NoBadPicks

Movies Like Winter Love Story

If you loved Winter Love Story's Romance and TV Movie storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.

Top Picks

A Valentine's Match
7.0

A Valentine's Match

2020

Fired from her job as a reality TV host, Natalie returns home for Valentine's Day, only to find herself running the town festival's auction with her ex-fiancé thanks to two scheming mothers.

Bad Date Chronicles
6.2

Bad Date Chronicles

2017

Leigh runs the website "Bad Date Chronicles," which allows people to anonymously post horrible date experiences. When rival blogger Conner becomes the subject of one of her posts, they agree to date each other to see which one is the "bad dater."

Finding Christmas
6.4

Finding Christmas

2013

Single mother Ryan has just about given up on dating after her divorce, happily accepting her young son as the most important man in her life. That all changes when Ryan's brother Owen, also feeling unlucky in love after a bad breakup, swaps his home in their small North Carolina town with New York City adman Sean.

Holiday Date
6.5

Holiday Date

2019

When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.

Sailing Into Love
6.9

Sailing Into Love

2019

A biology teacher’s crusade to save a nearby island from development leads to unexpected romance with the handsome and mysterious young sea captain who is new to the seaside town of Willow Bay.

Sister of the Bride
6.5

Sister of the Bride

2019

After only 6 months of dating, Stephanie and Ben get engaged and are delighted to share the news. However, they hit a road bump when Stephanie’s parents show concern that the couple has moved too fast.

As Luck Would Have It
6.5

As Luck Would Have It

2021

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 local.

Hello, Goodbye, and Everything in Between
6.2

Hello, Goodbye, and Everything in Between

2022

Clare and Aidan make a pact to break up before college — no regrets, no broken hearts. But will one epic goodbye date offer them a last chance at love?

More Movies Like Winter Love Story

The Secret: Dare to Dream
7.3

The Secret: Dare to Dream

2020

A widow with three children hires a handyman to fix her house during a major storm. When not doing home repairs, he shares his philosophy of believing in the power of the universe to deliver what we want.

Beauty and the Billionaire
7.1

Beauty and the Billionaire

2022

Addison travels with a picky billionaire as an assistant in her brother's place so he doesn't lose his job. She clashes with the billionaire until both start to see more in each other than they thought.

Stranded in Paradise
5.9

Stranded in Paradise

2014

When a driven HR exec loses her high-powered job, she travels to Puerto Rico in an attempt to save her career at a business conference. But as the trip quickly becomes a disaster and a hurricane shuts down the whole island, she meets a handsome world traveler who gives her a new perspective on finding passion in life and love.

An Autumn Romance
7.1

An Autumn Romance

2021

When librarian Taylor Harris suddenly loses her job, she decides to visit her brother in a small town in Montana. There, she gets involved in the fight to help save her brother's hotel from tycoon Joel Sheenan, who wants to renovate it.

The Wrong Paris
6.7

The Wrong Paris

2025

Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

Northanger Abbey
6.8

Northanger Abbey

2007

A young woman's penchant for sensational Gothic novels leads to misunderstandings in the matters of the heart.

Runaway Romance
6.8

Runaway Romance

2018

When she’s written out of her show, her relationship and her seemingly perfect life, reality TV star Ann Stanway leaves Hollywood and finds herself marooned in Amish country. But when Ann is taken in by the owner of a nearby Inn, and meets a handsome young architect, she discovers that the reality she left isn’t nearly as perfect as the one she’s found.

Home for Christmas Day
5.9

Home for Christmas Day

2017

Jane is a single mother dead set on protecting her teenage daughter Betsy from the harsh realities of life. When Betsy falls in love with an enlisted man, Jane tries her best to steer Betsy away from heartache. Little does Jane realize she and her daughter are about to learn important lessons of the heart and that taking chances can sometimes lead to the most extraordinary happy endings.

A Christmas Princess
6.1

A Christmas Princess

2019

A struggling chef living in a trendy New York borough, Jessica took over a small restaurant where she used to work as a waitress, but it’s growing tough to make ends meet. Prince Jack, who’s in the city for his family’s annual Christmas charity dinner, finds himself in need of a last-minute chef for the royal event when he meets Jessica. As their relationship evolves and a romance blooms, so do the obstacles. But as the event arrives, she decides to go through with the dinner, and may just get the best Christmas present of all… love.

Rome in Love
6.3

Rome in Love

2019

An unknown actress lands the role of a lifetime in Rome. Paired with an American journalist writing a profile, she will discover surprises about love and life in the eternal city.

Lovely, Still
6.6

Lovely, Still

2009

A holiday fable that tells the story of an elderly man discovering love for the first time.

Hitch
6.6

Hitch

2005

Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.

Why These Movies Are Similar

These recommendations share core qualities with Winter Love Story (2019): Romance and TV Movie themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of Winter Love Story.

See full details for Winter Love Story (2019)

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