Stroll through Chicago's winter streets, lit up for the holidays, on this gourmet walking tour. Learn about Chicago's celebrated holiday traditions like the European-inspired Christkindlmarket, the beautiful decor and windows on State Street, and ice skating at Millennium Park. Sample generous tastes of classic Chicago foods and holiday treats as you walk. Seasonal craft beer tastings help you stay warm and toasty; please note this tour operates in all weather conditions, so dress appropriately.
Food and walking holiday tour of downtown Chicago
Visit the German-style Christkindlmarket, a festive outdoor market with warming cider and holiday shops
Stop at a local bar to taste seasonal craft brews
Head to the historic Palmer House Hotel, where brownies were invented, to try the popular chocolate treat
Admire the outdoor ice skating rink and magnificent architecture at Millennium Park
Sample Chicago’s famous deep dish pizza at a festive restaurant
See Chicago’s most majestic Christmas tree display at Millennium Park
Taste the famous Chicago-style hot dog
What To Expect
Christkindlemarket
Enjoy a hot cider at this outdoor german christmas market
10 minutes • Admission Ticket Included
Palmer House Hilton Historic Lobby
Stroll down State Street where the lights, decorations and window displays dazzle.
Throughout your tour, you’ll make stops for a variety of tasty treats, including a brownie sample at the Palmer House Hotel, where the chocolatey treat was invented! While inside the historic building, your guide shows you the magnificent interior architecture of this grand old hotel, where many famous guests have stayed since it opened in 1875.
15 minutes • Admission Ticket Free
Macy’s on State Street
Enjoy the Holiday decor
10 minutes • Admission Ticket Free
Millennium Park
Get a full tour of Millennium Park and gaze over the large outdoor ice-skating rink, flanked by the some of the most iconic buildings on the Chicago skyline. Watch hundreds of skaters twirl as they enjoy the free attraction. See the city’s official Christmas tree, loaded with spectacular ornaments and lights.
1 hour • Admission Ticket Free
Cloud Gate
Iconic Chicago attraction
5 minutes • Admission Ticket Free
Jay Pritzker Pavilion
Gorgeous open air amphitheater
5 minutes • Admission Ticket Free
Daley Bicentennial Plaza
Enjoy Christkindlmarkt in Chicago
20 minutes • Admission Ticket Free
Chicago Christmas Tree
Visit Chicago’s Christmas Tree
5 minutes • Admission Ticket Free
Wrigley Building
Visit one of Chicago’s iconic buildings
5 minutes • Admission Ticket Free
Lou Malnati’s Pizzeria
Enjoy Chicago-style deep dish pizza
15 minutes • Admission Ticket Included
Millennium Hall
Enjoy a Chicago style hot dog or Italian Beef
10 minutes • Admission Ticket Included
Palmer House Hilton Historic Lobby
Visit the iconic Palmer House Hotel lobby and enjoy the original recipe brownie, invented here at the hotel for the 1893 Chicago’s Worlds Fair.
10 minutes • Admission Ticket Included
Exchequer Restaurant & Pub
Enjoy an italian beef sandwich.
10 minutes • Admission Ticket Included
The Art Institute of Chicago
Amazing collections
• Admission Ticket Included
Highlight
Confirmation will be received at time of booking
If you have dietary restrictions, please add a note in the special requirements section when booking, and email to [email protected] after booking to confirm they can accommodate.
Wheelchair accessible
Near public transportation
Most travelers can participate
Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets.
VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21 )
TripAdvisor rated this tour its highest-level Traveler’s Choice Award each year since 2002.
Our groups have exclusive VIP access to locations we visit.
Operates in all weather conditions, please dress appropriately
Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund.
This tour/activity will have a maximum of 15 travelers
Include
Food samples
Holiday attractions
Local tour guide
Holiday Cocoa or Cider
Exclude
$10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
Hotel pickup and drop-off
Alcoholic Beverages