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Best Chicago Holiday Tours: Dazzling Lights, Markets & Festive Magic

When Christmas comes around, Chicago lights up. There’s no shortage of glowing, glittering lights displays, holiday markets, seasonal treats, snowy sights, and exciting events all season long. So how do you see and do it all? With a holiday tour of the city! Whether you’re looking to walk, ride, or cruise, these tours cover the very best of the season, from the most dazzling light shows to the very best hot chocolate and beyond.

Here are a few ways to see Christmas lights and more with holiday tours in Chicago.

Chicago holiday lights tours

Best Chicago Holiday Tours: Dazzling Lights, Markets & Festive Magic

Chicago is known for our dazzling holiday experiences, from ZooLights on the lakefront to the towering Christmas tree in the heart of downtown. See it all with these festive tours that cover the very best of Chicago’s holiday events and traditions.

  • Holiday Lights Tour with Absolutely Chicago Segway Tours
  • Chicago Holiday Tour by Free Tours by Foot

Historic holiday tours

Best Chicago Holiday Tours: Dazzling Lights, Markets & Festive Magic

Step back in time this holiday season with these fascinating tours. Explore the interiors of gorgeous historic homes, all decked out for the holidays. You’ll learn about their history, architecture, and how they fit into the story of Chicago.

  • Christmas Candlelight Tours at Glessner House
  • Annual Candlelight House Walk in Pullman

Festive food tours

Best Chicago Holiday Tours: Dazzling Lights, Markets & Festive Magic

Eat and drink your way through Christmas in Chicago. This holiday walking tour offered through Bobby’s Bike Hike hits all the indoor and outdoor highlights. Bring your appetite for samples of the famous Palmer House brownies, seasonal craft beer, and traditional German fare at Chicago’s famous Christmas market.

  • Holiday Hike: Season Sampling Walking Tour by Bobby’s Bike Hike

Holiday dinner cruises

Best Chicago Holiday Tours: Dazzling Lights, Markets & Festive Magic

For unmatched views of the city horizon all lit up for the holidays, take an unforgettable dinner cruise along the lakefront or down the Chicago River. Step aboard a stunning ship for gourmet meals, top-shelf cocktails, dancing, live music, and plenty of holiday glitz. Check out Chicago dinner cruise options.


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