String Fling This four-piece acoustic string band brings a collective 200+ years of experience and a “we ain’t dead yet” attitude to bare on an extensive blend of Americana, Classic Folk, and Country to contemporary music. Originals and classics alike will quench your thirsty ears! Music on the Square is a summer concert series tradition […]

Denver DJ Bassotron Denver DJ BASSOTRON returns to Winter Park to bring us another epic dance party at Devil's Craft. FREE Friday fun! 9pm-midnight Ages 21+ IDs are required at the door. No outside food or beverages.  

Peggy Mann Band Whatever style of music you enjoy, you’ll hear it at Peggy Mann’s shows along with many original songs found on one of seven albums. Mann is the winner […]

LowDown Brass Band The LowDown Brass Band is a uniquely strong representation of Chicago Music culture. Providing a modern take on soul, funk, hip hop, and jazz, this multifaceted all-horn […]

Blood Sugar This mother and daughter duo can bring down the house with a mix of Americana, Folk, and Blues; delivering rich vocals and mesmerizing and harmonies that could only […]

Comedy Night Get ready to laugh - Danny Maupin is coming to Town! Buckle up for a night of unfiltered wit, self-aware storytelling, and off-the-wall energy with Chicago-based comedian Danny […]

Justin Roth Justin Roth is a nationally touring singer/songwriter/acoustic guitarist based in Colorado. His brilliantly inventive fingerstyle guitar arrangements define his unique mix of indie folk and instrumental guitar music. […]

Huge in Germany The annual Huge In Germany show returns to Winter Park! If you know, you know. We'll see you at the front of the stage. If you don't, […]