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 VideofuboTVfuboTVAmazon Prime Video with AdsAmazon Prime Video with AdsDove Amazon ChannelDove Amazon ChannelIndie Club Amazon ChannelIndie Club Amazon ChannelIndiePix Unlimited Amazon ChannelIndiePix Unlimited Amazon ChannelPassionflix Amazon ChannelPassionflix Amazon ChannelCineverse Amazon ChannelCineverse Amazon ChannelJustWatch TVJustWatch TVThe CWThe CWHooplaHooplaFawesomeFawesomeThe Roku ChannelThe Roku ChannelFandango at Home FreeFandango at Home FreePluto TVPluto TVYouTube FreeYouTube FreeFilmzieFilmzieAmazon Prime Video Free with AdsAmazon Prime Video Free with AdsAmazon MX PlayerAmazon MX Player
Availability shown for United States · 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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More from Jordan Bridges · Co-star actor

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More from Jim Fall · Director

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

More like this

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Holiday Engagement — streaming FAQ

Which OTT platform streams Holiday Engagement?

Holiday Engagement is streaming on Amazon Prime Video, fuboTV and Dove in United States, and available to rent or buy on Amazon Video and Apple TV Store. It's not currently on Netflix.

Is Holiday Engagement on Netflix?

No, Holiday Engagement is not on Netflix in United States as of October 2026. It's currently on Amazon Prime Video and fuboTV.

Is Holiday Engagement on Amazon Prime Video?

Yes — Holiday Engagement is included with an Amazon Prime Video subscription in United States as of October 2026.

Where can I watch Holiday Engagement for free?

Holiday Engagement is available to stream free (with ads) on JustWatch TV and The CW in United States.