Movies like Cupcakes and Wine (2008)
The best movies like Cupcakes and Wine (2008) are Autumn in the Vineyard (2016), Sideways (2004) and You, Me & Tuscany (2026). If Cupcakes and Wine hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedA Walk in the Clouds (1995)7.4/10 from 1,168 votes
- NewestYou, Me & Tuscany (2026)Released 2026
Autumn in the Vineyard (2016)
When Frankie Baldwin and Nate Deluca both have a claim to ownership of Sorrento Farm, they are forced to divide the vineyard right down the middle and work the fields alongside each other to bring in the harvest leading up to the Best Wine competition at the annual Autumn Harvest Festival -- only this rivalry won't be settled in the fields, because in spite of their contentious bickering, the simplest way to settle this particular legal dispute is with a romance.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSideways (2004)
Two middle-aged men embark on a spiritual journey through Californian wine country. One is an unpublished novelist suffering from depression, and the other is only days away from walking down the aisle.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisYou, Me & Tuscany (2026)
When a woman crashes at an empty Italian villa, posing as the owner's fiancée, she discovers an unexpected romance that could transform her life.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisBottle Shock (2008)
Paris-based wine expert Steven Spurrier heads to California in search of cheap wine that he can use for a blind taste test in the French capital. Stumbling upon the Napa Valley, the stuck-up Englishman is shocked to discover a winery turning out top-notch chardonnay. Determined to make a name for himself, he sets about getting the booze back to Paris.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFrench Girl (2024)
Sweet Gordon, an affable English teacher in Brooklyn, has beaten the odds; a French Girl has fallen in love with him and he’s fallen even harder back. But their future is thrown into limbo when she interviews for an executive chef position in her hometown of Quebec City. To Gordon’s dismay her future boss also happens to be her former lover, a celebrity Chef with oceanic eyes and a hit TV show. Good luck Gordon.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAll of My Heart: Inn Love (2017)
Brian and Jenny are preparing for the grand opening of their bed and breakfast, Emily's Country Inn, when a big storm hits Buck County. Brian agrees to go back to Wall Street to boost their funds, while Jenny scrambles to keep the opening on track.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBeverly Hills Chihuahua 2 (2011)
Puppy mayhem turns the lives of newlywed Chihuahua parents Papi and Chloe upside down when their rambunctious, mischievous puppies present one challenge after another. But when their human owners end up in trouble, the tiny pups will stop at nothing to save them - because in good times and hard times, the family always sticks together. So Papi, Chloe and the puppies embark on a heroic adventure, proving once again that big heroes come in small packages.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisEntourage (2015)
Movie star Vincent Chase, together with his boys, Eric, Turtle and Johnny, are back…and back in business with super agent-turned-studio head Ari Gold. Some of their ambitions have changed, but the bond between them remains strong as they navigate the capricious and often cutthroat world of Hollywood.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHerbie Fully Loaded (2005)
Maggie Peyton, the new owner of Number 53 - the free-wheelin' Volkswagen bug with a mind of its own - puts the car through its paces on the road to becoming a NASCAR competitor.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisCooking with Love (2018)
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 ensues as Kelly and Stephen are paired on a children's cooking show.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSour Grapes (2016)
Controversy erupts when an unassuming young man floods the American wine market with fake vintages valued in the millions, bamboozling the wine world elite, in this humorous and suspenseful tale of an ingenious con on the eve of the 2008 stock market crash.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisRoyal New Year's Eve (2017)
An aspiring fashion designer falls in love with her socialite client's prospective fiance, Prince Jeffrey.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisA Midsummer Night's Sex Comedy (1982)
A nutty inventor, his frustrated wife, a philosopher cousin, his much younger fiancée, a randy doctor, and a free-thinking nurse spend a summer weekend in and around a stunning - and possibly magical - country house.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisA Country Wedding (2015)
A famous country singer set to marry a glamorous Hollywood actress returns to his small town roots. When he crosses paths with his childhood sweetheart and finally feels inspired to write songs again he reevaluates his life, his values and his opinion of true love. As his wedding day approaches, he must decide if he has chosen the right woman to be his wife.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisParis, Wine & Romance (2019)
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 Paris. Upon arrival, Isabella meets her biggest competitor, Jacques, from one of the world’s foremost winemaking families. Impressed by Isabella and her expertise in wine, a budding romance develops between them.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisA Walk in the Clouds (1995)
World War II vet Paul Sutton falls for a pregnant and unwed woman who persuades him -- during their first encounter -- to pose as her husband so she can face her family.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisBand Aid (2017)
A couple who can't stop fighting embark on a last-ditch effort to save their marriage: turning their fights into songs and starting a band.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisIt's Complicated (2009)
Ten years after their divorce, Jane and Jake Adler unite for their son's college graduation and unexpectedly end up sleeping together. But Jake is married, and Jane is embarking on a new romance with her architect. Now, she has to sort out her life—just when she thought she had it all figured out.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMoxie (2021)
Inspired by her mom's rebellious past and a confident new friend, a shy 16-year-old publishes an anonymous zine calling out sexism at her school.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisRock-a-Bye Baby (1958)
An average television repairman must care for the newborn triplets of his former hometown sweetheart—now a famous movie star—so her career will not suffer.
Why it matches: Recommended by TMDB viewers
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Frequently asked questions
What are the best movies like Cupcakes and Wine?
The closest matches to Cupcakes and Wine are Autumn in the Vineyard (2016), Sideways (2004) and You, Me & Tuscany (2026). Below are 17 more, each with the reason it matches.
What should I watch after Cupcakes and Wine?
Start with Autumn in the Vineyard (2016), the closest match to Cupcakes and Wine.
What is the highest-rated movie like Cupcakes and Wine?
A Walk in the Clouds (1995), rated 7.4/10 by 1,168 TMDB users.
What is the newest movie like Cupcakes and Wine?
You, Me & Tuscany (2026) is the most recent release on this list.
Are there English movies like Cupcakes and Wine?
Yes: Autumn in the Vineyard (2016), Sideways (2004) and You, Me & Tuscany (2026).
How are movies similar to Cupcakes and Wine chosen?
First come films that Trakt’s viewers watch alongside Cupcakes and Wine, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.