Chicago-Style Holiday Hike: Festive Food and Walking Tour
There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Holiday Hike is a 3hr guided walking and food tour through the Chicago Loop, brought to you by Bobby's Bike Hike, internationally recognized for their tours. You’ll get to sample the Windy City’s favorite winter treats; including a slice of deep dish pizza, Chicago-style hot dog, Italian Beef, chocolate brownie, and hot apple cider. Upon arrival, you can add a VIP holiday craft beer package for $19.99/person. Our entertaining guides will get your holiday spirit primed with plenty of food and knowledge. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the Christmas window displays at the original Marshall Field’s department store, Chicago's city Christmas tree, the ice skating rink at Millennium Park, and the legendary Christkindlmarket, a traditional German Christmas Market. No other tour offers such an all-inclusive experience of Chicago during the holidays!
Departure Point
- Departure Point: Lou Malnati's Pizzeria - Wrigley Building
Directions: Please note that the entrance is located on the Northside of the Wrigley Building - ground level. Your guide will be wearing a Bobby's Bike Hike shirt and paddle.
Duration
3 hours
Languages Available
- Human tour guide - English
Points of Interest
Stop At: Christkindlemarket
50 W Washington St, Chicago, Illinois
Enjoy a hot cider at this outdoor german christmas market
Duration: 10 minutes
Stop At: Palmer House Hilton Historic Lobby
17 E Monroe St, Chicago, Illinois
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.
Duration: 15 minutes
Stop At: Macy's on State Street
111 N State St, , Chicago, Illinois
Enjoy the Holiday decor
Duration: 10 minutes
Stop At: Millennium Park
Chicago, Illinois
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.
Duration: 1 hour
Stop At: Cloud Gate
201 E. Randolph St., Millenium Park, Chicago, Illinois
Iconic Chicago attraction
Duration: 5 minutes
Stop At: Jay Pritzker Pavilion
Millennium Park, Chicago, Illinois
Gorgeous open air amphitheater
Duration: 5 minutes
Stop At: Daley Bicentennial Plaza
337 E Randolph Dr, , Chicago, Illinois
Enjoy Christkindlmarkt in Chicago
Duration: 20 minutes
Stop At: Chicago Christmas Tree
Chicago, IL 60601
Visit Chicago's Christmas Tree
Duration: 5 minutes
Stop At: Wrigley Building
400-410 Michigan Ave, , Chicago, Illinois
Visit one of Chicago's iconic buildings
Duration: 5 minutes
Stop At: Lou Malnati's Pizzeria
410 North Michigan Avenue, Chicago, IL 60611
Enjoy Chicago-style deep dish pizza
Duration: 15 minutes
Stop At: Palmer House Hilton Historic Lobby
17 E Monroe St, Chicago, Illinois
Enjoy a Chicago style hot dog or Italian Beef
Duration: 10 minutes
Stop At: Exchequer Restaurant & Pub
226 South Wabash Avenue, Chicago, IL 60604
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.
Duration: 10 minutes
Stop At: The Art Institute of Chicago
111 S Michigan Ave, Chicago, Illinois
Enjoy an italian beef sandwich.
Duration: 10 minutes
Stop At: Millennium Hall
11 North Michigan Avenue, Chicago, IL 60602
Amazing collections
Duration: Not Available
Additional Information
- Wheelchair accessible
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- If you have dietary restrictions, please add a note in the special requirements section when booking, and email to reservations@bobbysbikehike.com after booking to confirm they can accommodate.
- 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.
- Food samples
- Holiday attractions
- Holiday Cocoa or Cider
- Local tour guide
Exclusions
- $10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
- Hotel pickup and drop-off
Redemption Instructions
Please arrive 15 minutes before scheduled tour time
$10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
Wear comfortable and seasonally appropriate clothing/shoes
Please use the Restroom before your arrival.
Bring a bottle of water.
Tours run rain or shine
If you have dietary restrictions, please contact local operator by reaching out via email to reservations@bobbysbikehike.com after booking to confirm they can accommodate.
Voucher Info
Mobile or paper ticket accepted
The tour identified in this promotion is made available through Viator. Groupon is not affiliated with or sponsored by the Bobby's Bike Hike - Chicago in connection with this deal. Please contact Groupon customer service for all inquiries related to this offer. Inquiries placed to Viator will be directed back to Groupon.
This offer is not eligible for promo codes.
There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Holiday Hike is a 3hr guided walking and food tour through the Chicago Loop, brought to you by Bobby's Bike Hike, internationally recognized for their tours. You’ll get to sample the Windy City’s favorite winter treats; including a slice of deep dish pizza, Chicago-style hot dog, Italian Beef, chocolate brownie, and hot apple cider. Upon arrival, you can add a VIP holiday craft beer package for $19.99/person. Our entertaining guides will get your holiday spirit primed with plenty of food and knowledge. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the Christmas window displays at the original Marshall Field’s department store, Chicago's city Christmas tree, the ice skating rink at Millennium Park, and the legendary Christkindlmarket, a traditional German Christmas Market. No other tour offers such an all-inclusive experience of Chicago during the holidays!
Departure Point
- Departure Point: Lou Malnati's Pizzeria - Wrigley Building
Directions: Please note that the entrance is located on the Northside of the Wrigley Building - ground level. Your guide will be wearing a Bobby's Bike Hike shirt and paddle.
Duration
3 hours
Languages Available
- Human tour guide - English
Points of Interest
Stop At: Christkindlemarket
50 W Washington St, Chicago, Illinois
Enjoy a hot cider at this outdoor german christmas market
Duration: 10 minutes
Stop At: Palmer House Hilton Historic Lobby
17 E Monroe St, Chicago, Illinois
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.
Duration: 15 minutes
Stop At: Macy's on State Street
111 N State St, , Chicago, Illinois
Enjoy the Holiday decor
Duration: 10 minutes
Stop At: Millennium Park
Chicago, Illinois
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.
Duration: 1 hour
Stop At: Cloud Gate
201 E. Randolph St., Millenium Park, Chicago, Illinois
Iconic Chicago attraction
Duration: 5 minutes
Stop At: Jay Pritzker Pavilion
Millennium Park, Chicago, Illinois
Gorgeous open air amphitheater
Duration: 5 minutes
Stop At: Daley Bicentennial Plaza
337 E Randolph Dr, , Chicago, Illinois
Enjoy Christkindlmarkt in Chicago
Duration: 20 minutes
Stop At: Chicago Christmas Tree
Chicago, IL 60601
Visit Chicago's Christmas Tree
Duration: 5 minutes
Stop At: Wrigley Building
400-410 Michigan Ave, , Chicago, Illinois
Visit one of Chicago's iconic buildings
Duration: 5 minutes
Stop At: Lou Malnati's Pizzeria
410 North Michigan Avenue, Chicago, IL 60611
Enjoy Chicago-style deep dish pizza
Duration: 15 minutes
Stop At: Palmer House Hilton Historic Lobby
17 E Monroe St, Chicago, Illinois
Enjoy a Chicago style hot dog or Italian Beef
Duration: 10 minutes
Stop At: Exchequer Restaurant & Pub
226 South Wabash Avenue, Chicago, IL 60604
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.
Duration: 10 minutes
Stop At: The Art Institute of Chicago
111 S Michigan Ave, Chicago, Illinois
Enjoy an italian beef sandwich.
Duration: 10 minutes
Stop At: Millennium Hall
11 North Michigan Avenue, Chicago, IL 60602
Amazing collections
Duration: Not Available
Additional Information
- Wheelchair accessible
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- If you have dietary restrictions, please add a note in the special requirements section when booking, and email to reservations@bobbysbikehike.com after booking to confirm they can accommodate.
- 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.
- Food samples
- Holiday attractions
- Holiday Cocoa or Cider
- Local tour guide
Exclusions
- $10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
- Hotel pickup and drop-off
Redemption Instructions
Please arrive 15 minutes before scheduled tour time
$10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
Wear comfortable and seasonally appropriate clothing/shoes
Please use the Restroom before your arrival.
Bring a bottle of water.
Tours run rain or shine
If you have dietary restrictions, please contact local operator by reaching out via email to reservations@bobbysbikehike.com after booking to confirm they can accommodate.
Voucher Info
Mobile or paper ticket accepted
The tour identified in this promotion is made available through Viator. Groupon is not affiliated with or sponsored by the Bobby's Bike Hike - Chicago in connection with this deal. Please contact Groupon customer service for all inquiries related to this offer. Inquiries placed to Viator will be directed back to Groupon.
This offer is not eligible for promo codes.
Need To Know Info
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Offer is not eligible for our promo codes or other discounts. Learn about Strike-Through Pricing and Savings