Sing, Cowboy, Sing

Sing, Cowboy, Sing is a 1937 American film directed by Robert N. Bradbury, one of Tex Ritters singing cowboy film series for Grand National Films.

The pair get jobs as entertainers in Judge Roy Deans according to a title card of the film, not based on Judge Roy Bean combination saloon and courtroom to discover who is responsible for the massacre.

Source: Wikipedia