Shopping & Dining in the Heart of Downtown Winter Park
School's Out for the Summer. Let's Celebrate! DJ, Face Painting, Balloon Artist, Bouncy House Special Deals at Shops & Restaurants 20% off at B Jammin, Imaginations & Moose Hollow 20% […]
Tight Like That Award-winning Tight Like That returns to Grand County to kick off this summer’s Music on the Square. Bringing hot, sultry and swinging original tunes to rippling New […]
Circus Mutt From the Blue Ridge Mountains near Asheville, NC, Circus Mutt draws from a spectrum of musical influences including rock-n-roll, jazz and bluegrass. This group of blue-collar musicians plays […]
Blues Allstars These talented musicians play an array of Blues, Top 40 and Americana. The line-up includes Orion Ilgner, Candy Cigarette, plus featured artist Joe Waters, winner of the 2024 […]
Puddle Stomp With decades of experience in many facets of the music industry, this trio thrives on rock, funk, and soul-driven improvisational jams. From creative original pieces to reimagined classics, […]
Strangebyrds Let the holiday weekend begin with a captivating brew of talent, chemistry and harmony with Cari Minor & Ray Smith. Internationally recognized singer-songwriters and multi-instrumentalists that craft award-winning songs […]
Poudre Valley Playboys Their high-octane classic country-rockabilly-surf music gets any crowd jumping and hollering within the first few bars. With powerhouse bass licks and riveting electric guitar riffs, this duo […]
Leashy A Colorado super group channeling raw energy into razor sharp, hook-heavy indie rock. Alysia was recently voted by Colorado Sound listeners as the winner of the Outstanding Stage Presence […]
Gary Key & Sam Osborne As staple in our local music scene, Sam & Gary have been playing music together for over two decades. They sing a wide selection of […]
Andrew Duhon For over a decade New Orleans singer-songwriter Andrew Duhon has been performing on this stage. Every year he brings new songs full of deep and soulful stories. His […]
The Leafy Greens Band Based out of Jupiter, FL, this Folk/Americana acoustic duo showcases a captivating, high energy performance and a unique ability to connect with their audience, constructing an […]
Giant Walking Robots Rooted in Reggae, infused with jamtronica, and charged by drum and bass, they present a sound both familiar and forward-thinking. The dynamic four-piece band out of Denver […]