A "songster" is a wandering musician, usually but not always African-American, of the type which first appeared in the late 19th century in the southern United States.
The songster tradition both pre-dated and co-existed with blues music. It began soon after the end of slavery and the Reconstruction era in the United States, when African-American musicians became able to travel and play music for a living. Black and white musicians shared the same repertoire and thought of themselves as "songsters" rather than "blues" musicians.
Songsters generally performed a wide variety of folk songs, ballads, dance tunes, reels and minstrel songs. Initially, they were often accompanied by non-singing "musicianers", who often played banjo and fiddle. Later, as the guitar became more widely popular, the songsters often accompanied themselves.
Songsters often accompanied medicine shows, which moved from place to place selling salves and elixirs. As entertainers, songsters had the task of enticing a public, to whom the concoctions were then offered. One published in 1886 by Professor Lorman, “The Great Disease Detective” of Philadelphia. “The Lorman’s Indian Oil Star Specialty SONGSTER” announced on the booklet’s title page that it contained “an entirely new and original collection of Songs now being sung nightly by the members of the above named excellent company, together with all the popular Songs of the day.” Along with ads for Lorman’s full range of medicines, the songster included a cast list introducing an “ever welcome Vocalist and Organist,” a “celebrated Comedian and End Man,” the “Funniest End-Man in the business in his Funny Sayings, Banjo Solos, and popular Songs of the Day,” and the medicine-wagon driver, “admired for his dexterity in handling the Ribbons on the Golden Chariot.” Song lyrics in the booklet include such tunes as “You Can’t Do It, You Know” (music by George Schleiffarth, lyrics by Nat C. Goodwin), “The Letter That Never Came,” (sung by Billy Cronin in the play One of the Bravest. As these shows declined, and listening to recorded music and dancing in juke joints and honky tonks became more popular, so the older songster style became less fashionable.