4.4
(19)
993
riders
21
rides
Road cycling routes around Cudahy offer diverse experiences along the Lake Michigan shoreline and through natural areas. The region features access to the Oak Leaf Trail, a multi-use path connecting to a broader network of Milwaukee County trails. Terrain includes mostly paved surfaces with varying elevation gains, suitable for different skill levels. Cudahy's landscape is characterized by its lakeside parks and nature preserves, providing scenic backdrops for road cyclists.
Last updated: July 2, 2026
5.0
(1)
63
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
44
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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48
riders
40.9km
01:46
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
22
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
17
riders
65.1km
02:57
190m
190m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Cudahy
Situated on the city's beautiful waterfront, The Milwaukee Art Museum is the largest in the state. It features a collection of nearly 32,000 artworks across four floors, including modern and contemporary pieces, as well as notable architecture. The collection spans from ancient times to the present and includes European and American paintings, sculptures, prints, drawings, decorative arts, photographs, and folk art.
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General MacArthur was the top cadet of West Point's 1903 class. This sculpture honors him for his leadership in the Pacific during World War II. MacArthur, his father, and his grandfather were all Milwaukee residents. His last visit to the city was on April 27, 1951, when he received an honorary degree from Marquette University.
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Riding down South Shore Drive is a great way to take in the beautiful views of Downtown Milwaukee and the lake. There's a park and a number of restaurants and cafes to stop at if you'd like to stay a while.
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The Milwaukee Art Museum is known for its striking architecture, especially the Burke Brise Soleil, which opens and closes like wings. Don’t miss the stunning views of Lake Michigan from the museum’s café. With rotating exhibitions and an impressive permanent collection, it’s worth taking your time to explore both the art and the building itself.
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As you cycle by Highland Memorial Park on the New Berlin Recreation Trail, you'll notice a peaceful and serene environment. This section of the trail offers a refreshing change with well-maintained grass and lush green trees, providing a picturesque backdrop to your ride. The tranquil atmosphere makes it a perfect spot to slow down and enjoy the scenery.
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The New Berlin Recreation Trail is a 7-mile paved path running east-west from New Berlin to Waukesha in the Milwaukee suburbs. Although it lacks trestles and tunnels, it’s popular among commuters for its convenience and speed, following power lines. Starting at Lincoln St., the trail heads east with a 3-mile stretch free of street crossings. It runs parallel to an active railroad, maintaining a safe distance. Highlights include a bike shop and cafes at Calhoun St., restrooms at Buena Park, and the scenic Gatewood Park further along.
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Veterans Park Lagoon is a 14-acre reservoir within the greater Veterans Park. Some paved paths circle around the water, and there is plenty of green space and picnic areas.
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A beautiful path with expansive views of Lake Michigan. A perfect path to cycle on, on a still summers day.
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There are over 25 road cycling routes around Cudahy, offering diverse experiences for cyclists. These routes are highly rated by the komoot community, with an average score of 4.4 stars.
Road cycling routes in Cudahy primarily feature paved surfaces. You'll find varying elevation gains, from relatively flat lakeside paths to routes with moderate climbs, offering a mix of challenges and scenic rides. Many routes utilize sections of the extensive Oak Leaf Trail system.
Yes, Cudahy offers several easy road cycling routes perfect for beginners or those looking for a relaxed ride. For instance, the Grant Park Beach – Oak Leaf Trail — Shore line loop from Packard & Birchwood is an easy 21.1-mile trail that follows the scenic Lake Michigan shoreline.
Cudahy's road cycling routes offer stunning views of the Lake Michigan shoreline. You can enjoy picturesque stretches through parks like Sheridan Park and Warnimont Park. Many routes also provide access to natural areas, including the Cudahy Nature Preserve, known for its hardwood forests and migratory birds. You might also pass by beautiful beaches like Pebble Beach or Grant Park Beach.
Yes, several routes will take you past interesting landmarks and attractions. You might spot the Milwaukee Pierhead Lighthouse or pass by the Milwaukee Art Museum on routes extending north. The Cudahy Nature Preserve offers a unique natural landmark with its old-growth forest. For more details on the preserve, you can visit awealthofnature.org.
Many of the road cycling routes around Cudahy are designed as loops, allowing you to start and end at the same point. Examples include the Grant Park Beach – Oak Leaf Trail — Shore line loop from Milwaukee Airport and the Hank Aaron State Trail – Hoyt Park Footbridge loop from Bay View.
Absolutely. For those seeking a longer ride, routes like the Hoyt Park Footbridge – Lincoln Park loop from Milwaukee Airport cover over 66 miles (107 km) and offer extensive exploration of the wider Milwaukee area, including various parks and lakefront sections.
Many of the parks along the road cycling routes, such as Sheridan Park, Warnimont Park, and Cudahy Park, offer public parking facilities. These parks often provide convenient access points to the Oak Leaf Trail and other cycling paths. For more information on Warnimont Park, visit visitmilwaukee.org.
Yes, Milwaukee County Transit System (MCTS) bus routes serve the Cudahy area, and some routes may offer bike racks, providing access to various trailheads, including sections of the Oak Leaf Trail. It's advisable to check specific MCTS routes and schedules for the most convenient access points.
The komoot community highly rates road cycling in Cudahy, with an average score of 4.4 stars. Cyclists frequently praise the beautiful Lake Michigan shoreline views, the well-maintained sections of the Oak Leaf Trail, and the variety of routes that cater to different skill levels, from easy loops to longer, more challenging tours.
Many of the easier, flatter sections of the Oak Leaf Trail are ideal for family-friendly road cycling. These multi-use paths are generally well-separated from vehicle traffic, providing a safer and more enjoyable experience for all ages. Parks like Cudahy Park also offer recreational amenities for families.
While dogs are generally welcome on multi-use trails like the Oak Leaf Trail, they must be kept on a leash. Some parks, such as Warnimont Park, also feature dedicated dog parks, offering a place for your canine companion to run freely before or after your ride.
The spring, summer, and fall months generally offer the best conditions for road biking in Cudahy. Spring brings blooming nature, summer provides warm weather for lakeside rides, and fall showcases beautiful foliage. Always check local weather conditions, especially for wind along the lakefront, before heading out.


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