Music · Winter Park
Monday Live Music in Winter Park
Free live music kicks off the week in Winter Park every Monday evening through the summer.
Mondays · June 15 – September 28, 2026
Who says the weekend has to end? All summer, Winter Park hosts free live music on Monday evenings — a relaxed, all-ages way to ease into the week with mountain air and a good soundtrack.
It runs each Monday from mid-June through late September, just minutes from the condo. Bring the family, grab dinner nearby, and settle in. The lineup changes weekly, so check the calendar for who's playing.