20 movies like Wintertime, ordered by similarity : A Foreign Affair(1948), Scared Stiff(1953), Road to Rio(1947), Iceland(1942), State Fair(1945), The Gang's All Here(1943), You Were Never Lovelier(1942), Gold Diggers of 1935(1935), On the Avenue(1937), Living It Up(1954), Luxury Liner(1948), The Cocoanuts(1929) ...
Musical
USA
1943
82 Minutes
Sonja Henie Jack Oakie Cesar Romero S.Z. Sakall Cornel Wilde
ice skater hotel owner partner photographer father singer lighthearted cheeky canada chateau nightclub office skating rink hotel investing ice skating financial crisis immigrants deception jealousy
Nora and her uncle get railroaded into spending the night at a broken-down hotel in Canada. After Nora falls for the handsome owner, she convinces her uncle to invest in the inn and ... See full summary »
Musical, Comedy
USA
1948
116 Minutes
Jean Arthur Marlene Dietrich John Lund Millard Mitchell Peter von Zerneck Stanley Prager
congresswoman military officer singer witty engaging berlin nightclub military base office nazism world war ii political corruption love triangle love quest transformation 1940s
In occupied Berlin, an army captain is torn between an ex-Nazi café singer and the U.S. congresswoman investigating her.
Musical, Comedy
USA
1953
108 Minutes
Dean Martin Jerry Lewis Lizabeth Scott Carmen Miranda George Dolenz Dorothy Malone William Ching Paul Marion Jack Lambert Tom Powers Tony Barr
busboy nightclub employee singer lawyer mobster love interest cheeky amusing nightclub hotel cruise ship cuba castle island ghosts murder mobsters deception haunted houses mistaken identity
Fleeing a murder charge, a busboy and a nightclub singer wind up on a spooky Caribbean island inherited by a young woman.
Musical, Comedy
USA
1947
100 Minutes
Bing Crosby Bob Hope Dorothy Lamour Gale Sondergaard Frank Faylen The Wiere Brothers George Meeker
singer trumpeter love interest guardian brother lighthearted charming ocean liner rio de janeiro arranged marriage stowaway love triangle hypnosis deception adventure love 1940s
Two inept vaudevillians stow away on a Brazilian-bound ocean liner and foil a plot by a sinister hypnotist to marry off her niece to a greedy fortune hunter.
Musical, Romance
USA
1942
79 Minutes
Sonja Henie John Payne Jack Oakie Felix Bressart Osa Massen Joan Merrill Fritz Feld Sterling Holloway Adeline de Walt Reynolds Ludwig Stossel
corporal marine ice skater fiancé boyfriend friend lighthearted amusing playful reykjavík, iceland nightclub restaurant hotel culture shock engagement misunderstanding world war ii military occupation ice skating love
Marine, James Murfin, is unaware of Icelandic customs. When he flirts with Katina her Icelandic family take his actions as a proposal of marriage to Katina. Desperately wanting out, James ... See full summary »
Musical
USA
1945
100 Minutes
Jeanne Crain Dana Andrews Dick Haymes Vivian Blaine Charles Winninger Fay Bainter Donald Meek Frank McHugh Percy Kilbride Harry Morgan Jane Nigh
mother father daughter son singer reporter lighthearted heartwarming fair trailer iowa infatuation competition love triangle family growing up love quest 1940s
The Frake family attends the annual Iowa State Fair; each member of the clan has their own reason for doing so.
Musical, Romance
USA
1943
103 Minutes
Alice Faye Carmen Miranda Jimmy Ellison Eugene Pallette Charlotte Greenwood Edward Everett Horton Tony De Marco Sheila Ryan Dave Willock June Haver Benny Goodman Orchestra
soldier singer banker dancer airy amusing charming patriotic westchester, n.y. nightclub new york city love triangle world war ii class distinctions wealth love quest 1940s
A soldier falls for a chorus girl and then experiences trouble when he is posted to the Pacific.
Musical
USA
1942
97 Minutes
Fred Astaire Rita Hayworth Adolphe Menjou Leslie Brooks Adele Mara Isobel Elsom Gus Schilling Barbara Brown Douglas Leavitt Catherine Craig Kathleen Howard
dancer band leader father daughter bride sister tender lighthearted buenos aires, argentina wedding club gambling dance romance marriage father/daughter relationship scam forbidden love transformation rise
In Buenos Aires, a man who has decreed that his daughters must marry in order of age allows an American dancer to perform at his club under the condition that he play suitor to his second-oldest daughter.
Musical, Comedy
USA
1935
95 Minutes
Dick Powell Gloria Stuart Adolphe Menjou Glenda Farrell Grant Mitchell Dorothy Dare Alice Brady Frank McHugh Hugh Herbert Winifred Shaw Joseph Cawthorn
mother daughter son fiancée lover hotel desk clerk amusing lighthearted hotel romance rivalry love wealth performance pursuit underdog 1930s
Romantic antics abound among the guests at a luxury hotel, including a stage director, an eccentric millionaire, and the daughter of a financial backer.
Musical, Comedy
USA
1937
90 Minutes
socialite writer singer father daughter playful lighthearted stage backstage new york city theater love triangle unlikely romance humiliation jealousy love rivalry quest 1930s
Broadway producer satirizes an important New York family. The family sues but their daughter falls in love with producer.
Musical, Comedy
USA
1954
95 Minutes
Dean Martin Jerry Lewis Janet Leigh Edward Arnold Fred Clark Sheree North Sammy White Sid Tomack Sig Ruman Richard Loo Raymond Greenleaf
railroad worker doctor reporter editor love interest charming unrestrained los alamos, n.m. railroad tracks small town doctor's office new york city hotel love triangle deception fame radiation newspapers mistaken diagnosis quest
An unsophisticated stationmaster from provincial New Mexico fraudulently claims that he is dying in order to get an expense-paid dream tour of New York.
Musical, Comedy
USA
1948
98 Minutes
George Brent Jane Powell Frances Gifford Lauritz Melchior Marina Koshetz Xavier Cugat Thomas E. Breen Richard Derr
captain daughter opera singer fiancée fiancé aspiring singer amusing lighthearted emotional cruise ship opera house atlantic ocean cruise stowaway opera love triangle father/daughter relationship singing love growing up
A young girl stows away aboard a luxury liner which is full of musical stars--and which her father just happens to be the captain.
Musical, Comedy
USA
1929
96 Minutes
Groucho Marx Joseph Santley Harpo Marx Chico Marx Zeppo Marx Kay Francis Oscar Shaw Mary Eaton Margaret Dumont Cyril Ring Basil Ruysdael
hotel owner wealthy woman daughter guest clerk brother hysterical madcap florida hotel hall auction house business land rush financial crisis theft auction brother relationship adventure quest
During the Florida land boom, The Marx Brothers run a hotel, auction off some land, thwart a jewel robbery, and generally act like themselves.
Musical, Comedy
USA
1945
98 Minutes
Betty Hutton Barry Fitzgerald Don DeFore Robert Benchley Bill Goodwin Iris Adrian Mikhail Rasumny Mary Young Andy Russell Perc Launders Mary Currier
hatcheck girl millionaire marine boss singer band leader cheery engaging stork club hotel new york city wealth generosity misunderstanding jealousy romance big-band music rescue transformation love
A hat-check girl at the Stork Club (Hutton) saves the life of a drowning man (Fitzgerald). A rich man, he decides to repay her by anonymously giving her a bank account, a luxury apartment ... See full summary »
Musical, Comedy
USA
1943
89 Minutes
Fred Astaire Joan Leslie Robert Benchley Robert Ryan Elizabeth Patterson Marjorie Gateson
war hero photographer soldier boss love interest amusing lighthearted new york city small town club apartment bar heroism misunderstanding secret identity world war ii love duty love pursuit
Flying Tiger Fred Atwell sneaks away from his famous squadron's personal appearance tour and goes incognito for several days of leave. He quickly falls for photographer Joan Manion, ... See full summary »
Musical
USA
1965
96 Minutes
Elvis Presley Shelley Fabares Harold J. Stone Gary Crosby Joby Baker Nita Talbot Mary Ann Mobley Fabrizio Mioni Jackie Coogan Jimmy Hawkins John Fiedler
singer musician father young woman love interest italian amusing charming spirited chicago florida seaside jail nightclub stage spring break journey music courtship love triangle
A Chicago mobster hires a rock and roll singer and his band to keep an eye on his daughter during Spring Break in Fort Lauderdale, Florida.
Musical, Comedy
USA
1944
88 Minutes
Frank Sinatra George Murphy Adolphe Menjou Gloria DeHaven Eugene Pallette Anne Jeffreys Walter Slezak
playwright producer hotel manager hotel owner airy endearing spirited new york city hotel theater broadway scam music money rise underdog quest 1940s
Gordon Miller is rehearsing a musical comedy in the penthouse suite of Gribble's hotel...on credit. The mounting bill is driving Gribble frantic. Chaos increases when playwright Glen ... See full summary »
Musical, Comedy
USA
1941
92 Minutes
Bing Crosby Bob Hope Dorothy Lamour Una Merkel Eric Blore Iris Adrian Lionel Royce Buck Woods Leigh Whipper Ernest Whitman Noble Johnson
con artist circus performer best friend tycoon love interest charming lighthearted africa jungle resort swindling road trip circus love triangle friendship mining adventure quest love 1940s
Stranded in Africa, Chuck and his pal Fearless have comic versions of jungle adventures, featuring two attractive con-women.
Musical, Comedy
USA
1937
82 Minutes
Phil Regan Leo Carrillo Ann Dvorak Tamara Geva James Gleason Henry Armetta Luis Alberni Smiley Burnette Selmer Jackson Eddie Kane Moroni Olsen
mobster singer opera singer musician secretary mother lighthearted winsome new york city office nightclub theater music industry show business opera mother/son relationship love triangle organized crime quest 1930s
Gangsters take control of a record company and use toughguy tactics on unwilling performers.
Musical, Comedy
USA
1951
95 Minutes
Jane Powell Danielle Darrieux Wendell Corey Vic Damone Fernando Lamas Marcel Dalio Una Merkel Richard Anderson Jean Murat Hans Conried Monique Chantal
rancher daughter nightclub employee seducer mother boyfriend mushy spirited playful paris nightclub hotel restaurant father/daughter relationship mother/daughter relationship secret marital problems reunion culture clash love
Jim Stauton Rogers, a Texas rancher turned international diplomat, takes his young daughter, Elizabeth Rogers, on a trip to Paris. He is concerned that his daughter might come in contact ... See full summary »
Musical
USA
1944
81 Minutes
Kay Kyser Ann Miller Victor Moore Georgia Carroll
singer bandleader wealthy man publicist industrialist campy lighthearted crafty north carolina shipyard hotel new york city singing musical performance touring schemes mistaken identity big-band music love discovery
Band Leader Kay Kyser wants to take a holiday, but his publicist Charlotte has promised that he'll give a concert for defense plant workers. Due to the fact that his vocalist has quit to ... See full summary »