Get ready for an unforgettable night of reggae magic as The Wailers take the stage! As Bob Marley’s legendary band, The Wailers were the driving force behind the global rise of reggae, bringing Marley’s revolutionary music to the world. Today, they continue to carry his powerful legacy, keeping the spirit of classics like “One Love,” “No Woman, No Cry” and “Redemption Song” alive. Led by Aston Barrett Jr., son of the band’s iconic bassist, The Wailers deliver the same soul-stirring rhythms and messages of unity that made them a cornerstone of reggae history.

Joining the lineup is Woody & The Rebel Alliance, a dynamic band known for their unique fusion of reggae-inspired jam rock. Since forming in 2009 in the Berkshire Hills, they’ve brought infectious grooves and genre-bending energy to every stage they play. Led by the charismatic Mike “Woody” Wood, their danceable rhythms and jam band freedom create a feel-good vibe you won’t want to miss. Together, these two incredible acts promise a night filled with rhythm, soul and pure musical brilliance. Don’t miss it!

NEW ADD-ON: Add a room at a special discounted rate at The Holiday Inn on 1 West Street, Pittsfield (located one block from the Colonial)! Call 413-499-2000 and ask the front desk to book a room for May 10 with code “The Wailers” or reserve online via this link and select your room type