52 Free! Outdoor Concerts at the Pavilion at the Square in Downtown Wooster (NE Corner of Liberty St. & Market St.)

2025 Schedule - Every Thursday/ Friday/ Saturday from 6-8pm, unless otherwise noted.*

*Weather Cancellations will be announced on social media

2025 Main Street Music - Free Outdoor Concerts at the Pavillion


We love to see the crowds growing each year in support of local musicians and our downtown streets filled with good tunes. There is nothing quite like seeing young and old alike, gathered in the heart of our community, tapping their toes, bobbing their heads to the beat, and enjoying this shared community space. With a plethora of fantastic take-out, specialty drinks, and DORA beverages all at an arms reach, a wonderful experience is designed for the taking.


Main Street Music brings free! live music entertainment to the pavilion at Wooster's Historic Downtown Square every* Thursday, Friday, and Saturday night from 6pm-8pm. Running May 15th thru Sept. 20st, our 2025 season. We are proud to give local musicians a chance to shine & share their talents, giving the pulse of downtown a lively beat. The mix of music at the pavilion has never been better! A little bit of everyone's favorite to come enjoy. Entertainment in the evenings has never been easier!


The booking process is complete for the 2025 season, but the application will remain live throughout the year. Cancellations do occur on occasion & other booking opportunities may arise. Please fill-out the application regardless if you've missed the deadline so we can have your information on file. Thanks!


Questions can be sent to Program Manager, Guinevere Steensen, at guinevere@mainstreetwooster.org. 


*Occasionally preempted by other permitted events.

2025 Season Musician Application

2024 Main Street Music was brought to you by the generosity of the following sponsors &
In partnership with the City of Wooster

If you'd like to help sponsor our 2025 season, please contact Shannon Waller at Shannon@mainstreetwooster.org

Funded in part thanks to a generous donation from the