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United States
Wisconsin
Milwaukee County

South Milwaukee

The best cycling routes around South Milwaukee

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.

Best touring cycling routes around South Milwaukee

  • The…

Last updated: May 21, 2026

5.0

(7)

65

riders

#1.

Grant Park Beach – Oak Leaf Trail — Shore line loop from South Milwaukee

26.5km

01:33

130m

130m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Tips from the Community

Grant Gehweiler
June 10, 2025, View of the Hoan Bridge and Milwaukee River

View of the Milwaukee river as it crosses under the Hoan Bridge at a very active boat landing.

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Nice view of downtown and South Shore Marina. Beer Garden and playground nearby.

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Sue
January 25, 2025, Milwaukee Art Museum

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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Frequently Asked Questions

How many touring cycling routes are available around South Milwaukee?

There are approximately 18 touring cycling routes available around South Milwaukee on komoot, offering a variety of options for different skill levels.

Are there easy touring cycling routes suitable for beginners in South Milwaukee?

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.

What are some good touring cycling routes for families in South Milwaukee?

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.

Are there any loop touring cycling routes in South Milwaukee?

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.

What kind of scenery can I expect on touring cycling routes in South Milwaukee?

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.

What interesting places can I explore along the touring cycling routes?

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.

What is the best time of year for touring cycling in South Milwaukee?

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.

Are there longer, more moderate touring cycling routes available?

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.

What do other touring cyclists say about the routes in South Milwaukee?

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.

Is parking available near the touring cycling routes in South Milwaukee?

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.

Can I find cafes or places to stop for refreshments along the routes?

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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