Chester Gregory
Vocalist
A vocalist bringing Motown and soul classics to symphony pops programs.
In short
Chester Gregory is a vocalist appearing as a soloist with several American orchestras on pops programs dedicated to soul and Motown music. His upcoming directory appearances include "Kings of Soul" with the Milwaukee Symphony Orchestra, "Dancing in the Street: Music of Motown" with the Kansas City Symphony, and a New Year's Eve edition of the same program with the Cincinnati Symphony Orchestra.
What to listen for
These are pops-style symphony programs celebrating classic soul and Motown music, featuring hits originally made famous by artists like Sam Cooke, Marvin Gaye, and The Temptations, rearranged for full orchestra. Listeners can expect a vocalist fronting the orchestra on well-known songs such as those featured in "Kings of Soul" and "Dancing in the Street: Music of Motown," programs built around danceable grooves, soulful vocal delivery, and orchestral arrangements that add strings and horns to familiar radio hits. These evenings tend to emphasize audience engagement and celebratory energy over strict concert-hall formality, with the singer typically moving between numbers with some spoken introduction or storytelling about the era and the artists being honored.
Written by OrchestraFinder, reviewed September 2026.