4.9
(506)
863
riders
54
rides
Touring cycling routes around Milwaukee often follow the shores of Lake Michigan, offering flat to gently rolling terrain. The region features a network of paved paths and dedicated bike lanes, connecting urban areas with natural parks and waterfronts. Elevation changes are generally minimal, making the landscape accessible for various cycling abilities.
Last updated: May 11, 2026
5.0
(2)
23
riders
83.3km
04:46
250m
250m
Cycle the moderate 51.8-mile (83.3 km) Oak Leaf Trail Southern Loop for scenic Lake Michigan views and paved paths in Milwaukee County.
5.0
(8)
73
riders
28.5km
01:39
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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66
riders
43.1km
02:30
150m
150m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
56
riders
22.1km
01:18
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
49
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Milwaukee
Adjacent to the bridge is a historical marker that commemorates the commuter line and the old 400 passenger train that formerly to crossed a bridge here.
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Billed as "the most accessible beach in America" and as one of the cleanest beaches in the country, this spot can get pretty busy. It's free for day use and has a couple of on-site spots for food and refreshments.
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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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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 over 50 touring cycling routes in the Milwaukee area, offering a wide range of options for different skill levels and preferences. You'll find everything from short, easy rides to longer, more challenging tours.
Yes, Milwaukee is very accessible for beginners, with 38 easy routes. A great option is the Grant Park Beach – Viewpoint loop from Bay View, which is an easy 16.2-mile path offering scenic views along the Lake Michigan coastline.
Touring cycling routes around Milwaukee typically feature flat to gently rolling terrain. The region boasts an extensive network of paved paths and dedicated bike lanes, connecting urban areas with natural parks and waterfronts. Elevation changes are generally minimal, making the landscape suitable for various cycling abilities.
While many routes are easy to moderate, there are 3 difficult touring cycling routes for those seeking more of a challenge. The Oak Leaf Trail: Southern Loop is a moderate 51.8-mile trail with some elevation, providing a longer ride for experienced cyclists.
Many routes offer beautiful views of Lake Michigan and pass by notable landmarks. You can cycle past the Milwaukee Pierhead Lighthouse, enjoy the shores of Bradford Beach, or explore Lakeshore State Park. The Veterans Park Lagoon – Milwaukee Art Museum loop from Milwaukee offers urban green spaces and lakefront scenery.
Yes, many routes are designed as loops, allowing you to start and end in the same location. Examples include the Bradford Beach – Veterans Park Lagoon loop from Milwaukee and the Milwaukee Pierhead Lighthouse – Bradford Beach loop from University of Wisconsin-Milwaukee, both offering convenient circular journeys.
The area is highly rated by the komoot community, with an average score of 4.9 stars from over 370 reviews. Reviewers often praise the extensive network of paved paths, the beautiful lakefront views, and the accessibility of routes for various skill levels, making it a great destination for touring cyclists.
Absolutely. Many of Milwaukee's touring cycling routes are suitable for families due to their flat terrain and dedicated paths. The region's network offers numerous easy options, perfect for a leisurely ride with children. Look for routes that stick to the paved trails and avoid busy roads.
The best seasons for touring cycling in Milwaukee are typically spring, summer, and fall. During these months, the weather is generally pleasant, and the lakefront trails offer refreshing breezes. Fall, in particular, can be beautiful with changing foliage. While some routes are accessible year-round, winter cycling requires appropriate gear and conditions.
Milwaukee is known for its brewing heritage, and many urban routes will bring you close to local establishments. While specific routes aren't solely dedicated to breweries, cycling through neighborhoods like Bay View or along the lakefront will put you in proximity to various dining and drinking options. You can often find places to stop for a break or a meal along the way.
Milwaukee's public transport system, including buses, often has bike racks, making it possible to combine cycling with public transit. Many trails, especially those closer to the city center, are well-connected to bus routes, allowing you to access different parts of the trail network without needing to drive. Check local transit schedules for specific routes and bike policies.
Parking is generally available at various access points along the major trail networks, especially at parks and designated trailheads. For example, routes along the Oak Leaf Trail or near Grant Park often have nearby parking lots. For urban routes, public parking garages or street parking may be available, though it's always good to check specific locations beforehand.


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