“Santa Claus Is Coming to Town” by Frank Sinatra (1/20)

This classic was first sung in 1934, and has remained a timeless holiday tune ever since. The song was made super popular by over 200 covers, recorded by just about every musician from Neil Diamond to The temptations and The Jackson 5. This song even got a rock version by Bruce Springsteen and his band in 1975. You know it’s a solid holiday song when The Boss covers it!