4.8
(487)
420
riders
20
rides
Best touring cycling routes South Milwaukee are primarily found along the Lake Michigan shoreline, offering relatively flat terrain suitable for various skill levels. The region features a network of paved trails, including sections of the popular Oak Leaf Trail, which provide scenic views of the lake and access to local parks. The landscape is characterized by coastal paths, urban green spaces, and gentle elevation changes, making it conducive for relaxed touring cycling.
Last updated: May 21, 2026
5.0
(7)
65
riders
26.5km
01:33
130m
130m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
40
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4.9
(7)
56
riders
45.1km
02:39
200m
200m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
36
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
17
riders
14.8km
00:52
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around South Milwaukee
View of the Milwaukee river as it crosses under the Hoan Bridge at a very active boat landing.
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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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Take a short break during your ride and enjoy sweeping views of Lake Michigan with a fresh breeze.
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The perfect stop for a spot during your ride, Hubbard Park Beer Garden offers a charming riverside setting with a variety of local and imported beers, complemented by a menu featuring German-inspired dishes like brats, hot dogs, and pretzels.
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There are approximately 18 touring cycling routes available around South Milwaukee on komoot, offering a variety of options for different skill levels.
Yes, South Milwaukee offers many easy touring cycling routes, with 14 routes specifically graded as easy. The terrain is generally flat, especially along the Lake Michigan shoreline, making it ideal for beginners. An example is the Oak Leaf Trail — Shore line loop from Saint Francis, which is 9.0 km long and follows the shoreline.
Many of the easy, paved routes along the shoreline are excellent for families. These paths often feature gentle elevation changes and scenic views, providing a pleasant experience for all ages. The Bike loop from Saint Francis is an easy 11.8 km route that could be suitable for a family outing.
Yes, many touring cycling routes in South Milwaukee are designed as loops, allowing you to start and end at the same point. For instance, the Lakeshore State Park – Milwaukee Pierhead Lighthouse loop from Saint Francis is a popular 21.7 km option that takes you through Lakeshore State Park.
Touring cycling routes in South Milwaukee primarily offer scenic views of Lake Michigan, coastal paths, and urban green spaces. You'll find well-maintained park trails and sections of the Oak Leaf Trail, providing a mix of natural beauty and accessible pathways.
Along the routes, you can explore several interesting spots. Consider visiting Grant Park Beach, enjoying the View of Downtown Milwaukee from South Shore Drive, or cycling along the Oak Leaf Trail — Shore line. The South Milwaukee Lagoon is another peaceful spot to discover.
The best time for touring cycling in South Milwaukee is typically from late spring through early autumn (May to October). During these months, the weather is generally mild and pleasant, making for comfortable rides along the lakefront and through parks. Fall offers beautiful foliage, while summer provides warmer temperatures ideal for beach stops.
Yes, for those looking for a longer ride, there are moderate routes available. The Grant Park Beach – Oak Leaf Trail — Shore line loop from Oak Creek is a moderate 45.1 km path that features extended stretches along the coast and through park areas, offering a more extensive touring experience.
The touring cycling routes in South Milwaukee are highly rated by the komoot community, with an average score of 4.98 stars from over 350 reviews. Cyclists often praise the well-maintained shoreline paths, the beautiful lake views, and the accessibility of the urban greenways.
Parking is generally available at various access points along the Oak Leaf Trail and near popular parks like Grant Park. Many local parks offer designated parking areas that provide convenient starting points for your touring cycling adventures.
While specific cafes directly on every route segment may vary, the routes often pass through or near urban areas and parks where you can find facilities, including cafes, restaurants, and convenience stores for refreshments. Planning your route with komoot can help you identify points of interest for stops.


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