Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like The Sleepless

If you loved The Sleepless, 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 The Sleepless.

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#1
The Matchmaker's Playbook

The Matchmaker's Playbook

2018•★ 7.2

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

After a career-ending accident, former NFL recruit Ian Hunter is back on campus, and he's putting his extensive skills with women to work as one of the masterminds behind a success...

#2
Holiday Date

Holiday Date

2019•★ 6.5

Why watch this? A perfect follow-up to The Sleepless 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....

#3
Sailing Into Love

Sailing Into Love

2019•★ 6.9

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

A biology teacher’s crusade to save a nearby island from development leads to unexpected romance with the handsome and mysterious young sea captain who is new to the seaside town o...

#4
Cam Girls

Cam Girls

2021•★ 6.4

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

Jenna, Kelly and Ness have all found themselves isolated around lockdown. With little to do around the homes, and a lot of time on their hands, the girls interact with one another ...

#5
Smooch

Smooch

2011•★ 6.0

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

An imaginative youngster comes across an amnesiac prince, who she believes is a fairy-tale figure. Convinced the man would be perfect for her widowed mom, she launches a plan to se...

#6
Matching Hearts

Matching Hearts

2020•★ 6.5

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

As Valentine's Day nears, a matchmaker is tasked by her mentor to find a match for an entrepreneur who believes staying single is the key to success....

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