Back to list

Holiday Hike: Season Sampling Chicago Walking & Food Tour

Bobby's Bike Hike - Chicago Bike, Walking & Food Tours • 410 N. Michigan Ave. • Chicago, IL 60601

View on Map

Holiday Hike: Season Sampling Walking & Food Tour with Bobby's Bike Hike in Chicago, IL

View Gallery

Starting at

$74.99

Total Price: $76.49 (USD)

Book Now

Based on 4,610 reviews

INSTANT CONFIRMATION

NO SERVICE FEES

Authorized Reseller

Details

Map

FAQs

Select Tickets

Overview

Experience the magic of Chicago during the holiday season. This festive Holiday Hike walking and food tour takes you through the city’s most iconic holiday sights, including the Magnificent Mile lights, Millennium Park Christmas Tree, and Christkindlmarket. Enjoy local treats like deep dish pizza, Chicago-style hot dogs, and Italian beef sandwiches along the way.

up to 3 hrs 1 or more people

Good To Know

Sample local favorites like Chicago-style hotdogs, deep-dish pizza, and Italian beef sandwiches.
Experience the German-inspired Christkindlmarket and iconic holiday landmarks like Millennium Park's Christmas tree and Cloud Gate ("The Bean").
Explore the festive lights of the Magnificent Mile.
The tour lasts about 3 hours and includes approximately 1.25 miles of walking.
Meet your tour guide at Lou Malnati's Pizzeria inside the Wrigley Building; arrive 15 minutes before the scheduled time.
This family-friendly tour runs rain, snow, or shine, so dress in weather-appropriate attire and comfortable walking shoes.
Please bring a valid photo ID, a bottle of water, and camera or smartphone for pictures.
Includes an informative guide, all food samples, and non-alcoholic beverages.

Description

Get into the holiday spirit on Bobby’s Bike Hike’s Holiday Hike, a festive walking and food tour of downtown Chicago. This three-hour tour combines the best of Chicago’s holiday cheer with delicious food samples, iconic landmarks, and festive sights. Explore the Magnificent Mile’s holiday lights, the Millennium Park Christmas Tree, and the German-inspired Christkindlmarket—all while enjoying local favorites like deep dish pizza and Chicago-style hot dogs.

Your journey begins at Lou Malnati’s Pizzeria, a Chicago staple, where you’ll indulge in the city’s famous deep dish pizza, known for its cheesy goodness and rich history. After a slice, your guide will lead you through downtown’s holiday highlights, including the beautiful Christmas tree at the Wrigley Building, the Chicago Theatre’s Christmas marquee, and the bustling Riverwalk.

The fun continues with visits to iconic locations like Millennium Park, home to the Cloud Gate (aka "The Bean") and the city’s Christmas Tree. Along the way, you’ll sample more local treats, including Italian beef sandwiches and Chicago brownies at the historic Palmer House hotel. The tour concludes with a visit to the Christkindlmarket, where you’ll savor German-inspired holiday foods and explore unique gifts from around the world.

This tour is perfect for families, friends, and anyone looking to experience the magic of Chicago during the holiday season. Whether you're indulging in festive treats or simply soaking in the holiday cheer, the Holiday Hike offers an unforgettable way to explore the city’s winter wonderland.

Promotional Images (25)

Holiday Hike: Season Sampling Food & Walking Tour is located at Bobby's Bike Hike - Chicago Bike, Walking & Food Tours • 410 N. Michigan Ave. • Chicago, IL 60601

Attractions

Hotels & Lodging

Frequently Asked Questions about Holiday Hike: Season Sampling Food & Walking Tour

Where does the tour depart from?

The Holiday Hike food and walking tour departs from Lou Malnati’s Pizzeria, inside the Wrigley Building at 410 N. Michigan Ave., Chicago, IL 60611.

How long and strenuous is the walking tour?

The tour covers 1.25 miles in 2.5 to 3 hours at a relaxed pace. The guides will lead you from attraction to attraction, stopping to give you insight into this amazing city. At many landmarks, there will be places to sit down during the presentation.

Is there a vegetarians option?

Vegetarian substitutes are provided on the tour. If you or any member of your party has dietary restrictions, please make a note in the "Have Special Needs?" section above when booking your reservation.

What should I wear?

Please wear comfortable, weather-appropriate clothing and shoes for walking.

What should I bring?

Please bring a valid government-issued ID (especially for adults), bottled water, credit card, cash to tip the guide, mobile phone, and camera to capture delightful Christmas decor!

Will there be breaks for restrooms?

Yes, all of the restaurants you visit will have restrooms to use. But best to use the restroom before your scheduled tour to have more time to enjoy the festive sights and food!

What happens if it rains or snows?

The tour runs snow, rain, or shine. If it gets canceled due to inclement weather, management will reach out to reschedule or offer a full refund.

Is the tour recommended for children?

Yes, absolutely! The tour is a perfect activity for families, friends, holiday parties, and anyone wanting to celebrate the holiday season in a new, exciting way!