Best movies like Winter in Vail

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A Very Vintage Christmas (2019)

Plot Summary:

Dodie is a hopeless romantic just like the pieces in her vintage antique shop. When Dodie finds a hidden box full of romantic trinkets, she makes it her mission to deliver it to its rightful owner. Following the address, she manages to persuade the handsome but reluctant new tenant, Edward, to help her with her search.

Similar in 76%

Christmas in Rome (2019)

Plot Summary:

An independent-minded American tour guide is fired from her job in Rome just before Christmas. She crosses paths with an American executive named Oliver, who wants to buy a high-end Italian ceramics company. Oliver hires Angela to be his tour guide around the Eternal City, as the owner of the ceramics company won’t sell it to him until he learns “the heart and soul of Rome.” But is there another heart and soul that he may win?.

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Welcome to Christmas (2018)

Plot Summary:

Resort developer Madison Lane is tasked with finding a location for a new ski resort. Her boss tells her to take a trip to Christmas, Colorado, to consider the location. On her way into town, Madison has a minor fender-bender with the town’s welcome sign. Town Sheriff Gage McBride gives Madison a ride into town so she can attend her meeting with the mayor while the car is towed and repaired. Little does Madison know that the town is on a mission to convince Madison that Christmas is the best place for the new ski resort.

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Check Inn to Christmas (2019)

Plot Summary:

Julia Crawley and Ryan Mason must unite their families during Crestridge's Centennial Christmas celebration in order to save their family inns from a chain resort.

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Rediscovering Christmas (2019)

Plot Summary:

A talented department store window designer helps her sister design the decor for the annual Snowflake Festival Christmas Eve dance and clashes with the stubborn grandson of the founders of the festival.

Similar in 87%

All of My Heart (2015)

Plot Summary:

A young caterer’s life suddenly changes course when she inherits a country home and learns she must share it with a career obsessed Wall Street trader. At first, these opposites do not attract, but feelings begin to change when they find themselves having to work side-by-side to restore their newly acquired home.

Similar in 76%

A Godwink Christmas (2018)

Plot Summary:

As Christmas approaches, Paula, a St. Louis antique appraiser, reluctantly accepts a marriage proposal from her boyfriend, Daniel, a career-focused attorney. When her Aunt Jane senses she has mixed emotions over the engagement, she invites Paula to her Nantucket home. Upon her arrival, Paula plans a trip to the nearby island of Martha's Vineyard where she meets a charming inn owner.

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Holiday Date (2019)

Plot Summary:

When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.

Similar in 90%

Christmas Wonderland (2018)

Plot Summary:

Heidi, who initially left her small town of Pleasant Valley with the dream of one day becoming a successful painter, has put her own art on hold to excel as an art gallery curator. Now, a week before the gallery’s big Christmas party, she must return home to watch her niece and nephew. She comes face to face with her high school love, Chris, now a teacher, and offers to help him find a new last-minute location for the Christmas dance.

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Broadcasting Christmas (2016)

Plot Summary:

When the opportunity to co-host a talk show with the fabulous talk show diva Veronika presents itself two weeks before Christmas, Emily thinks this is her big break. To her surprise, she discovers she has stiff competition with Charlie, the local TV anchor who is her near equal on another station. With such interest and support for both reporters, a contest is created: for the two weeks leading up to Christmas, who can cover the best and most meaningful Christmas stories on the local news?.

Similar in 85%

With Love, Christmas (2017)

Plot Summary:

Advertising execs Melanie Welsh and Donovan Goodwin disagree on a cellphone Christmas commercial they’re pitching. He says his sleek design will win over the client but she knows it lacks holiday spirit.

Similar in 83%

Love You Like Christmas (2016)

Plot Summary:

Maddie, a high-powered marketing executive, is on her way to a client’s wedding but her plans are derailed by car trouble. When a fork in the road leads her to Christmas Valley, a town in love with Christmas, an unexpected encounter and a group of strangers that start to feel like family will have her questioning what she’s really been missing in life.

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Christmas Incorporated (2015)

Plot Summary:

Sometimes, life just seems to hand you exactly what you need – particularly at Christmastime. Riley is scraping bottom when she miraculously lands a job with a wealthy New York City entrepreneur. He’s a bad-boy socialite type who is poised to play Scrooge by closing one of his factories just before Christmas, which would devastate an entire town. It’s left to Riley to talk him out of it and turn him into a man of virtue rather than shame.

Similar in 89%

Christmas at Holly Lodge (2017)

Plot Summary:

Sophie Bennett begins a new holiday tradition of spending every holiday at the Evergreen Inn and Ski Lodge, which she inherited from her parents. Evergreen Inn is a special place filled with people who cannot make it home for the holidays or who have had such wonderful experiences that it has become their home-away-from-holiday-home. This Christmas, Sophie will meet an unforgettable family, and her own life will be forever changed.

Similar in 81%

The Sweetest Christmas (2017)

Plot Summary:

After breaking up with her long-term boyfriend just before the holidays, passionate baker Kylie reconnects with her high school sweetheart, Nick. Thanks to their newly rekindled friendship, Kylie uses Nick’s restaurant to prepare for a gingerbread baking competition with a large cash prize that would help her open her own bakery.

Similar in 90%

Christmas Inheritance (2017)

Plot Summary:

To inherit her father's company, socialite Ellen must first visit his small hometown, where she learns the value of hard work and helping others.

Similar in 75%

1000 Miles From Christmas (2021)

Plot Summary:

An auditor who completely despises Christmas is sent to a small town for work, where he meets a woman determined to change his view about the holiday.

Similar in 88%

A Sweet Christmas Romance (2019)

Plot Summary:

When food stylist Holly returns home for Christmas, she learns that the elderly owner of her favorite childhood bakery is retiring and has started a contest to give the bakery away to whoever can recreate her famous 12 Days of Christmas recipes. When a local baker also enters the contest, the two adversaries end up cooking up something special together for the holidays.

Similar in 88%

A Christmas Melody (2015)

Plot Summary:

Kristin has just had to close her small Manhattan clothing boutique to return to her Ohio home town and live in her parents' former home. It's an adjustment for Kristin and her young daughter— especially when she runs into her former high school rival. Kristen and Emily struggle to find their new normal with the help of the hunky local music teacher.

Similar in 86%

The Christmas Cottage (2017)

Plot Summary:

When Lacey takes a rare break from work for her friend Ava's Christmas Eve wedding, she reconnects with her former flame, Ean. The two decorate the cottage where the newlyweds will spend their honeymoon – a cottage said to bring true love to anyone who stays there – and feel their chemistry return.

Similar in 76%

Christmas Around the Corner (2018)

Plot Summary:

Claire (Alexandra Breckenridge), a savvy venture capitalist from New York City, escapes to a quaint town in Vermont for the holidays and becomes a guest of the Fortenbury Bookstore. Upon arrival, Claire finds Christmas celebrations have been canceled by the town after a flood and the bookstore is in a dire state of disrepair. She immediately takes on the challenge to revitalize the store, but clashes with the owner, Andrew (Jamie Spilchuk), who initially rejects all her proposed improvements. Eventually, sparks fly as the two begin a budding romance, and Claire’s infectious optimism inspires Andrew to join her in reviving the yuletide spirit. But everything comes to a screeching halt when Claire discovers that Andrew is planning to sell the bookstore in the New Year. Will the spirit of Christmas be enough to change Andrew’s mind and encourage him to follow his heart?.

Similar in 79%

A Very Charming Christmas Town (2020)

Plot Summary:

Aubrey Lang, a travel and lifestyle blogger, goes to the little town of Solvang for her next holiday vlog piece after it’s voted Most Christmassy Town in the USA. She soon meets Sawyer Larsen, a local community coordinator and chocolate shop owner assigned to show her around the small town. At first, the unlikely pairing is at odds but soon start to fall for each other amidst the twinkling lights of the romantic little Danish village.

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Christmas on the Menu (2020)

Plot Summary:

Josie Jennings a celebrated, romantic, 35-year old chef in the city heads home to spend the holidays at the quaint, magical bed and breakfast where she grew up, and where her mother Shannon has just opened a new restaurant. Famous food critic Tanner Rhodes, who has given Josie harsh reviews in the past, comes to town to review the new restaurant and Josie’s Christmas Cuisine. As the holidays unfold, Josie and Tanner get to know each other better, and a romance soon begins to blossom but will Tanner find a way to right his wrongs, write a rave review for the bistro’s delicious cuisine, and win Josie’s heart by Christmas Eve?.

Similar in 85%

On the 12th Date of Christmas (2020)

Plot Summary:

Two seemingly incompatible game designers team up to create a romantic, city-wide scavenger hunt themed for the "12 Days of Christmas.".

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My Christmas Inn (2018)

Plot Summary:

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.

Similar in 78%

Christmas On My Mind (2019)

Plot Summary:

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.

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Christmas in Angel Falls (2017)

Plot Summary:

Gabby Messinger, a Guardian Angel who has trouble following the rules and is known for meddling in the love live’s of others, is tasked by the Angel Michael to help the town of Angel Falls find its Christmas spirit again.

Similar in 86%

Christmas Land (2015)

Plot Summary:

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.

Similar in 79%

Road to Christmas (2018)

Plot Summary:

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.

Similar in 75%

Matchmaker Santa (2012)

Plot Summary:

As a little girl, Melanie Hogan (Lacey Chabert) wished to find her own prince charming just like her parents found true love. Now an adult, Melanie is running her own bakery and dating a handsome CEO, Justin (Thad Luckinbill). Although things seem perfect when Justin asks Melanie to spend the holidays together at his beautiful lake house upstate—and meet his mother. Melanie finds herself spending more time with Justin’s best friend and loyal assistant, Dean (Adam Mayfield), who just might be harboring a secret crush on her. When complications arise that throw Melanie and Dean together over the holiday, will the two realize they're meant to be?.