Family Recipe With a great mix of fun jams, classic rock and originals as well as the 30th anniversary of the passing of Jerry Garcia, Family Recipe will be loading up a setlist full Grateful Dead and Jerry Garcia tunes, in addition to some of their other classic fun songs.  Come out and celebrate Jerry […]

Magoo Magoo is a progressive bluegrass quartet based in Denver, CO, redefining the boundaries of traditional bluegrass with a fresh, contemporary approach. Known for their electrifying live performances, the band creates a unique experience that blends extended improvisations, intricate original arrangements, and tight three-part harmonies. Their foot-stomping grooves and energetic stage presence leave audiences both […]

Open Mic Night Calling all singers, musicians, DJs, dancers, poets, etc: Bring your talent to the Devil's Craft stage! Sign-ups start at 7pm. Performances end around 10pm, or when the last act has taken their turn in the spotlight. Amateurs and professionals of all ages and abilities are welcome. Grand County's very own multi-talented musician, […]

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 […]

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 band boasts freedom through the art of their craft, whilst gaining critical acclaim from The Gazette, Fame Magazine, The Chicago Reader and more. LowDown maintains […]

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 come from shared DNA. Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter Park. Enjoy music from […]

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 Maupin! As co-creator of the late late breakfast, Danny fuses stand up with spontaneous games and surprises that keep both comedians and the crowd on […]