Dynamic Watchlist Hub: May 10, 2026

10 Best Movies Like Sweet Oblivion

If you loved Sweet Oblivion, 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 Sweet Oblivion.

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#1
The Baltimorons

The Baltimorons

2025★ 6.2

Why watch this? A perfect follow-up to Sweet Oblivion 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....

#2
Camille

Camille

2008★ 6.2

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

A twisted honeymoon adventure about a young couple on their way to Niagara Falls....

#3
Numb

Numb

2007★ 5.9

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

Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink,...

#4
Sidewalks of New York

Sidewalks of New York

2001★ 6.0

Why watch this? A perfect follow-up to Sweet Oblivion 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
Jack Goes Boating

Jack Goes Boating

2010★ 6.0

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

A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered on two working-class New York City couples....

#6
Mumford

Mumford

1999★ 6.5

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

When a would-be psychologist, curiously named Dr. Mumford, comes to the idyllic town of the same name and offers his talent for listening and a disarming frankness, the town's quir...

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