Christmas on Windmill Way

Movies Like

Christmas on Windmill Way (2023)

Romance, Comedy, TV Movie

If you loved Christmas on Windmill Way, you'll love these similar films. Handpicked based on shared themes, genre, and feel.

Catering Christmas

Catering Christmas

2022 ★ 6.3

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.

Merry Christmas, Drake & Josh

Merry Christmas, Drake & Josh

2008 ★ 7.3

Step brothers Drake and Josh must give a foster family the best Christmas ever or face years in jail for a Christmas party gone wrong.

Never Kiss a Man in a Christmas Sweater

Never Kiss a Man in a Christmas Sweater

2020 ★ 6.6

Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.

My Christmas Inn

My Christmas Inn

2018 ★ 6.0

With the holiday season in full swing, Jen Taylor is about to score a big promotion at the San Francisco ad agency where she works. But her life is unexpectedly turned upside down when she inherits a cozy inn in Alaska from her aunt. When she goes to inspect the property and meets handsome town attorney Steve Anderson, she's surprised to find that nothing is what she expected. The small town community is full of fun and festive Christmas traditions and soon, Jen starts wondering if the inn might just be the place she belongs, and if Steve could be the Mr. Right she has been waiting for.

12 Gifts of Christmas

12 Gifts of Christmas

2015 ★ 6.0

When Anna Parisi, an unemployed fine arts painter, is unable to make ends meet, she is hired to become a personal Christmas shopper for Marc, an uptight corporate exec. As they begin working together, Marc learns that Christmas giving has less to do with the amount of money spent and more to do with the importance of the gift, while Anna discovers she might find success as an artist in a way she never expected. The best gift of all of course is the love they discover with one another.

Candy Cane Lane

Candy Cane Lane

2023 ★ 5.9

A man, determined to win the neighborhood's annual Christmas decorating contest, makes a pact with an elf to help him win. However, the elf casts a spell bringing the twelve days of Christmas to life, bringing chaos to the small, unsuspecting town.

A Christmas Prince: The Royal Baby

A Christmas Prince: The Royal Baby

2019 ★ 6.3

Christmas brings the ultimate gift to Aldovia: a royal baby. But first, Queen Amber must help her family and kingdom by finding a missing peace treaty.

Christmas Next Door

Christmas Next Door

2017 ★ 6.1

Eric Randall, an author of bachelor lifestyle books, is left in charge of his young niece and nephew for the holidays. Eric turns to his neighbor April, a lover of all things Christmas, for help.

Jingle Around the Clock

Jingle Around the Clock

2018 ★ 6.8

Elle decides to reunite her college friends for Christmas, but her plans are thwarted by an opportunity at work to spearhead a Christmas campaign relaunch. She's forced to team up with ad campaign "fixer" Max, who has a completely different take on the holidays. As the two work together, they find themselves falling for each other. With the help of a little Christmas magic, will Elle pull off the perfect Christmas reunion and find the love she’s been searching for?

Christmas in Evergreen: Letters to Santa

Christmas in Evergreen: Letters to Santa

2018 ★ 6.8

Lisa's trip home to Evergreen for the holidays finds her shepherding an effort to save the town's beloved general store, fulfilling the wishes of a Christmas past and finding a romance full of Christmas magic.

A Royal Date for Christmas

A Royal Date for Christmas

2023 ★ 5.9

Bella Sparks, owner of Bella’s Boutique, takes on a demanding new client named Stefan, who needs to be outfitted for a week of high-stakes meetings and events after his luggage goes missing. Imagine Bella’s reaction when she accidentally discovers Stefan is actually Stefan William Francis Brown, the Duke of Tangford.

A Christmas Story Christmas

A Christmas Story Christmas

2022 ★ 6.4

Follows Ralphie, now adult, who returns to the house on Cleveland Street to give his kids a magical Christmas like the one he had as a child, reconnecting with childhood friends, and reconciling the passing of his Old Man.

Holiday in Handcuffs

Holiday in Handcuffs

2007 ★ 6.2

A ne’er-do-well thirty-something attempts to appease her family by kidnapping herself an attractive boyfriend for the family Christmas. Despite unlikely odds and dysfunctional family moments, the two fall in love and share a magical Christmas.

Marry Me at Christmas

Marry Me at Christmas

2017 ★ 6.4

Organizing a Christmas wedding is a true treat for bridal boutique owner Madeline Krug. She loves the challenge of finding the perfect dress for the bride and orchestrating an exquisite event. What Madeline didn’t expect was to be swept off her feet by the bride’s gorgeous brother, movie star, Jonny Blaze. Jonny came to the quirky town of Fool’s Gold to support his sister -- not to fall in love. Yet Madeline is the most extraordinary woman he’s ever met, and she finds the real Jonny even more captivating than her celebrity crush. Will the action star be brave enough to take on the role of a lifetime?

'Twas the Text Before Christmas

'Twas the Text Before Christmas

2023 ★ 6.5

Addie is a New York City chiropractor mistakenly receives a text from “Nana.” The accidental text turns into a loving friendship between the matronly Nana and Addie who now communicate regularly. Nana invites Addie to spend the holiday in Vermont. It is picture-postcard perfect and exactly as Nana described except for one surprise. Nana’s single son, James, a traveling doctor is also home for the holidays. Over three consecutive years, James and Addie are together during the holidays, though it isn’t until they are both single that they begin to see each other in a different light.

A Glenbrooke Christmas

A Glenbrooke Christmas

2020 ★ 6.6

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.

Poinsettias for Christmas

Poinsettias for Christmas

2018 ★ 6.4

It’s just weeks before Christmas when Ellie gets a call to return home to help her father on the family’s poinsettia farm. The family business is on the line to deliver tens of thousands of plants for the town’s annual parade. The problem is — the poinsettias have yet to turn red! As Ellie searches for the solution, she is reminded of where her heart truly lies as she falls in love with both her roots and a local botanist.

A Christmas Miracle for Daisy

A Christmas Miracle for Daisy

2021 ★ 5.9

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 on Honeysuckle Lane

Christmas on Honeysuckle Lane

2018 ★ 5.9

Emma Reynolds returns to Oliver's Well to celebrate Christmas for the last time with her siblings in the home they grew up in. After their parents recently passed, the siblings reluctantly agree to sell the family home on Honeysuckle Lane after the New Year, leaving Emma in charge of its belongings. While antiques expert Morgan Shelby appraises Emma's mother's collection, they find a hidden surprise in an antique desk that takes them on a journey to discover the power of love and family during the holidays.

Dolly Parton's Christmas on the Square

Dolly Parton's Christmas on the Square

2020 ★ 5.8

A rich and nasty woman returns to her hometown to evict everyone but discovers the true meaning of Christmas thanks to the local townsfolk – and an actual angel. Features 14 original songs with music and lyrics by Dolly Parton!

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