Every group bike rides we know about in Milwaukee — pick one and go.
10 events
Join the cycling community for MKE Critical Mass, a monthly ride starting at Red Arrow Park. It's a great way to explore Milwaukee on two wheels with fellow bike enthusiasts. Arrive early to meet other riders and get ready for a fun, casual ride through the city.
Free beginner bike rides every Saturday, 10–11:30 am. Bring your bike and helmet for a 90-minute group ride.
The UPAF Ride for the Arts is a unique biking event that lets you pedal across Milwaukee's iconic Hoan Bridge with stunning views of the lakefront. The 20-mile route is closed to car traffic, making it safe and smooth for riders of all ages. Don't miss the chance to ride with friends and support local arts.
Beginner-friendly bike rides at Hart Park, Saturdays at 9 am. Bring your own bike and helmet for 90 minutes on trails.
Morning bike rides at Juneau Playfield, Tuesdays 9:30–11:30am. Explore urban, river, prairie, and wooded trails.
Free community bike rides every Wednesday from 9:30 to 11:30 am. Bring your bike and helmet for 90 minutes on Milwaukee's best trails.
A community-focused cycling event for kids in grades 6-12, featuring coaching sessions and a ride through Bay View. Held at Beulah Brinton Community Center, it's a great chance for young cyclists to learn and have fun. Expect popsicles and a supportive atmosphere. Arrive early to get the most out of the coaching sessions.
Free group bike rides on Milwaukee's best trails. Thursdays at 6 PM, suitable for beginners. Bring your own bike and helmet.
Join a community ride supporting local firefighter charities, starting at the Milwaukee Fire Department Training Academy. Enjoy a scenic route along the lakefront, followed by a lively celebration at House of Harley-Davidson. Expect live music, food, and a chance to connect with local heroes. Arrive early for breakfast and a special cadet demonstration.
Free bike touring basics on Sundays from noon to 2:30 pm. Build endurance for long rides, ages 16 and up.