Music on the Square

Expanded to Fridays & Saturdays, 6-8pm

Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter Park. 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, a bubbling fountain, and fresh mountain air. Musicians and audiences from across the country are drawn to this sweet summer music series that is sure to delight the senses.

We are excited announce another summer of amazing music both Fridays and Saturdays from 6-8pm.  More information on the line-up coming soon.

Shows will go on rain or shine – we are hardy here at 9,000 feet unless it is a massive downpour and the venue cancels due to safety concerns. This series is free and everyone is welcome.

Cooper Creek Square is a designated Entertainment District which allows guests to purchase alcoholic beverages from any of our restaurants during the show and enjoy them in the courtyard or while wandering through the shops.  View the 2021 lineup Here.  2022 schedule coming soon.