Movies Like Winter Holidays

If you liked Winter Holidays (1959), a comedy movie directed by Camillo Mastrocinque, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
29th Street (1991)
★ 6.9/10Also comedy
After winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.
2
Totòtruffa '62 (1961)
★ 7.6/10Also comedy
Antonio, a former variety actor, keeps his daughter in an excellent boarding school by organizing small scams with his friend and colleague Felice. Commissioner Malvasia good-naturedly persecuted him. When their…
3
Goodnight, Ladies and Gentlemen (1976)
★ 6.7/10Also comedy
An episodic satire of the political and social status of Italy in the seventies, through the shows of one day of a television channel.
4
The Birds, the Bees and the Italians (1966)
★ 7.2/10Also comedy
An anthology presents three storylines, all set in the Italian town of Treviso: A husband pretends to be impotent as a cover for having an affair; a bank clerk abandons his wife for his mistress, but the rest of the…
5
The Widower (1959)
★ 7.4/10Also comedy
Alberto Nardi is a Roman businessman who fancies himself a man of great capabilities, but whose factory teeters perennially on the brink of catastrophe. Alberto is married to a rich and successful businesswoman from…
6
Serafino (1968)
★ 6/10Also comedy
Serafino, a young and innocent shepherd, inherits a huge fortune. He immediately starts spending the entire sum on presents for his friends, causing the envy of his family.
7
Ma che bella sorpresa (2015)
★ 5.9/10Also comedy
High school professor Guido is a hopeless romantic whose life falls apart after his girlfriend leaves him. Paolo, a former student of his, helps him in getting out of his depression for a better chance to become a PE…
8
Eddie Izzard: Circle (2002)
★ 7.6/10Also comedy
Town Hall, New York City, 26 June 2000. An evening with Eddie Izzard in which she moves back and forth in time, with religion as the loose but constant theme.
9
Complexes (1965)
★ 7/10Also comedy
In the first episode, Quirino tries to conquer co-worker Gabriella. In the second episode, Prof. Beozi ends up in a raid of the police in a local for homosexuals when trying to avoid a scandal. In the third episode…
10
Ignorance Is Bliss (2017)
★ 5.8/10Also comedy
Ernesto and Filippo, two high school teachers, couldn’t be more different: Filippo is a cheerful liberal who is constantly online. Handsome and youthful, he is a serial seducer on the social networks. Ernesto, instead…
11
Totò, Peppino e le fanatiche (1958)
★ 6.6/10Also comedy
A psychiatric-clinic medical director runs some tests on two patients, the Ragionier Antonio Vignanelli and Cavalier Peppino Caprioli, so they must retrieve some memories of family life in order to understand their…
12
Jackass Presents: Bad Grandpa (2013)
★ 6.2/10Also comedy
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
13
A Girl in Australia (1971)
★ 6.7/10Also comedy
The film is about an old fashioned Italian with moral values of the 1930/40's , who has to find a wife in the modern, woman's liberated society of Australia of the 1960/70's.
14
Totò Looking for a House (1949)
★ 6.8/10Also comedy
Beniamino and his family have lived inside a school since the end of the war. After five years they have to move, but in Rome it's not easy to find an apartment.
15
Ho visto le stelle (2003)
★ 5.9/10Also comedy
The young Antonio wants to participate in a reality show and leaves Naples for Milan with his best friend Eugenio.
16
He's Worse than Me (1985)
★ 6.3/10Also comedy
Two reckless friends Leonardo (Adriano Celentano) and Luciano (Renato Potstsetto) are just doing whatever they want and getting into endless alterations. When one of them decides to marry, their friendship is in a…
17
The Passionate Thief (1960)
★ 6.9/10Also comedy
On New Year's Eve, a young woman and an out-of-work actor complicate a pickpocket's plans to ply his trade.
18
Disconnected (2018)
★ 5.9/10Also comedy
Well-known writer Ettore takes his family on a mountain chalet getaway for his birthday, in an effort to create a bond between his two sons, Claudio and Giulio, and his second wife, Margherita. The group is also joined…
19
One Night at McCool's (2001)
★ 5.9/10Also comedy
On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a…
20
The Most Beautiful Day in the World (2019)
★ 6/10Also comedy
Arturo Meraviglia is a struggling impresario who has to take care of Gioele and Rebecca, two children "inherited" by an old uncle. When he realizes that little Gioele has superpowers, his luck changes.