Cooper Creek Square

Mark Oblinger A 5-time Emmy winning, and Grammy nominated composer/ producer, Mark brings his soulful, eclectic blend of folk/pop to the stage, featuring powerful, vocal forward arrangements from his latest release, “High Water Line”. A veteran of Colorado stages, Mark’s national performing roots include stints with chart topping country-rock stalwarts Pure Prairie League and Firefall. Enjoy music from a […]

Delta Sonics Voted the best Blues band in Denver (Westword), the Delta Sonics are Chicago Blues seasoned with N’awlins R&B, Swing, Delta, and early Rock n' Roll. They have backed the likes of Grammy-nominated artists Lurrie Bell and John Primer, as well as the late Pinetop Perkins and Bo Diddley. Music on the Square is […]

Kory Montgomery Known for his solid grooves, intense solos and demanding lyrics, Kory’s music has been described as Blues-Funk-Jazz Fusion. He’s opened for the legendary BB King, Kenny Wayne Shepard, Earth Wind & Fire, and many other national acts. Enjoy music from a mix of genres from blues and Americana, to jazz and country in […]

Cowboy Dave Cowboy Dave and his band of honky-tonk all-stars are poised to put the western back in country and western. The group brings a plethora of experience to its high-energy live show, drawing on classic country music influences, ranging from the Bakersfield sound to Western Swing.  FREE line dancing class, 5-6 pm  Music on […]

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 […]

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 […]

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 of numerous vocalist and song writing awards and her band has been the winner of “The Best Band of Grand County” for six straight years. […]

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 […]

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. Enjoy music from a mix of genres from blues and Americana, to jazz and country in an intimate, outdoor setting surrounded by beautiful flower gardens, […]

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. […]

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 […]

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