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 […]

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, […]

Mama Lenny & the Remedy Seven-piece powerhouse Mama Lenny and the Remedy deliver a high-energy fusion of soul, funk, rock, blues, and disco with hints of jazz, gospel, and Broadway. […]

Devil’s Craft DJ Timmy Bean's Holiday Weekend Kickoff - FREE admission | Ages 21+

Easy Tiger - 3-5pm An acoustic band with high energy and high heart, hailing from the wild jungles of Colorado.       Steve Postell - 6-8pm With a long […]

Dustbowl Revival How do you describe genre-defying roots music adventurers Dustbowl Revival? Even tireless founder and lead songwriter Z. Lupetin would agree you have to come to a show to […]

Labor Day Block Party & Sidewalk Sales Live music with Joe R & the Icebox Sound Face painting & Balloon artists Bouncy House Sidewalk Sales

Dealer Takes Four Experience the greatest American rock n' roll story ever told when Dealer Takes Four takes the stage. Bound by a love of rock music and the Rocky Mountains, this group of soldiers, business owners, tech workers, music industry professionals, and friends will bring you a one-of-a-kind mash up of rock and roll, […]