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!

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Holiday Walks and Tree Lightings in the Western Suburbs
Holiday Walks and Tree Lightings in the Northwestern Suburbs

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!









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Berwyn is doing a gingerbread scavenger hunt, too!
https://www.facebook.com/events/381488583175633/