Tomorrow is the sesquicentennial of the most revolutionary New Year's Day in American history, the day the Emancipation Proclamation took effect. The Proclamation is to this day not universally well understood; the always excellent James McPherson explains the impact it had in 1863 as well as anyone can in this recent piece; he calls it "a bombshell on the American public."
The song "The Year of Jubilo" (also known as "Kingdom Coming," "Ole Massa's Run Away," and "Lincoln's Gunboats") was written in the months leading up to the great day, and imagines what did in fact go on to happen: as the Union Army advanced, slaveowners fled, leaving their now former slaves to claim their freedom.
It was written by Henry Clay Work, a self-taught musician who had grown up in a household used as a stop on the Underground Railroad, and who composed in his head without an instrument. His biggest hit was another Civil War song, "Marching through Georgia," but he had post-war hits as well. "My Grandfather's Clock," from 1876, was recorded several times throughout the 20th Century, and as recently as 2004 by BoyzIIMen. The Oxford English Dictionary cites the song's 19th-Century popularity via sheet music as the origin of the term "grandfather clock" to refer to a weight-and-pendulum clock in a tall case. His 1868 hit "The Ship that Never Returned" is not particularly remembered today, but its melody and basic theme were lifted in the early 20th Century for the greatest train song ever, "The Wreck of the Old 97."
The "Jubilo" recording I've posted above is by Chubby Parker, principally remembered today for having the version he recorded of "Froggie Went A-Courting" included on The Anthology of American Folk Music. Parker was a regular on the WLS National Barn Dance in the mid-'20s, and his popularity there gave him a recording career. He made about 50 records, mostly of songs from the previous century.