Music on the Square

Music on the Square is a cherished summer concert series tradition in downtown Winter Park. Join us every Friday night, from 6pm-8pm, June 21-Aug. 30.

July 26 | The Two Tracks

This Wyoming-based band brings songs that traverse a wide range perspective with emotional and natural images of rural American life. Their live shows feature an array of sounds, from introspective ballads to foot-stomping anthems. Songs that reflect their earthy authenticity and a genuine love for their craft.

As the sun dips behind the mountains, the Square buzzes with locals and visitors alike, gathering to enjoy a variety of music genres.  From the soulful strains of Blues and the intricate rhythms of Jazz to the upbeat tempos of pop and rock, each week offers a new musical experience.  It’s more than a concert; it’s a community event where families, friends and music lovers connect under the courtyard lights, surrounded by the beauty of the Rockies.

Cooper Creek Square, a designated Entertainment District, permits guests to buy alcoholic beverages from any of our restaurants during the event and savor them in the courtyard. Our Cooper Creek restaurants offer a great take-out menu so you can enjoy a bite while you listen.