The 2 Best Hikes & Nature Walks in Chicago

1.Style Holiday Hike: Festive Food and Walking Tour

★★★★★★★★★★5.0 · 68 reviews · from $84Our pick

Walk central Chicago with a local guide, from Millennium Park’s skating rink and Christmas tree to the Christkindlmarket and State Street displays. The three-hour tour includes food tastes such as deep-dish pizza and the Palmer House brownie, plus hot cider or cocoa. Groups are capped at 15; a three-sample craft beer upgrade costs extra.

“We really loved this tour. Brooke was knowledgeable with great energy. Loved her! One suggestion. During holidays when kriskrindlmarket cups are available, serve last stop hot chocolate in them for people taking tour.”

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2.Fright Hike: Chicago Halloween Bike Tour

★★★★★★★★★★5.0 · 7 reviews · from $54Best value

At 6 pm, join a guide from Bobby’s Bike Hike for a three-hour Halloween ride from Streeterville through the Loop, Grant Park, and the lakefront. You’ll get a bike, helmet, and lights, then hear stories tied to the Iroquois Theatre fire, the Congress Plaza Hotel, and H.H. Holmes. The route is about nine miles and is limited to 15 people.

“We had a blast. Our guide, Jamal, was informative and entertaining at every stop. It was so cool riding through the city at night. In addition, the equipment is clearly well cared which was so nice. Highly recommend if you’re looking for something different to do.”

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