Dylan Reese’s next Boston-area show is September 27, 2026 at Middle East Upstairs.
Dylan Reese is a Massachusetts singer and songwriter who sets laid-back R&B and soul phrasing over pop songwriting, with the easy warmth of the reggae-adjacent crossover scene. He aims for music that feels like real life: smooth, honest, and a little dangerous when it needs to be. He has shared bills with The Holdup and Cydeways.