Movies Like Sing, Cowboy, Sing

If you liked Sing, Cowboy, Sing (1981), a western and comedy movie directed by Dean Reed, 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
The Cheyenne Social Club (1970)
★ 6.4/10Also western and comedy
Cowboy John O'Hanlan is surprised to learn that someone's left him a business in Cheyenne, Wyoming. He sets out to claim it, only to discover it's a brothel.
2
The Apple Dumpling Gang (1975)
★ 6.6/10Also comedy and western
A roving bachelor gets saddled with three children and a wealth of trouble when the youngsters stumble upon a huge gold nugget. They join forces with two bumbling outlaws to fend off the greedy townspeople and soon…
3
Boss Nigger (1975)
★ 6.7/10Also western
Two black bounty hunters ride into a small town out West in pursuit of an outlaw. They discover that the town has no sheriff, and soon take over that position, much against the will of the mostly white townsfolk.
4
Decision at Sundown (1957)
★ 6.4/10Also western
A man and his partner arrive at a small Western town to kill its most powerful man because the former blames him for his wife's death.
5
Go West (1925)
★ 6.9/10Also comedy and western
With little luck at keeping a job in the city a New Yorker tries work in the country and eventually finds his way leading a herd of cattle to the West Coast.
6
Barbarosa (1982)
★ 5.9/10Also western
Karl Westover, an inexperienced farm boy, runs away after unintentionally killing a neighbor, whose family pursues him for vengeance. He meets Barbarosa, a gunman of near-mythical proportions, who is himself in danger…
7
Texas - Doc Snyder hält die Welt in Atem (1993)
★ 6/10Also comedy and western
The dreaded Doc Snyder returns home after 30 years. After his long ride through the prairies of the wild west, his laundry is extremely dirty, and who could wash it better than his unshaven mommy? But first she sends…
8
The Life and Times of Judge Roy Bean (1972)
★ 6.5/10Also western and comedy
Outlaw and self-appointed lawmaker Judge Roy Bean rules over an empty stretch of the West that gradually grows, under his iron fist, into a thriving town, while dispensing his his own quirky brand of frontier justice…
9
Support Your Local Gunfighter (1971)
★ 6.6/10Also comedy and western
A con artist arrives in a mining town controlled by two competing companies. Both companies think he's a famous gunfighter and try to hire him to drive the other out of town.
10
Davy Crockett, King of the Wild Frontier (1955)
★ 6.4/10Also western
Legends (and myths) from the life of famed American frontiersman Davy Crockett are depicted in this feature film edited from television episodes. Crockett and his friend George Russel fight in the Creek Indian War…
11
Tall Tale: The Unbelievable Adventure (1995)
★ 6.2/10Also western
A young boy draws on the inspiration of legendary western characters to find the strength to fight an evil land baron in the old west who wants to steal his family's farm and destroy their idyllic community. When…
12
City Slickers (1991)
★ 6.5/10Also comedy and western
Three New York businessmen decide to take a "Wild West" vacation that turns out not to be the relaxing vacation they had envisioned.
13
The Apple Dumpling Gang Rides Again (1979)
★ 6.4/10Also comedy and western
Amos and Theodore, the two bumbling outlaw wannabes from The Apple Dumpling Gang, are back and trying to make it on their own. This time, the crazy duo gets involved in an army supply theft case -- and, of course, gets…
14
Cat Ballou (1965)
★ 6.4/10Also western and comedy
A woman seeking revenge for her murdered father hires a famous gunman, but he's very different from what she expects.
15
Manitou's Canoe (2025)
★ 6.6/10Also comedy and western
Abahachi, the Apache chief, and his white blood brother Ranger fight tirelessly for peace and justice - but a new, up-and-coming gang is making life particularly difficult for them! They lure Abahachi and Ranger into a…
16
The Bravados (1958)
★ 6.6/10Also western
Jim Douglass arrives in the small town of Rio Arriba in order to witness the hanging of the four men he believes murdered his wife. When the convicts escape, Jim tracks them into Mexico, determined to see that justice…
17
Support Your Local Sheriff! (1969)
★ 6.9/10Also comedy and western
In the old west, a man becomes a Sheriff just for the pay, figuring he can decamp if things get tough.
18
Three Violent People (1956)
★ 6/10Also western
A rancher, his shady bride and his one-armed brother fight amid carpetbaggers in Texas.
19
American Outlaws (2001)
★ 5.9/10Also western
When a Midwest town learns that a corrupt railroad baron has captured the deeds to their homesteads without their knowledge, a group of young ranchers join forces to take back what is rightfully theirs. They will…
20
Young Guns II (1990)
★ 6.5/10Also western
Three of the original five "young guns" — Billy the Kid, Jose Chavez y Chavez, and Doc Scurlock — return in Young Guns, Part 2, which is the story of Billy the Kid and his race to safety in Old Mexico while being…