Once Upon a Holiday

6.1/10 · 3,862 ratings20151h 24mChristmasWeirdness 8/10Bingo card

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The premise

When a princess escapes her entourage to explore New York City over Christmas, she meets a man who shows the beautiful stranger his side of the city.

How unusual is it?

Very. Royalty, mistaken identity and Santa himself all turn up in one movie — the strangest 7% of everything we've logged.

Who’s in it

Behind the camera

Show

Directed by

Written by

Wait, what?

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

  • A secret society of retired professionals (dentists, cops, professors) who spend their time hanging out in a magic shop dressed as Santa Claus.
  • The 'Santa Distraction' tactic where seven identical Santas are used to confuse international security agents in an art gallery.
  • A magician named 'The Great Matriando' who uses magic tricks to solve mundane problems like finding lost items.

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 35 to find more movies that do the same thing.

Why we’d put this one on

A Roman Holiday riff with a wonderfully silly streak, and a weirdness of 8 to match. Briana Evigan plays a princess who ditches her rigid royal itinerary to experience a New York Christmas as a regular person, and gets help from Paul Campbell's kind contractor who has no idea who she is. The bonkers part is the supporting world: a secret society of retired professionals who hang around a magic shop dressed as Santa, deployed at one point as a seven-Santa distraction to fool security agents. Charming leads, a runaway-royal premise, and just enough chaos to keep it fun.

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 opens with a flashback of young Princess Katherine and her mother, who gifts her an antique camera and emphasizes that while kingdoms fade, love is eternal. In the present day, Katherine is in New York City for a grueling diplomatic tour managed by her strict Aunt Margaret. Feeling suffocated by her schedule and the pressure to be a perfect royal, Katherine visits her mother’s former attorney, George, and subsequently slips away from her security detail to explore the city alone. Her adventure takes a turn when a con artist steals her purse and her beloved camera. Jack Langdon, a former real estate broker turned building renovator, witnesses the theft and offers help. Katherine, using the alias 'Katie Holiday,' is hesitant to involve the police and accepts Jack's help instead. Jack introduces Katie to his world, including a group of retired professionals who dress as Santas for charity, led by Harry, a whimsical magician. Katie finds the warmth and authenticity she has been craving, bonding with Jack over their shared love of photography and the city's history. Meanwhile, Aunt Margaret hires a specialized security expert named Simon to find the princess quietly, while Ross, an ambitious TV reporter and the boyfriend of Jack’s sister Emma, begins investigating rumors of the 'missing princess.' As Jack and Katie grow closer, Jack encourages her to follow her heart and stop being someone she doesn't want to be, unaware that she is literally a princess. The conflict peaks when Ross discovers Katie's true identity and attempts to ambush her with a camera crew at Harry's magic shop to secure a career-making scoop. This betrayal hurts Emma and forces Katie to flee. Jack eventually learns the truth but remains supportive, helping Katie fulfill her wish of visiting a prestigious art gallery after hours. In the climax, as Simon and his security team close in on the gallery, Jack uses a 'Santa distraction'—a group of men dressed as Santa Claus—to help Katie escape and have one last moment of freedom. Katherine ultimately realizes she must return to Montsaurai for the annual Christmas Festival to fulfill her duties to her people. The film concludes on Christmas Day in Montsaurai, where Katherine is presiding over the festivities. Jack arrives unexpectedly, and they reunite, promising to spend their future Christmases together, successfully blending her royal life with her personal happiness.

Beat by beat

  1. Opening

    Princess Katherine escapes her security detail in NYC to experience a 'normal' Christmas.

  2. Inciting Incident

    Katherine's purse and camera are stolen; she meets Jack, who helps her despite her secret identity.

  3. Midpoint

    Katherine integrates into Jack's life, meeting his 'Santa' friends and rediscovering her passion for photography.

  4. Rising Action

    Reporter Ross discovers Katherine's identity and plans an ambush to expose her on live television.

  5. Climax

    Jack uses a fleet of Santas to distract royal security so Katherine can enjoy one final night of freedom at an art gallery.

  6. Resolution

    Katherine returns to Montsaurai for her royal duties, where Jack surprises her and they declare their love.

Did you know?

A few things that make this one stand out once you stack it up against every other Hallmark movie.

  • At a weirdness score of 8, it lands among the strangest 7% of Hallmark movies we've scored.

Top 7% weirdest

Out of every Hallmark movie we've scored, this one lands among the strangest 7%.

The backstory

  • Filmed in British Columbia.

How it stacks up

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

Rating 6.1 vs every rated Hallmark moviemedian 6.4This movie · 6.1567

Higher-rated than 22% of every rated Hallmark movie. The median is 6.4.

Where this one fits

The corners of the catalog Once Upon a Holiday belongs to — handy if you’re after more of the same.

Lines worth quoting

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

  • “Kingdoms and castles vanish and fade, but our love lasts forever.”
    — Katherine (quoting her mother)Explaining the significance of her necklace and her mother's philosophy.
  • “I didn't ask to be a princess.”
    — KatherineExpressing her frustration with her life to George.
  • “It's kind of just about being in the present, you know?”
    — JackGiving Katie advice on how to live her life without looking back.

Meet the characters

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

  • Princess Katherine (Katie Holiday)

    Lead

    Princess of Montsaurai

    artisticrebelliouscompassionateburdened
  • Jack Langdon

    Love interest

    Contractor / Renovator

    Love interest and protector

    hardworkingprotectivehonestunpretentious
  • Ross Hargrave

    Antagonist

    TV Reporter

    Antagonist; boyfriend of Jack's sister

    ambitiousopportunisticinsensitive
  • Harry Ballentine

    Supporting

    Magician / Shop Owner

    Friend and mentor figure

    whimsicalkindperceptive
  • Aunt Margaret

    Supporting

    Royal Handler

    Aunt and guardian

    stricttraditionalprotective

Questions people ask about Once Upon a Holiday

Where can I watch Once Upon a Holiday?

Once Upon a Holiday is available via fuboTV, Philo, and Hallmark+ Amazon Channel. Streaming options change often, so check current availability before settling in.

How long is Once Upon a Holiday?

Once Upon a Holiday runs about 1 hour and 24 minutes, and was released in 2015.

Is Once Upon a Holiday a Christmas movie?

Yes. Once Upon a Holiday is a Hallmark Christmas movie, set during the holiday season.

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Data and sources

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Sources:IMDbTMDB