40 Charming Holiday Walks and Tree Lighting Ceremonies

By:
Updated:
Outdoor Places to Go

The 2026 holiday season is in full swing, and holiday walks and tree lightings are happening all around Chicagoland. What better way on a frosty evening to get in the festive spirit than with a stroll amidst some beautifully crafted store-front windows and tree-lined streets, all magically lit with sparkling lights? Even better if you can catch the magic happening with a tree lighting ceremony in Chicago’s historic suburban downtowns!

Bundle up the family, grab some hot cocoa, and check out one (or more) of these outdoor holiday walks near you. It’ll feel great to get outside with kiddos, celebrate the beauty of the season, and get some holiday shopping in, too!

If your holiday stroll got you in the mood for more walking, check out our Winter Hikes list for some beautiful spots to go hiking or cross country skiing! We love to see your winter adventures; tag us on social media!

Join the List

Let us help you plan fun days!
Get kid-friendly updates straight to your inbox

"*" indicates required fields

This field is for validation purposes and should be left unchanged.
When would you like to receive Kidlist emails?*

Related Articles

About the Author

1 Comment. Leave new

Leave a Reply

Your email address will not be published. Required fields are marked *

Fill out this field
Fill out this field
Please enter a valid email address.

Our Amazing Sponsors
Popular Guides