Experience Chicago’s Holiday Spirit on Foot: The Ultimate Walking Tour
Difficulty
moderate
Duration
2–3 hours
Fitness Level
Participants should be in average physical condition, able to walk continuously at a steady pace for a few hours.
Overview
Discover Chicago’s festive magic up close with the Walking Chicago Holiday Tour, a captivating stroll through the city’s iconic landmarks and holiday markets. Perfect for visitors eager to embrace the season on foot.
Walking Chicago Holiday Tour
Walking Chicago Holiday Tour
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Adventure Photos
About This Adventure
Discover the enchanting holiday spirit of downtown Chicago on our Holiday Lights Running Tour. Stroll through dazzling streets, marvel at the 110th Christmas Tree, explore the Christkindlmarket, and admire iconic architecture, including the Wrigley Building and Tribune Tower, all while soaking in the festive atmosphere of this magical season.
Experience the magic of Christmas in the heart of downtown Chicago with our unforgettable Holiday Lights Running Tour. Lace up your walking shoes and join us on a festive journey through the dazzling downtown streets of Chicago, immersing yourself in the enchanting holiday spirit that fills the air during this special time of year.
Highlights Include: Chicago’s 110th Christmas Tree, Christkindlmarket, Macy’s window displays on State Street, and iconic Chicago architecture (Wrigley Building, Tribune Tower, and Water Tower).
Adventure Tips
Dress in Layers
Chicago’s winter can be frigid; wear layered clothing to stay warm and comfortable during the 2–3 hour walk.
Wear Comfortable Footwear
Expect to be on your feet for the entire tour, so durable walking shoes are a must.
Bring a Camera or Smartphone
Capture the glowing holiday lights and festive scenes, especially near sunset.
Stay Hydrated
Even in cold weather, it’s important to drink water before and after your walk.
Local Insights
Wildlife
- Urban squirrels
- Wintering songbirds in Millennium Park
History
Chicago’s holiday tradition includes the Christkindlmarket, inspired by Germany’s Nuremberg market, established in the city since the early 1990s.
Conservation
Tour operators encourage minimal environmental impact by promoting walking and public transport over driving to reduce carbon footprint.
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Adventure Hotspots in Chicago
Frequently Asked Questions
Recommended Gear
Insulated Winter Jacket
Keeps you warm against Chicago's chilly winter winds during the tour.
winter specific
Comfortable Walking Shoes
Provides support and grip for walking in cold and occasionally slippery conditions.
winter specific
Gloves and Hat
Protects your extremities from cold during the outdoor walking segments.
winter specific
Camera or Smartphone
Allows you to capture memorable holiday lights and festive city scenes.