas and this special town will change the way she views Christmas and her life.

A Prince and Pauper Christmas

When her down-on-his luck confidential informant in a criminal investigation suddenly goes missing, a desperate young federal agent recruits his doppelgänger to play his role.

Christmas Reservations

It's Christmas at the Treeline Ski Resort, where Holly is the event coordinator at her family lodge. She plans every event and keeps all the guests happy. But when her college sweetheart, now widowed with two children, checks in, Holly discovers she has her own reservations about life and love.

Christmas in Rockwell

A famous Hollywood actress returns to her hometown where she is enlisted to participate in a Christmas play which threatens her small peaceful village with the chaos of Hollywood.

It Takes a Christmas Village

When construction on Main Street threatens to put the town's shops out of business, mayor Alex Foster decides to throw a Christmas market to boost sales. To do it though, she'll have to convince the reclusive Darcy Hawkins to host it at his family's old mill, bringing up old family feuds and sparking romance in the process.

Christmas Time Is Here

Nia Moore ia a successful small-town real estate agent trying to sell a resort to her client, Julian. Much to Nia's dismay, the only resort that Julian wants to buy belongs to her widower father, Patrick. Patrick is ready to retire, but Nia wants to keep the property and the family memories it holds.

Christmas in Wolf Creek

A woman and her new boyfriend are struggling to maintain their relationship. However, when a runaway reindeer threatens the annual Christmas play, the couple must work together to save Christmas for the town and each other.

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.

Christmas at The Greenbrier

Abby and Ben dated previously but ended their relationship when Ben's football career got in the way. They unexpectedly reunite years later when visiting The Greenbrier around the holiday season, forcing the duo to figure out if true love is still a priority.

Loving Christmas

Ashley Mackenzie has always been the preeminent “Christmas Queen” in town. From making hand-crafted decorations for the office to hosting the town’s annual Christmas sweater competition, she loves everything about the holiday. That is, until she meets her match in Ben Williams, a devilishly handsome new guy in town, who loves Christmas just as much as she does – and unwittingly begins to steal her thunder.

Baking Christmas

When their mother decides to retire, her three children organize Christmas Cake Off to choose which one of them is going to take over the family bakery.

The Case of the Christmas Diamond

Blue-collar Andy finds herself accused of theft when a multimillion-dollar gem suddenly goes missing from her rich friend's estate. With the help of a famous mystery writer, Andy must find the real culprit amid the litany of wealthy guests.

A Sugar & Spice Holiday

The film follows Chinese American Suzie who draws on her family’s cultural traditions to spice up an old-fashioned Christmas baking competition. Suzie, a rising young architect, returns to her small hometown in Maine for Christmas where her Chinese American family runs the local Lobster Bar. Following the loss of her beloved grandmother who was a renowned baker in their community, Suzie is guilted into following in her grandmother’s footsteps bei entering the local gingerbread house competition. Teaming up with an old high school friend Billy, who grew up to be catch, Suzie must find the right recipes and mix of sugar and spice to win the competition and perhaps find some love in the process.

The Magical Christmas Shoes

A pair of magical shoes step into Kayla Hummel’s holiday season, allowing her to rediscover her Christmas spirit and find love too.

Finding Father Christmas

Christmas for Miranda (Krakow) is a painful reminder of the family she never had. Her mother died when she was young, never revealing the identity of her father. But, three days before Christmas, she unexpectedly receives a clue as to the whereabouts that takes her to a beautiful New England town where she meets Ian (Matter), a young man who helps with her search. As the clues lead to her father’s identity and Miranda discovers the possibility of love in Ian, and she learns that her father lived in the small town and now she knows his family (her brother and her biological father’s wife). She faces a terrible decision… Should she share the truth and risk losing the family she has just found, or leave and keep the secret forever? This Christmas promises to be life-changing for Miranda with a new chance at life and love.

Christmas in the Smokies

Christmas in the Smokies is a modern day Christmas classic set in the beautiful Smoky Mountains. It tells the story of one family's journey to save their historic berry farm against all odds during one fateful holiday season.

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.

A Snow Capped Christmas

An injured figure skater is sent to the mountains to recover from an injury. Once there, she meets an ex-hockey player and his young daughter and begins to realise that something is missing from her life.

A Picture Perfect Holiday

Gaby Jones, fashion photographer, takes a holiday retreat against her desire by advise of her friend. She will then find that there's more behind a photo when she meets wildlife photographer Sean.

Saying Yes to Christmas

A magical Christmas wish makes a career-obsessed June say yes to every invitation while she's home for the holidays. But when an old flame, Blake, joins her hectic schedule of Christmas activities, past feelings are reignited. June must choose between saying yes to her career and life in the city or to her heart in her hometown.

An Unexpected Christmas

Jamie hasn’t told his family that he and his now ex-girlfriend Emily broke up. After an inopportune run-in with Emily at the train station in his hometown, Jamie convinces her to pretend they’re still a couple to avoid ruining Christmas for his family.

A Christmas Miracle for Daisy

Whitney Alder owns interior design firm Marietta Designs, which she runs with her friend Andi in the small town of Marietta, Montana. Whitney is designing Santa’s float for the annual Marietta Christmas Parade when a potential job opportunity comes her way: the full redesign of a landmark home by Christmas Eve.

Christmas at the Chalet

When ex TV host and socialite Lex finds herself faced with the possibility of spending Christmas sharing a luxury chalet with her son, ex husband and his new girlfriend, she volunteers to work in the chalet to avoid things getting too close to home, while documenting her every move for a new wave of followers loving this new chapter of her life.

Christmas on the Rocks

A ski-lodge event manager’s task of hosting a corporate Christmas party goes awry when the resort is cut off by a snowstorm and the hard-to-please CEO turns out to be an old flame.

A Royal Christmas Holiday

In search of her big break, a reporter arranges a Christmas interview with a European Prince visiting the states. Will the reporter’s big story become her love story?

Friends & Family Christmas

Bridget and Amelia, set up by their parents, pretend that they are dating to make their families happy for the holidays.

A Merry Scottish Christmas

When estranged siblings Lindsay and Brad travel to Scotland at Christmas to reunite with their mother Jo, a big family secret is revealed.

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