Movies like Masquerade (2000)
The best movies like Masquerade (2000) are 'Tis the Season to be Merry (2021), Emma (1996) and Anything for Love (2016). If Masquerade hooked you with its romance and drama, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedVoicemails for Isabelle (2026)8.3/10 from 1,047 votes
- NewestVoicemails for Isabelle (2026)Released 2026
'Tis the Season to be Merry (2021)
Looking for a fresh angle to her book on relationships, Merry heads to snow-covered Vermont. She finds a new perspective and Christmas cheer with charismatic aid worker Chris.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisEmma (1996)
Emma Woodhouse is a congenial young lady who delights in meddling in other people’s affairs. She is perpetually trying to unite men and women who are utterly wrong for each other. Despite her interest in romance, Emma is clueless about her own feelings, and her relationship with gentle Mr. Knightley.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisAnything for Love (2016)
Katherine, a high-powered executive who believes men are intimidated by her career, is persuaded by her friend to create an internet dating profile claiming she is an executive assistant.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisVoicemails for Isabelle (2026)
A young woman's hilariously confessional voicemails to her late sister are unknowingly redirected to a stranger, who begins to fall in love from afar.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Absolute CinemaMovies like thisHitch (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 it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisWhich Brings Me to You (2023)
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like this(500) Days of Summer (2009)
Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to figure out where their love affair went sour, and in doing so, Tom rediscovers his true passions in life.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisA 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
SnoozefestMovies like thisChristmas 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
SnoozefestMovies like thisChristmas in Evergreen (2017)
Allie, a veterinarian in Evergreen, reluctantly will spend Christmas with her long-distance boyfriend. Bound for the airport, she has engine trouble, and Ryan, headed to Florida with his daughter Zoe, stops to help. Sure they won’t meet again, they ignore their attraction, and part ways. At the diner, Zoe wishes on a snow globe, and a storm seems to grant her wish.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisBridget Jones: Mad About the Boy (2025)
Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just maybe – her son's science teacher.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLove Jones (1997)
Darius Lovehall is a young black poet in Chicago who starts dating Nina Moseley, a beautiful and talented photographer. While trying to figure out if they've got a "love thing" or are just "kicking it," they hang out with their friends, talking about love and sex. Then Nina tests the strength of Darius' feelings and sets a chain of romantic complications into motion.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisGoing the Distance (2010)
Erin and Garrett are very much in love. When Erin moves to San Francisco to finish her journalism degree and Garrett stays behind in New York to work in the music industry, they gamely keep the romance alive with webcams and frequent-flyer miles. But just when it seems the lovers will soon be reunited, they each score a big break that could separate them for good.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisA California Christmas: City Lights (2021)
Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisPlaying It Cool (2014)
A young man meets and instantly falls in love with an engaged woman.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisYou've Got Mail (1998)
Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisNewness (2017)
In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisThe 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.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisYour Place or Mine (2023)
When best friends and total opposites Debbie and Peter swap homes for a week, they get a peek into each other's lives that could open the door to love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisA Woman Under the Influence (1974)
Mabel Longhetti, desperate and lonely, is married to a Los Angeles municipal construction worker, Nick. Increasingly unstable, especially in the company of others, she craves happiness, but her extremely volatile behavior convinces Nick that she poses a danger to their family and decides to commit her to an institution for six months. Alone with a trio of kids to raise on his own, he awaits her return, which holds more than a few surprises.
Why it matches: Recommended by TMDB viewers · both drama & romance
Worth the HypeMovies like thisHigh Fidelity (2000)
After his long-time girlfriend dumps him, a thirty-year-old record store owner seeks to understand why he is unlucky in love while recounting his "top five breakups of all time".
Why it matches: Similar story and style · both drama & comedy
Worth the HypeMovies like thisIn My Dreams (2015)
Natalie and Nick are frustrated with their luck in romance. After tossing coins into a fountain, the two then begin dreaming about each other. But, according to fountain mythology, they only have a week to turn those dreams into reality.
Why it matches: Similar story and style · both romance & drama
Popcorn FlickMovies like thisAmélie (2001)
At a tiny Parisian café, the adorable yet painfully shy Amélie accidentally discovers a gift for helping others. Soon Amelie is spending her days as a matchmaker, guardian angel, and all-around do-gooder. But when she bumps into a handsome stranger, will she find the courage to become the star of her very own love story?
Why it matches: Similar story and style · both comedy & romance
Absolute CinemaMovies like thisAriel (1988)
A Finnish man goes to the city to find a job after the mine where he worked is closed and his father commits suicide.
Why it matches: Similar story and style · both drama & romance
Worth the HypeMovies like thisLove Advice from the Great Duke of Hell (TBA)
Paul, a hapless high schooler madly in love with the girl next door, mistakenly summons The Great Duke of Hell, Astaroth. In exchange for his love interest's heart, Paul offers his soul. However, Astaroth turns out to be just as clueless as Paul in the art of love.
Why it matches: Similar story and style · both comedy & romance
Pretty Woman (1990)
Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!
Why it matches: Similar story and style · both romance & comedy
Worth the HypeMovies like thisReggie (2019)
When mild-mannered slasher Reggie is recognized while on the job, his entire way of life is changed forever.
Why it matches: Similar story and style · both comedy & romance
Barton Fink (1991)
A renowned New York playwright is enticed to California to write for the movies and discovers the hellish truth of Hollywood.
Why it matches: Similar story and style · both comedy & drama
Worth the HypeMovies like thisNight on Earth (1991)
A quintet of cabbies in five cities and their remarkable fares on the same eventful night.
Why it matches: Similar story and style · both comedy & drama
Worth the HypeMovies like thisJackie Brown (1997)
Jackie Brown is a flight attendant who gets caught in the middle of smuggling cash into the country for her gunrunner boss. When the cops try to use Jackie to get to her boss, she hatches a plan — with help from a bail bondsman — to keep the money for herself.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Masquerade?
The closest matches to Masquerade are 'Tis the Season to be Merry (2021), Emma (1996) and Anything for Love (2016). Below are 27 more, each with the reason it matches.
What should I watch after Masquerade?
Start with 'Tis the Season to be Merry (2021), the closest match to Masquerade.
What is the highest-rated movie like Masquerade?
Voicemails for Isabelle (2026), rated 8.3/10 by 1,047 TMDB users.
What is the newest movie like Masquerade?
Voicemails for Isabelle (2026) is the most recent release on this list.
Are there English movies like Masquerade?
Yes: 'Tis the Season to be Merry (2021), Emma (1996) and Anything for Love (2016).
How are movies similar to Masquerade chosen?
First come films that Trakt’s viewers watch alongside Masquerade, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.