Movies like Masquerade (1997)
The best movies like Masquerade (1997) are The Wedding Planner (2001), Houseboat (1958) and You, Me & Tuscany (2026). If Masquerade hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Masquerade
Quick picks
- Highest ratedMarty (1955)7.5/10 from 485 votes
- NewestOne Night Only (2026)Released 2026
The Wedding Planner (2001)
San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making their wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisHouseboat (1958)
An Italian socialite on the run signs on as housekeeper for a widower with three children.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies 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 thisMeet Me Next Christmas (2024)
On a quest to reconnect with the man of her dreams, Layla races across New York City to find a ticket to a sold-out Pentatonix Christmas Eve concert.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisUnder the Tuscan Sun (2003)
Frances Mayes, a 35-year-old professor and writer from San Francisco, decides to take a tour of Tuscany following a difficult divorce. After impulsively buying a run-down villa in the Italian countryside, she begins to piece her life back together in unexpected ways.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSweet Charity (1969)
Taxi dancer Charity continues to have faith in the human race despite apparently endless disappointments at its hands, and hope that she will finally meet the nice young man to romance her away from her sleazy life. Maybe, just maybe, handsome Oscar will be the one to do it.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMerrily We Live (1938)
Society matron Emily Kilbourne has a habit of hiring ex-cons and hobos as servants. Her latest find is a handsome tramp who shows up at her doorstep and ends up in a chauffeur's uniform. He also catches the eye of Geraldine.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisStealing Beauty (1996)
Lucy Harmon, an American teenager is arriving in the lush Tuscan countryside to be sculpted by a family friend who lives in a beautiful villa. Lucy visited there four years earlier and exchanged a kiss with an Italian boy with whom she hopes to become reacquainted.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLa Dolce Villa (2025)
When his daughter decides to buy a crumbling Tuscan villa, Eric rushes to Italy to talk her out of it — and instead finds beauty, romance and new purpose.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMarty (1955)
Marty, a butcher who lives in the Bronx with his mother, is unmarried at 34. Good-natured but socially awkward, he faces constant badgering from family and friends to get married but has reluctantly resigned himself to bachelorhood. He then meets Clara, an unattractive school teacher. Realising their emotional connection, Marty promises to call, but family and friends try to convince him not to.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisKiss Me, Stupid (1964)
While traveling home from Vegas, an amorous lounge singer named Dino gets conned by a local mechanic/songwriter into staying in town for the night. The mechanic's songwriting partner, Orville, offers Dino his home for overnight lodging and enlists a local waitress/call girl to pose as his wife in order to placate Dino's urges.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisOur Friend (2019)
After learning that his terminally ill wife has six months to live, a man welcomes the support of his best friend who moves into their home to help out.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisOne Night Only (2026)
Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLove in the Villa (2022)
A young woman takes a trip to romantic Verona, Italy, after a breakup, only to find that the villa she reserved was double-booked, and she'll have to share her vacation with a cynical British man.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Soloist (2009)
A Los Angeles journalist befriends a homeless Juilliard-trained musician, while looking for a new article for the paper.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Good Heart (2009)
Jacques is the curmudgeonly owner of a gritty New York dive bar that serves as home to a motley assortment of professional drinkers. Jacques is determinedly drinking and smoking himself to death when he meets Lucas, a homeless young man who has already given up on life. Determined to keep his legacy alive, Jacques deems Lucas is a fitting heir and takes him under his wing.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAvanti! (1972)
A successful businessman travels to Italy to arrange for the return of his tycoon father's body, only to learn that dear old dad died with his longtime mistress.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLove, Weddings & Other Disasters (2020)
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMr. Church (2016)
A unique friendship develops when a little girl and her dying mother inherit a cook - Mr. Church. What begins as an arrangement that should only last six months, instead spans fifteen years.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Upside (2019)
Phillip is a wealthy quadriplegic who needs a caretaker to help him with his day-to-day routine in his New York penthouse. He decides to hire Dell, a struggling parolee who's trying to reconnect with his ex and his young son. Despite coming from two different worlds, an unlikely friendship starts to blossom.
Why it matches: Recommended by TMDB viewers
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 The Wedding Planner (2001), Houseboat (1958) and You, Me & Tuscany (2026). Below are 17 more, each with the reason it matches.
What should I watch after Masquerade?
Start with The Wedding Planner (2001), the closest match to Masquerade.
What is the highest-rated movie like Masquerade?
Marty (1955), rated 7.5/10 by 485 TMDB users.
What is the newest movie like Masquerade?
One Night Only (2026) is the most recent release on this list.
Are there English movies like Masquerade?
Yes: The Wedding Planner (2001), Houseboat (1958) and You, Me & Tuscany (2026).
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.