Holiday Your Way in Waukegan, IL

Simply having a wonderful Kringle time in Waukegan where the moon is right and the spirit's up...

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"It's a marshmallow Waukegan in the winter When the snow comes to cover the ground It's a time for play, it's a whipped creme day I wait for it all year round."

The City of Progress is an exceptional year-round destination located between Chicago, Milwaukee and Rockford. When the holiday season rolls around, visitors and residents alike can experience dozens of dining options, one-of-a-kind treasures at the mom-and-pop shops for gift ideas, exquisite holiday art and light displays, a talented thespian group performing a holiday staple and more all complemented by the festive downtown area backdrop.

Have a holly jolly experience at northeast Lake County in Waukegan this holiday season, and continue to scroll to view all of the festive activities and entertainment. 

Waukegan's Annual End of Summer Fiesta's Car Show and Festival
09/19/26
Saturday, September 19, Downtown Waukegan will turn into the biggest celebration of cars,

Oktoberfest at American Place Casino
09/26/26
American Place Casino will host its grand Oktoberfest celebration, inviting guests to don

Sugar Skull Workshop in Waukegan
10/03/26
The Waukegan Park District is hosting a Sugar Skull Decorating Workshop on Saturday, Octob

Haunted Canvas in Waukegan
10/09/26
The Waukegan Park District is hosting Haunted Canvas on Friday, October 9, 2026, from 6&nb

Poolside Pumpkin Patch Family Swim Night in Waukegan
10/17/26
The Waukegan Park District will host a Poolside Pumpkin Patch Family Swim Night from 3 to

Ghost Wauk 2026: Tales of the Historic Genesee Theatre
10/15/26 - 10/31/26
Dare to enter The Genesee after hours? Ever since the theater opened in 1927, claims of gh