HallmarkDB
    MoviesPeopleGuidesChatWatch Talking Hallmark on YouTube
    1. Home
    2. Movies
    3. Wedding Anniversary
    4. Winter in Vail

    Winter in Vail

    7.0/10 · 2,381 ratings·2020·1h 24m·Wedding Anniversary·Weirdness 4/10
    Winter in Vail poster

    At a glance

    4/10

    Mostly standard issue

    What bumps it up: Enemies to lovers.

    Holiday
    Wedding Anniversary
    Season
    Winter
    Setting
    Resort/Vacation
    Time period
    Contemporary
    Leads start as
    Complete Strangers
    Runtime
    1h 24m
    Watch trailer
    IMDbLetterboxdTMDBWikipediaHallmarkOfficial siteJustWatch

    Where to watch

    🇺🇸United States17 ways

    Stream

    • fuboTV
    • YouTube TV
    • Philo
    • Hallmark+ Amazon Channel
    • Hallmark+ Apple TV Channel
    • Hallmark TV Amazon Channel

    Free

    • Pluto TV

    Rent

    • Amazon Video
    • Apple TV Store
    • Google Play Movies
    • YouTube
    • Fandango At Home

    Buy

    • Amazon Video
    • Apple TV Store
    • Google Play Movies
    • YouTube
    • Fandango At Home
    🇬🇧United Kingdom10 ways

    Rent

    • Apple TV Store
    • Amazon Video
    • Google Play Movies
    • Sky Store
    • YouTube

    Buy

    • Apple TV Store
    • Amazon Video
    • Google Play Movies
    • Sky Store
    • YouTube

    Via JustWatch · can change anytime.

    The premise

    Chelsea inherits a house in Vail. She meets Owen and gets a much needed break. Together, they put on Strudelfest to highlight the charm of Old Vail.

    Themes:Following your heartWork-life balanceHonoring family legacyCommunity revitalization

    How unusual is it?

    Middle of the road, with a twist — an enemies-to-lovers arc keeps it from being totally by-the-book.

    Who’s in it

    Lacey Chabert headshot

    Our Girl

    Lacey Chabert

    as Chelsea

    Greg Lawson headshot

    Our Guy

    Greg Lawson

    as Karl Becker

    Alongside them

    • Tyler Hynes headshot
      Tyler HynesOwen
    • Marla Renae headshot
      Marla RenaeVienna North
    • Constance Marie headshot
      Constance MarieTrish Simmons
    • Karen Barker headshot
      Karen BarkerBev Hankins
    Show all 10 castShow fewer
    • Sage Kitchen headshot
      Sage KitchenMolly
    • Chris W. Cook headshot
      Chris W. CookRob
    • Liana Shannon headshot
      Liana ShannonChef Laura
    • Chantelle Han headshot
      Chantelle HanChef Frank

    Behind the camera

    ShowHide

    Directed by

    • Terry Ingram headshot
      Terry Ingram

    Written by

    • Delondra Mesa headshot
      Delondra Mesa
    • Duane Poole headshot
      Duane Poole

    Wait, what?

    The quirks and curveballs that make this one a little weirder than your average Hallmark. No spoilers, promise.

    • The protagonist's uncle renaming constellations after family members like 'Trudy'.
    • The concept of 'Strudelfest' being treated as a major economic revitalization strategy for an entire village.
    • Owen's side-hustle as a 'parking inspector' which is actually just him being a local nuisance to tourists.

    Every trope, all in one place

    Here’s everything this one has going on, from the setting to the way it wraps up. Tap any of the 33 to find more movies that do the same thing.

    Setting2

    🏝️Resort/Vacation🍽️Restaurant

    Time & season3

    ❄️Winter💞Wedding Anniversary🗓️Contemporary

    Premise2

    📜Inheritance🏆Contest

    Characters4

    📋Lead: Event Planner🔨Love interest: Construction/Contractor⏰Workaholic lead💘Matchmaking relative

    Conflict5

    ⚖️Career vs Home/Family⚡Competition🔀Multiple Stakes stakes📉Business in peril🗺️Long distance

    Romance6

    💕Start as complete strangers💕First kiss: final scene only⚔️Enemies to lovers🔥Slow burn💗Love confession🎁Grand gesture

    Tone & quirks7

    🎬Light/Heartwarming🎵Musical element👨‍🍳Cooking scenes🧶Crafting scenes❄️Snow activities💃Dance scene🎞️Montage

    How it ends4

    💋Ends with a kiss🏘️Stays in the small town🔄Career change🏪Saves the business

    Why we’d put this one on

    A 7-rated mountain charmer that reunites Lacey Chabert and Tyler Hynes, which is reason enough for a lot of fans to press play. Chabert plays Chelsea, a burnt-out LA event planner who quits, inherits a Vail chalet from her late uncle, and discovers he was secretly a pastry chef. She teams up with local contractor Owen, played by Hynes, to launch "Strudelfest" and save a struggling restaurant. The leads are warm and the snowy setting is gorgeous. I love that the uncle renamed constellations after relatives, including one called "Trudy," and that Owen moonlights as a self-appointed parking inspector. Comfort viewing with two pros in sync.

    How it all plays out

    Already seen it, or just can’t wait? Open this up for the whole story, ending included.

    Full story (spoilers)
    The film begins in Los Angeles, where Chelsea Whitmore is a dedicated event planner at Elegant Events. Despite her hard work and successful pitches, her boss Trish passes her over for a Vice President promotion, hiring an outsider named Danny instead. Feeling undervalued and stuck in a 'usual' routine, Chelsea decides to quit her job after learning her late Uncle Grady left her a chalet in Vail, Colorado. Upon arriving in Vail, she has a rocky start when she meets Owen Becker, a local contractor who jokingly threatens to have her car towed for parking in a pedestrian zone. Chelsea discovers the chalet is in the middle of a messy renovation with no heat. She hires Owen to finish the job, and through him, she learns that her uncle was the legendary pastry chef at The Edelweiss, a traditional German restaurant owned by Owen's father, Karl. The restaurant is struggling as tourists favor modern fusion cuisine over traditional fare. Chelsea finds Grady's secret apple strudel recipe and, after a bonding session baking it with Owen, she proposes 'Strudelfest'—a village-wide festival to revitalize the area and put The Edelweiss back on the map. As the festival comes together, Chelsea and Owen grow closer, sharing moments tubing at Adventure Ridge and discussing Owen's abandoned dreams of being an architect. Chelsea's best friend Vienna arrives from LA with a tempting offer: Trish wants Chelsea back as VP with a corner office and a massive salary. After the massive success of Strudelfest, Chelsea decides she must try the LA job to avoid 'always wondering' what might have been. She says a tearful goodbye to Owen and returns to the city. However, back in her corporate office, she realizes the high-paced life no longer fulfills her and she misses the stars and the community in Vail. She quits the executive position for good and returns to the chalet, where she reunites with Owen under the stars, deciding to start her own business in the mountains.

    Beat by beat

    1. 1

      Opening

      Chelsea is passed over for a VP promotion in Los Angeles and decides to move to Vail to claim her inherited chalet.

    2. 2

      Inciting Incident

      Chelsea meets Owen Becker and discovers her chalet is a construction zone, leading her to hire him for renovations.

    3. 3

      Midpoint

      Chelsea finds her uncle's lost strudel recipe and proposes 'Strudelfest' to save Owen's father's failing restaurant.

    4. 4

      Complication

      Chelsea's friend Vienna arrives with a lucrative job offer from her former boss in LA, creating a conflict between her old and new lives.

    5. 5

      Climax

      Strudelfest is a success, but Chelsea leaves Vail to take the VP job in Los Angeles, leaving Owen behind.

    6. 6

      Resolution

      Chelsea realizes she is unhappy in LA and returns to Vail to be with Owen and start her own event planning business.

    33 tropes in one movie

    We counted 33 distinct Hallmark tropes packed into this one — a genuine greatest-hits reel.

    The backstory

    Winter in Vail is a 2020 American made-for-television romance film directed by Terry Ingram, starring Lacey Chabert and Tyler Hynes.
    From Wikipedia, available under CC BY-SA.

    How it stacks up

    Where this one’s rating lands against every other rated Hallmark movie.

    Rating 7.0 vs every rated Hallmark moviemedian 6.4This movie · 7.045678

    Higher-rated than 88% of every rated Hallmark movie. The median is 6.4.

    Where this one fits

    The corners of the catalog Winter in Vail belongs to — handy if you’re after more of the same.

    • ❄️Hallmark Winter MoviesSnow-season romance without the Christmas trappings.
    • 💢Hallmark Enemies-to-Lovers MoviesStarts with sparks of the wrong kind.
    • 🧁Hallmark Baking & Cooking MoviesPlenty of time in the kitchen.

    Lines worth quoting

    The lines that stuck with us — the ones you’ll be repeating after the credits roll.

    • “I'd say follow the signs, but they don't seem to be your thing.”
      — Owen BeckerWhen Chelsea first arrives in Vail and parks illegally.
    • “In the game of strudel, all is fair.”
      — Owen BeckerDiscussing the competitive nature of the strudel contest.
    • “What's the point of a view if you can't see the stars?”
      — Chelsea WhitmoreExplaining to Owen why she left her high-rise office in LA to return to him.

    Meet the characters

    Who’s who before you press play. Nothing here gives the ending away.

    • Chelsea Whitmore

      Lead

      Event Planner

      OrganizedAmbitiousCreativeDetail-oriented
    • Owen Becker

      Love interest

      Contractor and Architect

      Contractor and romantic interest

      GroundedLoyalSarcasticTalented
    • Karl Becker

      Supporting

      Restaurant Owner

      Owen's father and friend of Chelsea's uncle

      TraditionalKindStubborn
    • Vienna

      Supporting

      Event Planner

      Best friend

      SupportiveLoyal
    • Trish

      Supporting

      CEO of Elegant Events

      Former boss

      DemandingCorporateShort-sighted

    Questions people ask about Winter in Vail

    Where can I watch Winter in Vail?

    Winter in Vail is available via fuboTV, YouTube TV, and Philo. Streaming options change often, so check current availability before settling in.

    How long is Winter in Vail?

    Winter in Vail runs about 1 hour and 24 minutes, and was released in 2020.

    More like this

    Browse all movies

    If you liked this one, you’ll probably like these. The chips show what they have in common.

    Hidden Gems poster

    Hidden Gems

    6.5

    2022 · Wedding Anniversary

    • Wedding Anniversary
    • Resort/Vacation
    • Enemies to Lovers
    Caribbean Summer poster

    Caribbean Summer

    6.4

    2022 · Wedding Anniversary

    • Wedding Anniversary
    • Resort/Vacation
    • Enemies to Lovers
    Our House poster

    Our House

    7.3

    2006 · Thanksgiving

    • Wedding Anniversary
    • Enemies to Lovers
    • Complete Strangers
    Raise a Glass to Love poster

    Raise a Glass to Love

    6.9

    2021 · Wedding Anniversary

    • Wedding Anniversary
    • Enemies to Lovers
    • Complete Strangers
    The Memory Book poster

    The Memory Book

    6.8

    2014 · Wedding Anniversary

    • Wedding Anniversary
    • Enemies to Lovers
    • Complete Strangers
    All of My Heart poster

    All of My Heart

    6.9

    2015

    • Lacey Chabert
    • Enemies to Lovers
    • Complete Strangers

    Talking Hallmark

    Love talking about these as much as watching them?

    So do we. Come hang out on the Talking Hallmark channel, where we dig into movies just like this one, episode after episode.

    Watch the latest episode
    I watched Hallmark’s WORST Christmas movie (so you don’t have to)

    “I watched Hallmark’s WORST Christmas movie (so you don’t have to)”

    Data and sources

    Curated by the Talking Hallmark team.·Last updated June 17, 2026.

    Sources:IMDb·TMDB·Wikipedia·JustWatch

    HallmarkDB

    The complete Hallmark movie database. Built to surface the unusual ones, as the research desk for the Talking Hallmark YouTube channel.

    Curated by Alanna of Talking Hallmark.

    Explore

    • Movies
    • People
    • Database
    • Guides
    • Chat
    • About

    Browse

    • Christmas Movies
    • Most Unusual
    • Hidden Gems
    • Royal Romance
    • Time Travel
    • Small Town Stories

    Talking Hallmark

    • Watch on YouTube
    • Christmas Guide
    • Unusual Movies Guide
    © 2026 HallmarkDBAn independent fan project, not affiliated with Hallmark Media.