Tear Drop City is a single by The Monkees released on February 8, 1969 on Colgems #5000 recorded on October 26, 1966. The song reached No.56 on the Billboard chart, no.37 on cash box. 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). Micky Dolenz performed the lead vocal. Boyce and Hart produced and arranged the song.

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Quick Facts Single by The Monkees, from the album Instant Replay ...

"Tear Drop City"
US single cover
Single by The Monkees
from the album Instant Replay
B-side	"A Man Without a Dream"
Released	8 February 1969
Recorded	26 October 1966 RCA Victor Studios Hollywood, CA
Genre	Rock[1]
Length	2:01
Label	Colgems #5000
Songwriter(s)	Tommy Boyce Bobby Hart
Producer(s)	Tommy Boyce Bobby Hart
The Monkees singles chronology
"Porpoise Song" (1968) "Tear Drop City" (1969) "Listen to the Band" (1969)

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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. Both single sides were from the album Instant Replay.