All 3 One Winter Movies in Order


One Winter series is a Hallmark TV movie series that first premiered in 2018. The movie series is about a columnist named Cara who gets cheated on and decides to change her life. This change will turn her life upside down, and she will find love in the most unexpected way.

How many One Winter movies are there?

There are three TV movies in the One Winter series. The first movie in the One Winter series, called One Winter Weekend, premiered on January 20th, 2018. The success of this first movie resulted in two sequels. The first sequel came out on January 12th, 2019, and it was named One Winter Proposal. The third installment in the One Perfect Wedding series aired on April 3rd, 2021. The last movie isn’t called One Winter Wedding because it was delayed due to COVID and was released in spring.

One Winter movies in order (at a glance)

All three One Winter movies were directed by Greg Yates and written by Erinne Dobson. Winter is a theme throughout all three movies, so it is logical that all three movies were filmed in Canada. Let’s put One Winter movies in order at a glance:

  1. One Winter Weekend (2018)
  2. One Winter Proposal (2019)
  3. One Perfect Wedding (2021)

The main stars of the movie series are Taylor Cole, who plays the main protagonist, Cara, and Jack Turner as Ben who is Cara’s love interest. Other notable actors are Rukiya Bernard, Dewshane Williams, Kristen Harris, Bea Santos, Eugene Baffoe, and David Arial.


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Are One Winter movies connected? Do you need to watch them in a specific order?

All three One Winter movies are connected. They follow a linear timeline, so they should be watched by their release date.

What is the best way to watch One Winter movies?

The best way to watch the One Winter TV movie series is by release date. These movies follow a story of a young woman Cara who falls in love in the first movie, gets engaged in the second, and is married in the third movie. To best follow the love story that is developing in these movies, you should watch them in the order they came out.

One Winter movies in order (by release date)

1. One Winter Weekend (2018)


Director: Gary Yates
Writer: Erinne Dobson
Release Date:  Jan 20, 2018
Runtime: 1h 24m

Synopsis: Cara Reneau is a successful relationship columnist for Mallory, an online women’s magazine based in Seattle. Her life comes crumbling down when she catches her boyfriend cheating on New Year’s Eve. So, Car decides to go on what she calls a “dating detox.” Her boss urges her to write about this terrible experience. Plus, she decides to go on a snowboarding weekend with her best friend Megan. As luck would have it, Megan and Cara find themselves in an awkward situation due to double booking. Their chalet at Clara Lake is occupied by a doctor named Sean and his friend Ben. Megan and Sean hit it off immediately, but Cara and Ben can’t get on the same page. One thing leads to another, and Cara and Ben start to fall in love.

2. One Winter Proposal (2019)


Director: Gary Yates
Writer: Eric Brooks, Erinne Dobson
Release Date: Jan 12, 2019
Runtime: 1h 24m

Synopsis: Cara Reneau and Ben Livingston have been in love for a year. Ben decided to rent out the same chalet at Clara Lake for their anniversary. Ben and Cara managed to maintain their long-distance relationship, but the same can’t be said for Megan and Sean. On this vacation, Cara and Ben set out on a mission to bring their friends back together. Even though this is a vacation, Cara has to go through and approve the final mock-up of her mystery novel before it’s published. While Ben has a meeting with a potential investor to get his new snowboard company off the ground. To make things better Ben is planning a grand romantic proposal. Will this be the start of their happy end?

3. One Perfect Wedding (2021)

one perfect wedding

Director: Gary Yates
Writer: Elysse Applebaum, Erinne Dobson
Release Date: Apr 3, 2021
Runtime: 1h 24m

Synopsis: Ben Livingston, CEO of Charmed, a successful snowboarding equipment manufacturer, and mystery novelist Cara Reneau are planning a Rome destination wedding. But, it becomes clear very fast that their busy schedules won’t allow this. So the only logical thing to do is take the wedding to where it all began, Clara Lake. Megan and Sean’s relationship is on the right track as well as Sean decides to make an elaborate proposal with Ben’s help to surprise Megan. It looks like everything is shaping up for this to be one perfect wedding. The only thing that casts a shadow on Cara and Ben’s love lives is their respective work lives.


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Where to watch One Winter movies?

One Winter Weekend, One Winter Proposal, and One Perfect Wedding can be caught on the Hallmark Movies & Mysteries channel as reruns. If you miss the movies there, you can always find them on Hallmark Channel Everywhere for free if you have a cable TV log-in. The last option is to rent or purchase the One Winter movies on Amazon.

Will there be more One Winter movies?

At this moment, there are no plans for a new entry in the One Winter franchise. This series came full circle with the last movie, One Perfect Wedding. This series was certainly a phenomenon because it was originally planned as a stand-alone movie, and because it was so well received by the audience, it spun off a who series. So, we can’t say the future of this Hallmark winter romance movie series.

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