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Movies like A Winning Team (2023)

The best movies like A Winning Team (2023) are As Luck Would Have It (2021), A Merry Christmas Wish (2022) and The Enchanted Christmas Cake (2021). If A Winning Team hooked you with its tv movie and comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  2. A Merry Christmas Wish (2022)

    Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event, which is being held in the farm’s sprawling barn. Aware that her Manhattan boyfriend is anxious for her to return to the city so the pair can jet off to a previously planned holiday on the beach, Janie begins to feel an unexpected emotional tug about living life in a more authentic, meaningful way.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  3. The Enchanted Christmas Cake (2021)

    Gwen recently lose her grandmother and she is struggling to run their bakery and regain the Christmas spirit, and figure out her grandmother's magical recipe for the town's legendary Enchanted Christmas Cake.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  4. Christmas at the Drive-In (2022)

    Sadie Walker is starting over in her hometown of Chesterfield, New York, following a series of major life disruptions that include leaving her law practice after losing her biggest case and no longer being engaged.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  5. A Prince in Paradise (2023)

    Olivia, struggling with writer's block after a break up, takes a tropical holiday in hope of some inspiration and meets Prince Alexander, who needs some distance from his duty to marry royalty.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Worth the HypeMovies like this
  6. Marrying Mr. Darcy (2018)

    Schoolteacher Elizabeth Scott and businessman/philanthropist Donovan Darcy are blissfully in love and newly engaged. As the weeks fly by and the arrangements for their small autumn wedding grow more elaborate and Donovan, wrapped up in his work, is increasingly unavailable. Reminded yet again of their tremendous differences in background and temperament, Elizabeth can’t help but ask herself: should she marry Mr. Darcy?

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  7. Surprised by Love (2015)

    The story of a young businesswoman who tries to convince her uptight parents to accept her current boyfriend and instead finds herself falling for an old high school flame.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  8. Her Pen Pal (2021)

    Event planner Victoria can’t wait to attend –- and plan –- her best friend’s wedding in Paris. But when she finds out her ex is bringing a date, Victoria reconnects with her French childhood pen pal.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  9. Catering Christmas (2022)

    A fledgling caterer, Molly Frost, is hired by Jean Harrison, the perfectionistic director of the renowned Harrison Foundation, to cater this year’s annual Christmas Gala dinner. Things get complicated when Molly falls for Jean’s nephew, Carson, 30s, a travel photographer with no desire to take over the family’s foundation… until his aunt assigns him to the task of making sure the catered dinner goes perfectly.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  10. A Kindhearted Christmas (2021)

    Jamie owns a sightseeing and tour company in the small town of Cooperville, New York. Navigating the holidays with enthusiasm is trickier for Jamie since her husband Matt passed. Matt loved Christmas and found unparalleled joy in giving to others. While reminiscing with family, Jamie realizes the town desperately needs someone with Matt’s genius for thinking of the small gestures that bring genuine happiness to the holidays.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  11. Love on Harbor Island (2020)

    Interior designer Lily returns home to help her Aunt Maggie run her marina-side bed and breakfast when she meets Marcus, a handsome seaplane pilot whose work delivering rescue dogs helps Lily discover that home really is where the heart is

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  12. The Seven Year Hitch (2012)

    Jennifer and Kevin are childhood best friends who have lived together, platonically, as adults for many years. When Jennifer decides to marry her cheating, manipulative boyfriend, Bryce Kevin has to stop the wedding to protect her from making, what he believes is, a terrible mistake. With a little help from his brother and neighbor Kevin discovers that he and Jennifer are already legally married due to common law, having lived together for seven years and, as such, Jennifer can not marry Bryce.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  13. Same Time Next Week (2017)

    Sara deals with her grief by trying to complete her late husband’s bucket list. Injuring herself on one of the tasks leads her to meet Dr. Ryan. A widower himself, Ryan begins to help Sara complete the bucket list. The two get close and Sara doesn’t want to betray her husband’s memory, so she stops seeing Ryan. However, Ryan doesn’t give up and helps Sara realize that everyone deserves a second chance at love

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  14. Like Cats & Dogs (2017)

    Spencer is a cat person. Laura is a dog person. Spencer is headed to a beach town to work on his thesis. Laura is coming to the same beach town to escape the shambles of her life. Their personalities couldn’t be more different, but when a reservation screw up lands them – and their pets – in the same vacation rental house, they all have to figure out how to get along with each other.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  15. The Mistle-Tones (2012)

    Holly, blessed with an amazing singing voice, is all set to audition for the newly vacated spot in a legendary local Christmas group which was founded by her late mother years ago. Shocked and upset when the slot goes to the barely talented best friend of the group's leader, Marci, Holly sets out to create her own musical group, The Mistle-Tones. After challenging their rivals to a sing-off on Christmas Eve, Holly finds herself on a journey to the real meaning of Christmas with some new friends and a new love thrown in for good measure.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  16. My Favorite Wedding (2017)

    Potential Northwestern fellow Tess Harper lasers through her best friend's wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem - provided it's not her own. When she meets divorce lawyer and groom's best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  17. A Christmas Melody (2015)

    Kristin has just had to close her small Manhattan clothing boutique to return to her Ohio home town and live in her parents' former home. It's an adjustment for Kristin and her young daughter— especially when she runs into her former high school rival. Kristen and Emily struggle to find their new normal with the help of the hunky local music teacher.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  18. 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.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  19. Secret Millionaire (2018)

    When a bored millionaire (Steve Lund) is mistaken for a parking attendant by a beautiful girl (Siobhan Williams) who is protesting against his family’s intention of closing a local park, he uses the misunderstanding to get to know her better.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  20. Love in Winterland (2020)

    Ally, a final contestant on a dating show, must face her high school sweetheart when she is chosen for the Hometown Date.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this

Like A Winning Team and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like A Winning Team?

The closest matches to A Winning Team are As Luck Would Have It (2021), A Merry Christmas Wish (2022) and The Enchanted Christmas Cake (2021). Below are 17 more, each with the reason it matches.

What should I watch after A Winning Team?

Start with As Luck Would Have It (2021), the closest match to A Winning Team.

What is the newest movie like A Winning Team?

A Prince in Paradise (2023) is the most recent release on this list.

Are there English movies like A Winning Team?

Yes: As Luck Would Have It (2021), A Merry Christmas Wish (2022) and The Enchanted Christmas Cake (2021).

How are movies similar to A Winning Team chosen?

First come films that Trakt’s viewers watch alongside A Winning Team, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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