Tear Drop City is a single by the Monkees released on February 8, 1969 on Colgems #5000 recorded on October 26, 1966.

The lyrics are about a man who feels low because his girlfriend has left him.

Written by Tommy Boyce and Bobby Hart, it was the first single The Monkees released as a trio (Micky Dolenz, Michael Nesmith, and Davy Jones; Peter Tork departed December 1968).

The flip-side was "A Man Without a Dream", with Davy Jones doing the lead vocal, and it hit no.127 on the Cash Box chart.

Credits adapted from Rhino Handmade 2011 "Deluxe Edition" box set.