Unforgettable Small Group Biking Tours from Chicago to Milwaukee
Our tours have varying difficulty levels to accommodate different skill levels. We take every safety precaution available to prioritize your well-being. Our routes that take you to must-see attractions and beautiful destinations. The Bahāʾī temple that we will pass is listed on the National Register of Historic Places and the only Bahāʾī place of worship in North America.
This weekend vacation to Milwaukee is a vibrant mix of urban excitement and nature. Notable spots that riders can visit are the Milwaukee Art Museum, the National Bobblehead Hall of Fame Museum, and the Black Holocaust Museum. The city is also home to over 40 breweries, with iconic names like Schlitz and Pabst leading the way.
On the ride you'll traverse mostly flat terrain that shifts between suburban areas and secluded bike paths. Expect southward winds along the lake, be prepared to experience some headwinds during your ride.
Roads: 79% paved, 21% trails
Distance: 74.6 miles
Elevation: +963 ft/ - 1,058 ft
Options
Unforgettable Small Group Biking Tours from Chicago to Milwaukee
What's included in Unforgettable Small Group Biking Tours from Chicago to Milwaukee
(Subject to Option Inclusions)Embark on an unforgettable weekend bike getaway to Milwaukee. Cycle along the scenic lakefront trail, where you'll discover stunning parks and some of the best riding paths in the area. Your group will stop to see landmarks such as the iconic Home Alone house and the stunning Bahāʾī temple. Your group will roll into Kenosha where you will go to one of the area's best restaurants, Anna's on the Lake. Of course riders have full say of how often rest stops are made to ensure everyone has a comfortable and safe ride. Arrive to the Hilton Milwaukee where you will have time to shower and change before dinner.
Start the next day with breakfast at the hotel. After, you will meet your tour guide who will take you on a tour of Milwaukee’s best attractions and reveal to you all the city’s biggest secrets. You will visit the City Hall, and Historic Third Ward before enjoying some of the city’s best food at Blue’s Egg. After lunch, you will have free time to explore some of Milwaukee's unique attractions, including its renowned breweries and captivating museums. Return to Chicago by car between 4-5pm on Sunday, where you'll be able to collect your bike and bags from the drop off location.
Inclusions
- Bunch at Blue's Egg
- Featured Milwaukee City Tour
- Hotel Breakfast Sunday morning
- Dinner in Milwaukee
- 1 Night Stay in the Hilton Milwaukee
- Air-conditioned vehicle
- Bike Pump at the pickup location
- Route Planning and safety vehicle
- Lunch at Anna's on the Lake on Saturday. Lunch in Milwaukee on Sunday
- Bikes and biking gear. Riders need to bring all the gear to bike safely.
- Not recommended for travelers with spinal injuries
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
Meet
Pickup and Dropoff
You will make your own way to the meeting points
Meeting / End Points
- Bikers will be asked to arrive at the meet-up location at 7am on Saturday morning with everything they need for the ride. Before rolling out, your guide will conduct a morning brief to review the route, safety protocols and address any concerns or preferences among the riders.
