Category Hiking & Trekking

Chicago · HIKING & TREKKING

3 Hiking & Trekking Tours in Chicago, Compared

2 tours

Good hiking & trekking tours fill up fast here, especially between June and the first hard freeze. These 3 are the strongest of them, with current prices and what separates one from the next.

Chicago-Style Holiday Hike: Festive Food and Walking Tour

Chicago-Style Holiday Hike: Festive Food and Walking Tour - Palmer House and State Street Windows: Brownies and Grand Lobbies

1.Style Holiday Hike: Festive Food and Walking Tour

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

A small-group Chicago holiday hike with Christkindlmarket cider, iconic winter sights, and full tastings like deep-dish pizza and hot dogs.

“This was mine and my husband's first time visiting Chicago together. I came to visit the Christkindlmarket, and I chose the Holiday Hike tour for its combination of food tastings and tour of the city. The food was full servings so quite filling after viRead more”

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Fright Hike: Chicago Halloween Bike Tour

Fright Hike: Chicago Halloween Bike Tour - Starting at 540 N Lake Shore Dr: bikes, helmets, and ready-to-ride lights

2.Fright Hike: Chicago Halloween Bike Tour

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

Pedal through Chicago after dark on a small Halloween bike tour with bike and helmet included, spooky stops, and 3 hours of haunted fun.

“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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