Movies like Wishing Lollipop (2023)
The best movies like Wishing Lollipop (2023) are Holiday Date (2019), Every Day (2018) and Taking a Shot at Love (2021). If Wishing Lollipop hooked you with its romance, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedVertigo (1958)8.1/10 from 6,622 votes
- NewestJune and John (2025)Released 2025
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.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisEvery Day (2018)
16-year old Rhiannon falls in love with a mysterious spirit named “A” that inhabits a different body every day. Feeling an unmatched connection, Rhiannon and “A” work each day to find each other, not knowing what the next day will bring.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisTaking a Shot at Love (2021)
Former professional ballet dancer Jenna works with NHL star Ryan Cooper to help him recover from an injury using ballet as therapy, and as they grow close, he helps her mend her injured heart. But when it’s time for Ryan to return to the ice and leave Jenna and her small, Connecticut town, they both must consider the paths they want to take and just maybe, love will find its way.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies 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 · both romance
Popcorn FlickMovies like thisNostalgic Christmas (2019)
When Anne helps her father close the family's toy store, what she finds will help inspire an entire town that is need of some Christmas cheer.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisThe Matchmaker's Playbook (2018)
After a career-ending accident, former NFL recruit Ian Hunter is back on campus, and he's putting his extensive skills with women to work as one of the masterminds behind a successful and secretive dating service. But when Blake Olson requests the services of Wingmen, Inc., Ian may have landed his most hopeless client yet. As Blake begins the transformation from hot mess to smokin' hot, Ian realizes he's in danger of breaking his cardinal rule....
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisSailing 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 thisGhost (1990)
After a young man is murdered, his spirit stays behind to warn his lover of impending danger, with the help of a reluctant psychic.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisSafe Haven (2013)
A young woman with a mysterious past lands in Southport, North Carolina where her bond with a widower forces her to confront the dark secret that haunts her.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisAttraction (2001)
A writer/radio advice show host fails to heed his own advice as he stalks his ex-girlfriend and then becomes involved with an actress friend of hers.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisThe Irresistible Blueberry Farm (2016)
Ellen Branford, a high-powered attorney, finds love, purpose, and the promise of a simpler life when she sets off on a journey to fulfill her grandmother’s dying wish – to find the hometown boy she once loved and give him her last letter. Based on a book by Mary Simses.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisGabriel's Rapture: Part III (2022)
In the sixth installment of the Gabriel's Inferno series, Julia deals with the aftermath of Gabriel's departure, while Gabriel goes on a journey of self-discovery. Will they reunite and be able to repair what is broken?
Why it matches: Recommended by TMDB viewers · both romance
Absolute CinemaMovies like thisChateau Christmas (2020)
Margot, a world-renowned pianist, returns to Chateau Newhaus to spend the holidays with her family and is reunited with an ex who helps her rediscover her passion for music.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisIt Was Always You (2021)
Elizabeth's engagement plans are thrown into disarray when her fiancée's free-spirited brother David returns home. David's unexpected influence prompts Elizabeth to question her life decisions.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisVertigo (1958)
A retired San Francisco detective suffering from acrophobia investigates the strange activities of an old friend's wife, all the while becoming dangerously obsessed with her.
Why it matches: Recommended by TMDB viewers · both romance
Absolute CinemaMovies like thisSharing Christmas (2017)
A real estate developer is given the opportunity of his career to transform an old shopping complex into a prime location. Unfortunately, there is one tenant who is holding out—the Christmas shop owner he met by happenstance just days ago.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA Christmas to Remember (2016)
A harsh TV personality, Jennifer, needs a break from her own life, so she hops into a car and drives to a small town mountain retreat. On her way there a blizzard veers off the road and she crashes. When she comes to she has complete amnesia and a friendly passerby takes her in. As time passes she still doesn’t remember who she is and the friendly passerby, a widower himself with three kids, assimilates her into his family. But as she slowly starts remembering who she is, she prefers the new life she’s built in the small town.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisThe Christmas Cottage (2017)
When Lacey takes a rare break from work for her friend Ava's Christmas Eve wedding, she reconnects with her former flame, Ean. The two decorate the cottage where the newlyweds will spend their honeymoon – a cottage said to bring true love to anyone who stays there – and feel their chemistry return.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisJune and John (2025)
John leads an ordinary life with a monotonous routine. One day John runs into a woman on the subway who is as beautiful as she is mysterious named June. His encounter with her finally leads him to have a goal in his bumptious life.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisLove and Sunshine (2019)
Ally Craig has been fostering retired military dog, Sunshine, as she recovers from a broken engagement. But sparks fly again when Sunshine's military partner, Jake Terry, returns to claim the dog.
Why it matches: Recommended by TMDB viewers · both romance
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Frequently asked questions
What are the best movies like Wishing Lollipop?
The closest matches to Wishing Lollipop are Holiday Date (2019), Every Day (2018) and Taking a Shot at Love (2021). Below are 17 more, each with the reason it matches.
What should I watch after Wishing Lollipop?
Start with Holiday Date (2019), the closest match to Wishing Lollipop.
What is the highest-rated movie like Wishing Lollipop?
Vertigo (1958), rated 8.1/10 by 6,622 TMDB users.
What is the newest movie like Wishing Lollipop?
June and John (2025) is the most recent release on this list.
How are movies similar to Wishing Lollipop chosen?
First come films that Trakt’s viewers watch alongside Wishing Lollipop, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.