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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.
Very. Royalty, mistaken identity and Santa himself all turn up in one movie — the strangest 7% of everything we've logged.
The quirks and curveballs that make this one a little weirder than your average Hallmark. No spoilers, promise.
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.
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.
Already seen it, or just can’t wait? Open this up for the whole story, ending included.
Opening
Princess Katherine escapes her security detail in NYC to experience a 'normal' Christmas.
Inciting Incident
Katherine's purse and camera are stolen; she meets Jack, who helps her despite her secret identity.
Midpoint
Katherine integrates into Jack's life, meeting his 'Santa' friends and rediscovering her passion for photography.
Rising Action
Reporter Ross discovers Katherine's identity and plans an ambush to expose her on live television.
Climax
Jack uses a fleet of Santas to distract royal security so Katherine can enjoy one final night of freedom at an art gallery.
Resolution
Katherine returns to Montsaurai for her royal duties, where Jack surprises her and they declare their love.
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%.
Where this one’s rating lands against every other rated Hallmark movie.
Higher-rated than 31% of every rated Hallmark movie. The median is 6.4.
The corners of the catalog Once Upon a Holiday belongs to — handy if you’re after more of the same.
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.”
“I didn't ask to be a princess.”
“It's kind of just about being in the present, you know?”
Who’s who before you press play. Nothing here gives the ending away.
Princess of Montsaurai
Contractor / Renovator
Love interest and protector
TV Reporter
Antagonist; boyfriend of Jack's sister
Magician / Shop Owner
Friend and mentor figure
Royal Handler
Aunt and guardian
Once Upon a Holiday is available via fuboTV, YouTube TV, and Philo. Streaming options change often, so check current availability before settling in.
Once Upon a Holiday runs about 1 hour and 24 minutes, and was released in 2015.
Yes. Once Upon a Holiday is a Hallmark Christmas movie, set during the holiday season.
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Talking Hallmark
So do we. Come hang out on the Talking Hallmark channel, where we dig into movies just like this one, episode after episode.

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Curated by the Talking Hallmark team.Last updated .