Street Art Festival

Saturday, Sep 20, 2025 at 11:00am

Highland Square
914 Main Street,

The great tradition of street painting began in Italy in the 16th century. A crowd would gather whenever a traveling artist began transforming the pavement into a colorful work of art. Although the masterpiece only lasted until the next rain, the tradition of street painting has endured, and we invite you to be part of this timeless experience!

Schedule of Events:

Street Art Competition: 9:00 am - 4:00 pm
Makers  Market: 11:00 am - 6:00 pm
Kids Korner: 11:00 am - 5:00 pm
Judging: 4:00 pm
Awards: 5:30 pm

Artists Creating Art on the Streets: 
Street Art Fest attendees will stroll the streets and watch as talented artists create artwork of amazing color, depth and complexity - with chalk!  The Street Art competition will be judged at 4pm and winners will be announced at 6pm

Entertainment:
Local dance/cheer studios will take the stage and perform. Live music from local bands will fill the air!
    
Food & Drink:  
Brats, burgers, hot dogs, bbq, nachos, ice cream, sno cones, funnel cakes, and MORE will be available for purchase!
    
Makers Market: 
The Makers Market will include hand-crafted items by local artisans: soy candles and wax melts, macrame, pottery, glitter tumblers, acrylic wine glasses, handmade jewelry, custom hats, holiday decor and More! ​
    
Kids Korner Activities: 

Kids will have their own special "Kreative Kids Korner" at this family-friendly event where they will have the chance to make their own works of art, play in a bounce house, and enjoy some imaginative fun and games!

Stop by the Musical Instrument Petting Zoo, hosted by the Highland Arts Center & Music School, where kids can see, touch, and try out a variety of real instruments - no lessons required, just curiosity! It’s a fun, hands-on way to spark a lifelong love of music.

Discover Downstate Illinois will offer an immersive experience for artists of all ages with their Monster Mural. Learn more about all their 21-county region has to offer while painting pieces of Downstate. 

Relaxing & Fun Hometown Environment: 
Art, music, great food and beverages, all at Highland’s beautiful downtown square, combine to make this an annual event that you don't want to miss!!

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