Community Calendar

Kick off the 2026 Wintergreen Music Festival in style with Red, White & Blues, a high-energy Opening Night featuring Bad Influence with special guest Mary Shaver. Known for their electrifying blend of blues, rock, and soul, this powerhouse group delivers a sound that’s both timeless and unmistakably their own. From smoky blues grooves to fiery guitar riffs and soulful vocals, the evening promises music that will have you tapping your feet—and maybe even dancing in the aisles!

Arrive as early as 6:00 pm to enjoy sparkling wine & light bites, courtesy of Wintergreen Club, or make reservations at one of the Resort dining options before this season kick-off.

Program to be announced from the stage.

Special thanks to Opening Night Sponsor: Wintergreen Club

Experience the vibrant sound of The Adrian Duke Project in an evening where groove, soul, and storytelling take center stage. From intricate rhythms to soaring melodies, the ensemble blends jazz, funk, and blues honoring tradition while breaking new ground. Come ready to experience moments of surprise, virtuosic flair, and infectious energy!

Program to be announced from the stage.

Join Wintergreen Music guest artist Desirée Roots as she explores the rich traditions of jazz and gospel.

Experience an electrifying collaboration as Desirée Roots and her trio joins the Wintergreen Festival Orchestra for an evening of soulful sound and rhythmic energy. Known for her powerful voice and captivating presence, Desirée Roots brings a dynamic blend of jazz, gospel, and blues to the stage, joined by her exceptional trio. Together with the Wintergreen Festival Orchestra, this genre-crossing program promises fresh arrangements—including premiere orchestrations commissioned by Wintergreen Music—alongside vibrant improvisation and unforgettable musical moments that celebrate the heart and soul of American music.

Program to be announced from the stage.

Get ready for a high-energy evening with GRAMMY Award-winning guitarist and vocalist Trey Hensley and his band. Celebrated for his jaw-dropping musicianship and soulful voice, Hensley blends bluegrass, country, blues, and rock with effortless virtuosity and heartfelt authenticity. A 2025 GRAMMY winner for Best Traditional Blues Album and a widely acclaimed “guitar-slinging” standout, he brings both technical brilliance and rich musical storytelling to the stage.