Dynamic Watchlist Hub: Jan 30, 2026

10 Best Movies Like How to Lose a Guy in 10 Days

If you loved How to Lose a Guy in 10 Days, 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 Lose a Guy in 10 Days.

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#1
The Wedding Planner

The Wedding Planner

2001★ 5.9

Why watch this? A perfect follow-up to How to Lose a Guy in 10 Days for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest cl...

#2
Failure to Launch

Failure to Launch

2006★ 5.8

Why watch this? A perfect follow-up to How to Lose a Guy in 10 Days for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

At 35, Tripp has an interesting job, a hip car, a passion for sailing, an active dating life, and a great house - trouble is, he still lives with his parents, Al and Sue, who are n...

#3
Fool's Gold

Fool's Gold

2008★ 5.8

Why watch this? A perfect follow-up to How to Lose a Guy in 10 Days for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Treasure hunter Ben "Finn" Finnegan has sunk his marriage to Tess and his trusty boat in his obsessive quest to find the legendary Queen's Dowry. When he finds a vital clue that ma...

#4
Bride Wars

Bride Wars

2009★ 6.3

Why watch this? A perfect follow-up to How to Lose a Guy in 10 Days for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Two best friends become rivals when their respective weddings are accidentally booked for the same day....

#5
Maid in Manhattan

Maid in Manhattan

2002★ 6.1

Why watch this? A perfect follow-up to How to Lose a Guy in 10 Days for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Marisa Ventura is a struggling single mom who works at a posh Manhattan hotel and dreams of a better life for her and her young son. One fateful day, hotel guest and senatorial can...

#6
Miss Congeniality

Miss Congeniality

2000★ 6.5

Why watch this? A perfect follow-up to How to Lose a Guy in 10 Days for fans of Comedy. It captures a similar light-hearted atmosphere.

When the local FBI office receives a letter from a terrorist known only as 'The Citizen', it's quickly determined that he's planning his next act at the Miss America beauty pageant...