Southeastern Wisconsin offers incredible opportunities for cyclists of every skill level. From urban trails and scenic waterfront routes to peaceful rural paths, here are seven biking spots in the region you won’t want to miss.
1. Oak Leaf Trail (Milwaukee County)
Distance: Over 135 miles
Highlights: Lakefront views, urban parks, and diverse neighborhoods
The Oak Leaf Trail is Milwaukee’s iconic biking trail, winding through urban neighborhoods, lush parks, and along the shores of Lake Michigan. With both paved and unpaved segments, it’s perfect for casual rides, commuting, and weekend adventures.
2. Hank Aaron State Trail (Milwaukee)
Distance: Approximately 12 miles
Highlights: Downtown Milwaukee, Menomonee Valley, American Family Field
Named in honor of baseball legend Hank Aaron, this paved trail connects Milwaukee’s lakefront with American Family Field. Along the route, cyclists enjoy urban scenery, local artwork, and convenient access to downtown Milwaukee’s restaurants and cafes.
3. Glacial Drumlin State Trail (Waukesha to Cottage Grove)
Distance: Approximately 52 miles
Highlights: Scenic rural landscapes, bridges, wildlife viewing
Stretching from Waukesha to Cottage Grove, the Glacial Drumlin State Trail offers a picturesque ride through Wisconsin’s countryside. Featuring well-maintained crushed limestone and paved sections, it’s ideal for both long-distance cycling and relaxing day rides.
4. Bugline Trail (Waukesha County)
Distance: Approximately 16 miles
Highlights: Wooded paths, charming small towns, peaceful riverside views
The Bugline Trail is a favorite among local cyclists. Winding through tranquil woodlands, past scenic lakes, and alongside rivers, the paved route connects charming towns like Sussex and Merton—perfect for family rides or leisurely weekend outings.
5. Pike Bike Trail (Kenosha)
Distance: Approximately 10 miles
Highlights: Beautiful Lake Michigan views, parks, downtown Kenosha
Kenosha’s Pike Bike Trail hugs the stunning shoreline of Lake Michigan, offering cyclists spectacular water views, beach access, and an easy ride to downtown Kenosha’s cafes and attractions. It’s ideal for relaxing, scenic rides for all ages.
6. Seven Waters Bike Trail (Racine County)
Distance: Approximately 17 miles
Highlights: Quiet countryside, peaceful wetlands, quaint rural communities
This peaceful, rural trail stretches through western Racine County, passing farmland, wetlands, and wildlife habitats. With its gentle slopes and quiet paths, Seven Waters Bike Trail is perfect for cyclists seeking serene, nature-rich surroundings.
7. White River State Trail (Walworth County)
Distance: Approximately 19 miles
Highlights: Picturesque farmland, bridges, river views, wildlife sightings
Running through Walworth County, this crushed limestone trail offers cyclists an enjoyable ride along the scenic White River. With its easy terrain and lovely rural scenery, the White River State Trail provides a relaxing getaway for nature-loving cyclists.
Stay Safe While Exploring Southeastern Wisconsin’s Trails
No matter which trail you choose, always remember these important safety tips:
- Wear a helmet and appropriate protective gear.
- Carry water, snacks, and essential repair tools.
- Check trail conditions and weather forecasts before your ride.
- Share your itinerary with someone, especially for longer trips.
- Follow trail etiquette and local rules for everyone’s safety.
Badger Injury Law Supports Wisconsin Cyclists
At Badger Injury Law, we’re passionate about cycling and dedicated to supporting the safety of riders throughout Southeastern Wisconsin. While we hope your cycling adventures remain safe and enjoyable, accidents can happen. If you’re ever injured in a bicycle accident, we’re here to protect your rights and ensure you receive maximum compensation.
📞 Contact us 24/7 at 414-396-7085 or reach out online for your free consultation.
