First recorded (as “Carol of the Drum”) by The Trapp Family Singers (1954).
Popular versions by The Harry Simone Chorale (1958), Lou Rawls (1967), Bing Crosby & David Bowie (1977).
From the wiki: “‘Little Drummer Boy’ – originally titled ‘Carol of the Drum’ – was written in 1941 by Katherine K. Davis. It was first recorded in 1954 by The Trapp Family Singers during sessions for their albums Christmas With The Trapp Family Singers and Yuletide Songs Of Many Lands, and further popularized by a 1958 recording by the Harry Simeone Chorale. The original manuscript is headed ‘Czech Carol freely transcribed by K.K.D’, these initials then deleted and replaced with ‘C.R.W. Robinson’, a name under which Davis sometimes published. Although Davis did search far and wide for suitable material, the Czech original has never been identified, though the style is comparable with the Czech ‘Rocking Carol’. ‘Carol of the Drum’ appealed to the Austrian Trapp Family Singers, who first brought the song to wider prominence when they recorded it in 1955, shortly before they retired.”
The Harry Simone Chorale, “Little Drummer Boy” (1958):
Lou Rawls, “Little Drummer Boy” (1967):
Bing Crosby & David Bowie “Little Drummer Boy/Peace On Earth” from Bing Crosby’s Merrie Olde Christmas TV special (1977):