Holiday Engagement poster
Where to stream

Holiday Engagement

5.920111h 32mNRMovieComedyRomanceTV Movie

Thirty-something Hillary Burns has spent her life trying to get the approval of her parents, in the shadow of her more successfully-attached siblings. So when Hillary's fiance, workaholic lawyer Jason King, dumps her because she isn't…

DirectorJim Fall
WritersCharlotte Clark-Gamache·Barbara Kymlicka
ProducersTimothy O. Johnson·Tosca Musk

Where to watch

Amazon Prime VideoAmazon Prime VideoAmazon Prime Video with AdsAmazon Prime Video with AdsHooplaHooplaFilmtapFilmtapFilmzieFilmzie
Availability shown for Canada · rights vary by country

Cast · Directed by Jim Fall

BSBonnie Somerville
Bonnie Somerville
Hillary Burns
JBJordan Bridges
Jordan Bridges
David
CMChris L. McKenna
Chris L. McKenna
Jason King
EPEdi Patterson
Edi Patterson
Sophie
SLShelley Long
Shelley Long
Meredith Burns
SMSam McMurray
Sam McMurray
Mr. Burns
HDHaylie Duff
Haylie Duff
Trisha
CWCarrie Wiita
Carrie Wiita
Joy Burns
CGChristopher Goodman
Christopher Goodman
Peter
SPSam Pancake
Sam Pancake
Julian
SCSusie Castillo
Susie Castillo
Lindsay
JSJohn Stevenson
John Stevenson
Stu

More from Bonnie Somerville · Lead actress

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Beverly Hills, 90210
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Friends
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Law & Order
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Blue Bloods
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NYPD Blue
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The O.C.
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More from Jordan Bridges · Co-star actor

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1999 · 8.0
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Charmed
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1998 · 8.2
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Dawson's Creek
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1998 · 7.3
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More from Jim Fall · Director

Grosse Pointe
Grosse Pointe
2000 · 7.9
The Lizzie McGuire Movie
The Lizzie McGuire Movie
2003 · 6.3
Trick
Trick
1999 · 6.9
Kristin's Christmas Past
Kristin's Christmas Past
2013 · 5.9
Birthday Girl
Birthday Girl
2019
Sing Out
Sing Out
2019
Holly's Holiday
Holly's Holiday
2012 · 5.3
Wedding Wars
Wedding Wars
2006 · 5.5
See all fromJim Fall

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Holiday Engagement — streaming FAQ

Which OTT platform streams Holiday Engagement?

Holiday Engagement is streaming on Amazon Prime Video, Hoopla and Filmtap in Canada, and available to rent or buy on Apple TV Store and YouTube. It's not currently on Netflix.

Is Holiday Engagement on Netflix?

No, Holiday Engagement is not on Netflix in Canada as of November 2026. It's currently on Amazon Prime Video and Hoopla.

Is Holiday Engagement on Amazon Prime Video?

Yes — Holiday Engagement is included with an Amazon Prime Video subscription in Canada as of November 2026.

Where can I watch Holiday Engagement for free?

Holiday Engagement is available to stream free (with ads) on Hoopla and Filmtap in Canada.