Dynamic Watchlist Hub: May 16, 2026

10 Best Movies Like Cupids on Beacon Street

If you loved Cupids on Beacon Street, 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 Cupids on Beacon Street.

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#1
All Things Valentine

All Things Valentine

2016★ 5.9

Why watch this? A perfect follow-up to Cupids on Beacon Street for fans of Comedy & Romance & TV Movie. It captures a similar light-hearted atmosphere.

Avery, a blogger with a string of disappointing Valentine’s Days, is ready to give up on love when she meets handsome veterinarian Brenden. When Avery finds out Brenden blames his ...

#2
The 27-Hour Day

The 27-Hour Day

2021★ 7.1

Why watch this? A perfect follow-up to Cupids on Beacon Street for fans of Comedy & Romance & TV Movie & Family. 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 ...

#3
My Secret Valentine

My Secret Valentine

2018★ 6.4

Why watch this? A perfect follow-up to Cupids on Beacon Street for fans of Romance & TV Movie. It captures a similar heartwarming atmosphere.

A young woman takes advice from the chalkboard notes that her mysterious house rental tenant leaves when a slick sales rep arrives with plans to buy her family’s prized winery....

#4
Cooking with Love

Cooking with Love

2018★ 6.4

Why watch this? A perfect follow-up to Cupids on Beacon Street for fans of Comedy & Romance & TV Movie. It captures a similar light-hearted atmosphere.

Optimistic and cheerful TV producer, Kelly, doesn’t have time for love. Bad boy celebrity chef, Stephen, doesn’t have time for anything besides cooking. Fun with a side of love ens...

#5
Winter Castle

Winter Castle

2019★ 6.8

Why watch this? A perfect follow-up to Cupids on Beacon Street for fans of Comedy & Romance & TV Movie. 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...

#6
Love on the Slopes

Love on the Slopes

2018★ 6.4

Why watch this? A perfect follow-up to Cupids on Beacon Street for fans of Comedy & Romance & TV Movie. It captures a similar light-hearted atmosphere.

NYC-based copy editor, Alex, is sent to Ridgeline Resort, an extreme sports outpost, to write a story for a travel writing competition. At first, she fails at everything – much to ...

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