Dynamic Watchlist Hub: May 10, 2026

10 Best Movies Like 14 That Night

If you loved 14 That Night, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

🏆

Expert Review & Ratings

See our full critical analysis and audience score for 14 That Night.

View Review →
Advertisement
#1
Peace, Love & Misunderstanding

Peace, Love & Misunderstanding

2011★ 5.8

Why watch this? A perfect follow-up to 14 That Night for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

A conservative lawyer named Diane takes her two teenage children Jake and Zoe to meet their estranged, hippie grandmother in Woodstock after her husband asks for a divorce....

#2
The Baltimorons

The Baltimorons

2025★ 6.2

Why watch this? A perfect follow-up to 14 That Night for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together....

#3
A California Christmas

A California Christmas

2020★ 6.4

Why watch this? A perfect follow-up to 14 That Night for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

With his carefree lifestyle on the line, a wealthy charmer poses as a ranch hand to get a hardworking farmer to sell her family’s land before Christmas....

#4
Sidewalks of New York

Sidewalks of New York

2001★ 6.0

Why watch this? A perfect follow-up to 14 That Night for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with sc...

#5
You Will Meet a Tall Dark Stranger

You Will Meet a Tall Dark Stranger

2010★ 5.9

Why watch this? A perfect follow-up to 14 That Night for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with ...

#6
He Said, She Said

He Said, She Said

1991★ 5.9

Why watch this? A perfect follow-up to 14 That Night for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing...

Advertisement