The Chatterbox, a live jazz staple for more than 25 years in the Mass Ave Cultural District, is one of the city’s smallest and hottest nightspots. You’re never going to get anything less than a great set from whomever is performing, especially if that’s Chatterbox regular Cynthia Layne, or any number of headliners who seem to wind up here after playing one of the nearby bigger venues. The Chatterbox is a rarefied breed in Indy’s nightlife scene: thoroughly sophisticated, yet entirely proletarian. Not coincidentally, it’s also a regular NUVO Best of Indy winner.

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