Summer Beautification Underway in the Downtown Arts & Entertainment District

On Wednesday, May 23rd Waukegan Main Street with volunteers Sara Dorman and Jessica Ferraro teamed up with NRG Energy to kick off our Summer Beautification and Flowering Program! We spent the morning planting flowers throughout the District and hanging planters from our street lights!

We are pleased with how it looks and know you will be too!!

We are always looking for volunteers especially for our next two Clean Ups scheduled in June!  Saturday, June 23rd, we have partnered with MH Wozniak CPA, meeting up at North Shore Printers again to Clean Up the Amstutz from 9am-12pm!  Marty will provide lunch at one of the downtown eateries afterwards!

Then, the following day, Sunday, June 24th, we have partnered with our friends at Heart of the City to Clean Up the Downtown District from 1pm-3pm!  Pizza will be sponsored by Quonset Pizza! Please register at today and we look forward to seeing you in downtown!

Our 33rd Annual Lunch With The Mayor at Glen Flora Country Club was a Success!

Thank you to our Event Sponsor NRG, Contributing Sponsor ComEd and all of our Table Sponsors for our 33rd Annual Lunch With The Mayor at Glen Flora Country Club this May!

Special thanks to Mayor Sam Cunningham for addressing the business community and presenting a vision for our city! If you were unable to attend Lunch with the Mayor, please watch a few clips here.


Mayor Cunningham addressing the crowd at Lunch with the Mayor.




Congratulations to Heart of the City for winning the 2018 Mark MacLeod Award for making a positive impact on the Downtown District!

Mayor Cunningham, Waukegan Main Street Board President Tamika Jones, and members of Heart of the City – this year’s Mark MacLeod Award winner.


Lastly, thanks to the staff at the Glen Flora Country Club! Everyone was extremely helpful and very accommodating!

We look forward to you joining us next year! We appreciate your support and we’ll see you in Downtown soon!

Mayor Cunningham and the Waukegan Main Street Board of Directors.

StarWauk invades the Downtown District!

StarWauk was a big hit again this past Saturday evening in the Downtown Arts & Entertainment District! Tons of great costumes and even a few of the owners of the South Genesee Merchants Block decided to join the fun!!

Owners Trina Torres from Live Free Boutique and Charlene Craft from Hayze Vape.

Low-reen & the Lazy Dogs featuring Charles Hayes had the Jack Benny Plaza rocking on Saturday evening!

Down the street in the Madison Plaza Rum Ham brought the energy to the crowd!


Grub-N-Go kept us fed throughout the entire evening and special thanks to them! For more information on how to become a Food Truck Vendor please email to learn more!!

May the Force be With You! #StarWauk

Austin Cantu Photography set up in ArtPark at 14 S. Genesee

Downtown Spotlight: Trina Torres of Live Free Boutique

Owner Trina Torres of Live Free Boutique had the opportunity to talk with students at Webster Middle School! Recently we had the opportunity to catch up with Trina and listen to her experience.

Torres spoke about being an entrepreneur, becoming a leader and not a follower, and standing up for what you believe in! Trina’s approach with the students was to be as open and honest as possible, as she explained, “I wanted to share some of my personal story with you and show that you can, in fact, overcome adversity.”

Trina also spoke about following your dreams and pursuing them in adult life. She highlighted expressing yourself, and that she is an artist with a love of music, art, writing, creating, building, dance and modeling.

Looking for that good summer deal? Visit Trina at Live Free Boutique located at 100 South Genesee St in the South Genesee Merchants Block of downtown Waukegan!