​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!
 Street Art Fest 2025 will take place on Sep 20th!

Schedule of Events:

Event Hours:   11:00 am - 6:00 pm
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! ​
Kreative Kids Korner & Monster Mural:
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!
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!!

View 2024's Street Art Fest Chalk Designs:

The Streets Literally Became a Canvas...

Street Art 2024 did not disappoint!  The artists knocked it out of the park with their chalk masterpieces!  There were animals, landscapes, abstracts and a host of other pieces that mesmerized the attendees to the event! Although it had to be hard to choose who would take home a winner's title, the judges made their choices, and the following were declared winners!!

To view more art photos from 2024's event, click HERE
Picture
BEST OF SHOW Lynn Kohlbrecher - Voegele Studio
PROFESSIONAL CATEGORY
Picture1st Place Professional Megan Vinson - Plocher Construction


​
Picture
2nd Place Professional Casey Lohman - Kloss Furniture
AMATEUR 24+ CATEGORY
Picture
1st Place 24+ Stephanie Heffron - Scheffel Boyle
Picture
2nd Place 24+ Ariel Ward - Woodmen of the World
AMATEUR 19-23 CATEGORY
Picture
1st Place Amateur 19-23 Kate Ziegler - Ziegler Jacob Insurance
Picture
2nd Place Amateur 19-23 Chloe Warnecke - Highland Chamber of Commerce
YOUNG ADULT 18 AND UNDER CATEGORY
Picture
1st Place Young Adult (under 18) Sophia Frey - Highland Rotary Club
Picture
2nd Place Young Adult (under 18) Mia Poe - Lee's Fine Jewelry
AWARD OF MERIT
Picture
Award of Merit Mary Heffron - The Smile Shoppe
Picture
Award of Merit Michelle Whaley - Michael's Coffee Shop
Picture
Award of Merit Samantha Campos - Bank of Hillsboro
Physical Address: 1216 Main Street Highland, IL 62249
Phone: 618-654-3721

The Value

​As a business person in today’s economy, it is imperative that you apply all the tools available to you in order to succeed. Many of the tools necessary for expanding your business and reaching potential customers and clients are only available to you through your local Chamber of Commerce.
Website Privacy Policy
Advanced Automation by Chamber Nation