Westport Roots Festival is a celebration of American Roots Music. From the traditional to the not-so-traditional, you’ll find something to fit your liking. Country legends, underground heroes, and the region’s best homegrown talent will populate the live music venues and streets of Westport during the Memorial Day Weekend. The street fair is free and includes all the great elements of our festival. Paid ticket or not, come enjoy brand of Americana. If you enjoy the car show, street music and awesome vendors, come inside and stay for the whole weekend. You’re guaranteed to find something you love.