Shopping & Dining in the Heart of Downtown Winter Park
Big Trout Celebrates 5 Years! Join us for our 5 Year Anniversary Ribbon Cutting (Time TBD) Live Music with Gary Key and Sam Osborne Deals on Food and Beer! Door Prizes Stay tuned for more information as we put the finishing touches on this fun celebration.
Karaoke Night with Travis Taylor Wednesdays in Winter Park get wild at Devil's Craft. Host/DJ Travis Taylor kicks off the party at 8pm. Then it's up to you to keep the dance floor jumpin'! What will you be singing this Wednesday to bring out your inner rockstar?... Happy Hour til 8pm Karaoke sign-up 8pm-midnight Full […]
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 Orleans Jazz and R&B. Bring your dancing shoes! Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter […]
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 a unique blend of American sounds. Enjoy music from a mix of genres from blues and Americana, to jazz and country in an intimate, outdoor […]
Karaoke Night with Travis Taylor Wednesdays in Winter Park get wild at Devil's Craft. Host/DJ Travis Taylor kicks off the party at 8pm. Then it's up to you to keep the dance floor jumpin'! What will you be singing this Wednesday to bring out your inner rockstar?... Happy Hour til 8pm Karaoke sign-up 8pm-midnight Full […]
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 International Blues Challenge. This show is brought to you by the Grand County Blues Society. Music on the Square is a summer concert series tradition […]
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, the band aims to please people in the crowd as well as share their enjoyment of the performance. Enjoy music from a mix of genres […]