Dynamic Watchlist Hub: Apr 19, 2026

10 Best Movies Like How to Say Goodbye

If you loved How to Say Goodbye, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for How to Say Goodbye.

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#1
Holiday Date

Holiday Date

2019★ 6.5

Why watch this? A perfect follow-up to How to Say Goodbye for fans of Romance. It captures a similar heartwarming atmosphere.

When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend....

#2
A Valentine's Match

A Valentine's Match

2020★ 7.0

Why watch this? A perfect follow-up to How to Say Goodbye for fans of Romance. It captures a similar emotionally gripping atmosphere.

Fired from her job as a reality TV host, Natalie returns home for Valentine's Day, only to find herself running the town festival's auction with her ex-fiancé thanks to two schemin...

#3
Stranded in Paradise

Stranded in Paradise

2014★ 5.9

Why watch this? A perfect follow-up to How to Say Goodbye for fans of Romance. It captures a similar light-hearted atmosphere.

When a driven HR exec loses her high-powered job, she travels to Puerto Rico in an attempt to save her career at a business conference. But as the trip quickly becomes a disaster a...

#4
Sister of the Bride

Sister of the Bride

2019★ 6.5

Why watch this? A perfect follow-up to How to Say Goodbye for fans of Romance. It captures a similar light-hearted atmosphere.

After only 6 months of dating, Stephanie and Ben get engaged and are delighted to share the news. However, they hit a road bump when Stephanie’s parents show concern that the coupl...

#5
Big Stone Gap

Big Stone Gap

2014★ 5.9

Why watch this? A perfect follow-up to How to Say Goodbye for fans of Romance. It captures a similar light-hearted atmosphere.

A story centered around a transitional point in the life of Ave Maria Mulligan, the heart of her community in the Appalachian Mountains of Virginia....

#6
Love in Taipei

Love in Taipei

2023★ 6.7

Why watch this? A perfect follow-up to How to Say Goodbye for fans of Romance. It captures a similar light-hearted atmosphere.

A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance....

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