The Winter Park Comedy Festival concludes with the Peak Performance featuring Bonnie McFarlane.  Bonnie is a Canadian comedian and writer.  She is best know for appearing in the second season of the TV reality show,  Last Comic Standing. Tickets are $45 at the door.  Shows at 6pm & 8pm.

Pizza Night every Monday $3 off Pizza & $5 12oz Beers Enjoy live music from a variety of local talent.

Magic Beans Modern Jam Band Colorado sensation, the Magic Beans, returns home for a brief summer concert series! Purchase in advance for just $10 at eventbrite as quantities are limited.  Tickets are $20 at the door.

Blues Allstars This show features young musicians from all around the US playing an array of music including Blues, Top 40 and Americana.  Brought to you by the Grand County Blues Society. Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter Park. Enjoy music from a mix […]

Puddle Stomp With decades of experience, 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. Music on the Square is a summer concert series tradition at Cooper Creek Square, […]

Reed Foehl With a life dedicated to songwriting and music, Reed has five studio albums which include the Grammy nominated song “Fly”, co-written with Brent Cobb and covered by country legend Lee Ann Womack. His folk/Americana music tells stories while paying homage to the tradition. Music on the Square is a summer concert series tradition […]

Drag Show starring Samora Kash

Andy Straus A spicy blend of influences that has been dubbed “Rocky Mountain Folk-n-Roll”.  Based in Bluegrass, good songwriting, and soulful country rock, they have found a way to harness the groove that shakes your hips and touches your heart. Music on the Square is a summer concert series tradition at Cooper Creek Square, in […]

Live Music with the Runaway Grooms | 9pm-midnight | $10 cover | 21+

Live Music by Sublime cover band 40oz. to Freedom | $10 cover | 21+