20 best movies like Winter in Vail (2020)

Straitlaced Princeton University admissions officer, Portia Nathan is caught off-guard when she makes a recruiting visit to an alternative high school overseen by her former college classmate, the freewheeling John Pressman. Pressman has surmised that Jeremiah, his gifted yet very unconventional student, might well be the son that Portia secretly gave up for adoption many years ago.

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.

Jenny Farrell is getting married. But how will her straight-laced family react when they find out that the woman they thought was their daughter’s roommate is actually her fiancée? As the old-fashioned Farrells attempt to come to terms with the prospect of a surprise daughter-in-law, they face a difficult choice: either adapt with the times or risk being left behind.

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.

Shy, straight-A student Ellie is hired by sweet but inarticulate jock Paul, who needs help wooing the most popular girl in school. But their new and unlikely friendship gets tricky when Ellie discovers she has feelings for the same girl.

At a picturesque lakeside estate, a love triangle unfolds between the legendary diva Irina, her lover Boris, and the ingénue Nina.

Duncan Mayor decides the perfect Christmas present for his terminally ill wife, Suzy, is a ride on a real Ferris wheel, set up in their very own back yard. As a young man, it was the perfect place for a wedding proposal. Now, years later, in order to relive the experience with his wife, Duncan will go to any length to make their fantasy become a reality.

Multiple love stories unfold in Barcelona during Christmas's Eve.

Victor Bukowski is an out-of-work actor with problems. He's got a lousy agent, he has a habit of falling out with directors and he's still in love with his ex-girlfriend. However, Victor is about to embark on an unexpected emotional journey which will make him confront his future and his past mistakes.

A resort executive is sent to a newly purchased lodge in Maine with instructions to turn it in to an ultra-modern resort, and finds a charming, successful lodge loaded with holiday spirit. Will she stick with her boss’s plans to tear everything down or find a way to save what she has come to love? Stars Candace Cameron-Bure and Alan Thicke.

Henry is a loner and a night owl. His rare skin disease has kept him under the close watch of his fiery mother, who has sheltered him his entire life. One night, a young woman's car breaks down and Henry's life will change forever.

When Johnny is released from prison following a forgery charge, he quickly lands a job as a short-order cook at a New York diner. Following a brief fling with waitress Cora, Frankie develops an attraction for Cora's friend and fellow waitress Frankie. While Frankie resists Johnny's charms initially, she eventually relents when her best friend, Tim, persuades her to give Johnny a chance.

Family friends Sam and Kat spend every Christmas Eve at the Children's Table. They grow up together, sharing the highs and lows of young adulthood. And at thirty, Sam realizes that Kat is the one...but he's afraid that the past will get in the way.

James, a new speech teacher at a school for the deaf, falls for Sarah, a pupil who decided to stay on at the school rather than venture into the big bad world. She shuns him at first, refusing to read his lips and only using signs.

Urban horticulturalist Brontë Mitchell has her eye on a gorgeous apartment, but the building's board will rent it only to a married couple. Georges Fauré, a waiter from France whose visa is expiring, needs to marry an American woman to stay in the country. Their marriage of convenience turns into a burden when they must live together to allay the suspicions of the immigration service, as the polar opposites grate on each other's nerves.

Two employees at a gift shop can barely stand one another, without realising that they are falling in love through the post as each other's anonymous pen pal.

Seasoned musician Jackson Maine discovers — and falls in love with — struggling artist Ally. She has just about given up on her dream to make it big as a singer — until Jack coaxes her into the spotlight. But even as Ally's career takes off, the personal side of their relationship is breaking down, as Jack fights an ongoing battle with his own internal demons.

A New Jersey guy dedicated to his family, friends, and church, develops unrealistic expectations from watching porn and works to find happiness and intimacy with his potential true love.

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.

After 29-year-old Adaline recovers from a nearly lethal accident, she inexplicably stops growing older. As the years stretch on and on, Adaline keeps her secret to herself until she meets a man who changes her life.

Bobby Deerfield, a famous American race car driver on the European circuit, falls in love with the enigmatic Lillian Morelli, who is terminally ill.

While James More is held captive by terrorists in Somalia, thousands of miles away on the Greenland Sea, his lover Danny Flinders prepares to dive herself in a submersible into the deep bottom of the ocean, tormented by the memories of their brief encounter in France and her inability to know his whereabouts.

New Jersey car mechanic Stacie Andree and her police detective girlfriend Laurel Hester both battle to secure Hester's pension benefits after she was diagnosed with a terminal illness.

During the 1940s, a group of young men go off to war, leaving behind Ethel Ann, who is in love with one of them, Teddy. In modern-day Belfast, a man named Jimmy endeavors to return a ring found in the wreckage of a crashed plane. He travels to Michigan, where the grown Ethel Ann, who married another man after Teddy was killed in battle, now lives. Ethel Ann must decide whether to go with Jimmy to meet the soldier who last saw Teddy alive.

Jackie Foster, a dynamic Assistant District Attorney and single mom, is looking forward to wrapping up her latest case and spending Christmas with Gracie, her adorable and precocious, eight-year old daughter. But when Jackie’s estranged dad, Jack , a gruff retired police officer, unexpectedly shows up at her door, they will be forced to confront old wounds.

Charles Whitley travels from 1903 to 2020 where he meets Megan Turner, a tour guide at his historic mansion, and experiences a 21st Century Christmas.

Emma is a divorced woman with a teen aged boy who moves into a small town and tries to make a go of a horse ranch. Murphy is the town druggist who steers business her way. Things are going along predictably until her ex husband shows up, needing a place to stay. The three of them form an intricate circle, Emma's son liking Murphy, but desperately wanting his father back.

Him and her. A husband and a wife staying in a cozy hotel where you can come for just a couple of days with a risk to get stuck forever. It is so easy to get trapped in the daily routine. Indeed, nothing is more permanent than the temporary. Their time is like a flat circle. He has his phone calls and business meetings. She is wrapped in her dreams and doubts. All reactions are predictable, all conversations are learnt by heart. An endless LP record of life keeps playing again and again repeating itself. But a few things can break this tune, like a scratch on the record, a crack on a wine glass, a sudden glance or a meeting with a stranger. And then you know: tomorrow will come soon. Any moment something can go wrong, throw you off course, and force you to make a choice.

The 25-year-old love story of a couple is told through the lens of their spunky teenage daughter who is diagnosed with pulmonary fibrosis.

Sara Shaw is the type of woman who prefers to sit on the sidelines at work, but when her big idea for a Christmas initiative is stolen, she makes a wish to Santa that she'll finally have the courage to stand up for herself. Santa grants her wish, but only gives her 48 hours. As the clock ticks, Sara will discover how to channel the Christmas magic and speak her mind all on her own.

A controlling father’s attempts to ensure that his two children succeed in high school backfire after his son experiences a career-ending sports injury. Their familial bonds are eventually placed under severe strain by an unexpected tragedy.

In the not so distant future, Theodore, a lonely writer purchases a newly developed operating system designed to meet the user's every needs. To Theodore's surprise, a romantic relationship develops between him and his operating system. This unconventional love story blends science fiction and romance in a sweet tale that explores the nature of love and the ways that technology isolates and connects us all.

MARTHA EVANS has been abandoned by her ne'er-do-well husband, who took all their cash and left her homeless and virtually destitute with her two daughters and stepson. Martha leaves town in hopes of finding a job and a place to stay, she finally finds a job at a sleepy rural diner, formerly famous for its home-made root beer. But with her car broken down and the bills piling up, it looks like it's going to be a bleak Christmas for the Evans family. However, there are warm hearts working behind the scenes that ultimately make this the happiest holiday of Martha's life -- a real answer to her prayers

As a filmmaker and his girlfriend return home from his movie premiere, smoldering tensions and painful revelations push them toward a romantic reckoning.

Maggie, an alluring free spirit who won't let anyone - or anything - tie her down. But she meets her match in Jamie, whose relentless and nearly infallible charm serve him well with the ladies and in the cutthroat world of pharmaceutical sales. Maggie and Jamie's evolving relationship takes them both by surprise, as they find themselves under the influence of the ultimate drug: love.

The love story between a pampered Cocker Spaniel named Lady and a streetwise mongrel named Tramp. Lady finds herself out on the street after her owners have a baby and is saved from a pack by Tramp, who tries to show her to live her life footloose and collar-free.

A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.

A sex therapist goes through puberty after the successful removal of a benign tumor resting against his pituitary gland. He experiences all the changes and effects of puberty over a three-week period.

Liz Gilbert had everything a modern woman is supposed to dream of having – a husband, a house and a successful career – yet like so many others, she found herself lost, confused and searching for what she really wanted in life. Newly divorced and at a crossroads, Gilbert steps out of her comfort zone, risking everything to change her life, embarking on a journey around the world that becomes a quest for self-discovery. In her travels, she discovers the true pleasure of nourishment by eating in Italy, the power of prayer in India and, finally and unexpectedly, the inner peace and balance of true love in Bali.

A sleazy politician sends an agent after his ex-fiancee, who fled to Mexico with incriminating film of him.

In the aftermath of a family tragedy, an aspiring author is torn between love for her childhood friend and the temptation of a mysterious outsider. Trying to escape the ghosts of her past, she is swept away to a house that breathes, bleeds… and remembers.

Aisha is a girl with a simple diktat - everyone's business is her business. Arjun is a boy with even a simpler set of beliefs - Aisha should mind her own business. Caught in the Delhi upper class world with its own set of social rules, Aisha navigates her world with a great sense of style and even greater optimism. Caught in her web are her best friend Pinky, the small town girl Shefali, the west Delhi boy Randhir and the hunk Dhruv. Aisha will make sure everyone dances to her tune. And all Arjun wants to do is disentangle that web and get Aisha out of an impending sticky mess. Who will succeed and who will succumb? Welcome to Aisha's fabulous world where playing cupid is as easy as 123...if only that Arjun would stay out of her way!

Alex's dreary life is reignited when he meets Rachel, the woman of his dreams. The only thing that stands in the way of their perfect, serendipitous relationship is that Rachel has recently passed away.

A family dog—with a near-human soul and a philosopher's mind—evaluates his life through the lessons learned by his human owner, a race-car driver.

Jang-bu was an ordinary boy except his special talent; To see every moving thing like a slow motion video. As friends teased him by calling ‘monster eyes’, he decided to stick at home and not to go out. Television has been his only friend. Time passes by, and now grown-up Jang-bu works at the CCTV control center which is the best job for him. When he sees people’s life through camera, he feels he’s sharing their ordinary life that he’s never had. This new job opens his heart to the world and Jang-bu starts to make some friends out of the control center. With his dear friends he receives sense of himself and finally decides to propose a girl that he loved for long from CCTV…

Rich Mr. Dashwood dies, leaving his second wife and her daughters poor by the rules of inheritance. Two daughters are the titular opposites.

An artist falls for a married young woman while he's commissioned to paint her portrait. The two invest in the risky tulip market in hopes to build a future together.

When a hopelessly romantic high school senior falls for a mysterious new classmate, it sets them both on an unexpected journey that teaches them about love, loss, and most importantly themselves.

A long lost music producer finds a singer-songwriter right about the moment he has given up all hope on life.

A powerful and emotional coming of age story, this remarkable tale is told with honesty and originality that will leave audiences moved. In the film, two outsiders, both shaped by the circumstances that have brought them together, forge a deep and lasting love. Directed by Gus Van Sant, one of the most astute observers of people living life on the edge, comes a take on friendship and young love as engaging and true as it is provocative and stirring.