Dynamic Watchlist Hub: May 10, 2026

10 Best Movies Like Dating the Delaneys

If you loved Dating the Delaneys, 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 Dating the Delaneys.

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#1
The 27-Hour Day

The 27-Hour Day

2021★ 7.1

Why watch this? A perfect follow-up to Dating the Delaneys for fans of TV Movie & Comedy & Romance. It captures a similar light-hearted atmosphere.

An entrepreneur takes a necessary break from developing her wellness brand empire and discovers that the work-life balance she needs won’t be easy. Will a new romance and relaxing ...

#2
October Kiss

October Kiss

2015★ 6.5

Why watch this? A perfect follow-up to Dating the Delaneys for fans of TV Movie & Comedy & Romance. It captures a similar light-hearted atmosphere.

Poppy Summerall is hired near Halloween as a temporary nanny by Ryan Lawson, a widowed, work-obsessed executive. Through a series of adventures, the eternally optimistic Poppy sets...

#3
Paris, Wine & Romance

Paris, Wine & Romance

2019★ 6.9

Why watch this? A perfect follow-up to Dating the Delaneys for fans of TV Movie & Romance. It captures a similar heartwarming atmosphere.

Isabella is the ambitious new owner of her family’s Oregon winery whose dream of becoming world-renowned takes a big step forward when she enters a prestigious wine competition in ...

#4
As Luck Would Have It

As Luck Would Have It

2021★ 6.6

Why watch this? A perfect follow-up to Dating the Delaneys for fans of TV Movie & Comedy & Romance. It captures a similar light-hearted atmosphere.

When Lindsey travels to Ireland to acquire land that is perfect for a resort, she decides to enter the town's matchmaking festival to prove her investment—and win over a handsome l...

#5
Romance in Style

Romance in Style

2022★ 6.5

Why watch this? A perfect follow-up to Dating the Delaneys for fans of TV Movie & Comedy & Romance. It captures a similar light-hearted atmosphere.

Ella's unique designs inspire publishing mogul Derek to include plussized fashion in his magazine. It's not long before Derek realizes that Ella's influence reaches far beyond the ...

#6
Winter Castle

Winter Castle

2019★ 6.8

Why watch this? A perfect follow-up to Dating the Delaneys for fans of TV Movie & Comedy & Romance. It captures a similar light-hearted atmosphere.

When Jenny attends her sister’s winter wedding at an ice hotel, her heart melts over the best man, the problem is he unexpectedly brings a “plus one,” seemingly dashing her hopes f...

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