Embark on an unforgettable weekend cycling adventure to Milwaukee. Pedal along the picturesque lakefront trail, where you’ll encounter breathtaking parks and some of the finest cycling paths in the region. The group will pause to admire landmarks such as the iconic Home Alone house and the magnificent Bahāʾī temple. The journey continues to Kenosha, where you’ll dine at one of the area’s top restaurants, Anna’s on the Lake. Riders have the freedom to decide on rest stops, ensuring a comfortable and safe ride for everyone. Arrive at the Hilton Milwaukee, where you’ll have time to freshen up before dinner.

Begin the following day with breakfast at the hotel. Afterwards, meet your tour guide who will lead you through Milwaukee’s top attractions and unveil the city’s best-kept secrets. Visit City Hall and the Historic Third Ward before savoring some of the city’s finest cuisine at Blue’s Egg. Post-lunch, enjoy free time to explore Milwaukee’s unique attractions, including its famous breweries and fascinating museums. Return to Chicago by car between 4-5pm on Sunday, where you can collect your bike and bags from the drop-off location.

Points of Interest

• Lake

• Historic Third Ward

• Featured Milwaukee City Tour
• 1 Night Stay in the Hilton Milwaukee
• Breakfast
• Lunch
• Dinner
• Brunch at Blue’s Egg
• In-vehicle air conditioning
• Bike Pump at the pickup location
• Route Planning and safety vehicle

• Bikes and biking gear. Riders need to bring all the gear to bike safely.

Our tours offer a range of difficulty levels to suit various skill levels. We prioritize your safety by implementing all available precautions. Our routes lead you to must-see attractions and stunning destinations. The Bahāʾī temple on our path is listed on the National Register of Historic Places and is the sole Bahāʾī place of worship in North America.

This weekend getaway to Milwaukee combines urban excitement with natural beauty. Riders can explore notable sites such as the Milwaukee Art Museum, the National Bobblehead Hall of Fame Museum, and the Black Holocaust Museum. The city boasts over 40 breweries, with renowned names like Schlitz and Pabst at the forefront.

During the ride, you’ll navigate mostly flat terrain, transitioning between suburban areas and secluded bike paths. Anticipate southward winds along the lake, so be ready for some headwinds during your journey.

Roads: 79% paved, 21% trails

Distance: 74.6 miles

Elevation: +963 ft/ - 1,058 ft

For a full refund, cancel at least 24 hours before the scheduled departure time.