Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Road cycling routes
United States
Wisconsin
Milwaukee County

South Milwaukee

The best road cycling routes around South Milwaukee

5.0

(9)

432

riders

27

rides

Road cycling routes around South Milwaukee are characterized by their proximity to the Lake Michigan shoreline and integration into the Milwaukee County Parks system. The terrain primarily features paved pathways, with routes often following the extensive Oak Leaf Trail. This area provides diverse cycling options, from flat, leisurely rides along the coast to routes with moderate elevation changes.

Best road cycling routes around South Milwaukee

  • The most popular road cycling route is Grant Park Beach – Oak Leaf Trail — Shore line loop from Packard & Birchwood, a 21.1 miles (33.9 km) trail that takes 1 hour 27 minutes to complete. This route offers views of the Lake Michigan shoreline and connects through local parks.
  • Another top favourite among local road cyclists is Grant Park Beach – Oak Leaf Trail — Shore line loop from Milwaukee Airport, a moderate 50.3 miles (81.0 km) path. This longer loop provides extensive shoreline views and access to the Oak Leaf Trail.
  • Local road cyclists also love the Grant Park Beach – Oak Leaf Trail — Shore line loop from Oak Creek, a 27.9 miles (44.9 km) trail leading through coastal areas, often completed in about 1 hour 57 minutes.
  • Road cycling around South Milwaukee is defined by the Lake Michigan shoreline, the Oak Leaf Trail, and the "String of Pearls" parks. The network offers options for various ability levels, from easy coastal paths to more challenging moderate routes.
  • The routes in South Milwaukee are highly rated by the komoot community with an average score of 5.0 stars from a few reviews. More than 350 road cyclists have used komoot to explore South Milwaukee's varied terrain.

Last updated: May 21, 2026

5.0

(1)

63

riders

#1.

Oak Leaf Trail — Shore line – Grant Park Beach loop from Packard & Birchwood

34.8km

01:30

160m

160m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Navigate with device

Send to Phone

Save

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
Sign up for free to see 23 more rides around South Milwaukee.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around South Milwaukee

Hiking around South Milwaukee

Cycling around South Milwaukee

Running Trails around South Milwaukee

Tips from the Community

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.

0

0

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.

0

0

A beautiful path with expansive views of Lake Michigan. A perfect path to cycle on, on a still summers day.

0

0

Alex
January 29, 2024, Oak Leaf Trail

A great little pond to make a rest stop along your bike ride on the Oak Leaf trail There are usually people fishing on the shore to take a look at.

0

0

The Abandoned Ladish Sand Pit is often filled in with water and right off of the Oak Creek Trail. Oak Creek runs right behind it, making this spot a nice area to keep an eye out for birds and other wildlife.

0

0

Grant Park Drive runs along the coast but is separated from Grant Park Beach by a strip of woodland. There are some trails through the woods so you can access the beach from a number of different places, but the best option is to use the Oak Creak parking lot near Ferch's Beachside Grille. There are plenty of services here such as a playground and café, and you can walk right onto the beach.

0

0

South Milwaukee Lagoon Pond is a popular fishing spot fed by Oak Creek (which flows out into Lake Michigan) along the Oak Creek Parkway in South Milwaukee, Wisconsin. This is a nice place to ride past as you explore the area.

0

0

oliviakellis
December 15, 2023, Grant Park Beach

Grant Park Beach in Milwaukee is a sea glass lover's haven. Delight in the thrill of discovering coveted pieces as you sift through the sands. Enjoy the refreshing ocean breeze and the allure of crystal-clear waters.

0

0

Frequently Asked Questions

What kind of terrain can I expect on road cycling routes in South Milwaukee?

Road cycling routes in South Milwaukee primarily feature paved pathways, often following the extensive Oak Leaf Trail. The terrain is generally flat along the Lake Michigan shoreline, with some routes offering moderate elevation changes as they connect through various parks and bluffs. You can expect diverse options, from leisurely coastal rides to more challenging routes.

How many road cycling routes are available in South Milwaukee?

There are over 20 road cycling routes available around South Milwaukee. The komoot community has mapped 15 easy routes, 7 moderate routes, and 1 difficult route, catering to a wide range of cycling abilities.

Are there road cycling routes suitable for beginners or more experienced cyclists?

Yes, South Milwaukee offers routes for all skill levels. Beginners can enjoy easy, flat rides along the Lake Michigan shoreline, often utilizing the Oak Leaf Trail. More experienced cyclists can find moderate routes that include longer distances and some elevation changes, such as the Grant Park Beach – Oak Leaf Trail — Shore line loop from Milwaukee Airport, which covers over 50 miles.

What scenic views or natural features can I expect on road cycling routes in South Milwaukee?

Many road cycling routes in South Milwaukee offer stunning views of the Lake Michigan shoreline. You'll ride through the picturesque Milwaukee County Parks system, including the expansive Grant Park. The routes often follow the 'String of Pearls' parks, providing continuous scenic beauty along the bluffs. Highlights include Grant Park Beach and the South Milwaukee Lagoon.

Are there any specific landmarks or points of interest along the road cycling routes?

Absolutely. Cyclists can pass by significant landmarks such as Grant Park Beach, a popular starting point for many routes. You might also catch a View of Downtown Milwaukee from South Shore Drive, offering a unique urban panorama amidst natural beauty. The routes are integrated into the Milwaukee County Parks system, providing access to various park amenities.

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

The best time for road cycling in South Milwaukee is typically from spring through fall, when the weather is mild and the Lake Michigan shoreline offers refreshing breezes. Summer provides warm conditions perfect for enjoying the beach and park amenities, while spring and fall offer cooler temperatures and beautiful foliage.

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

Yes, parking is generally available at various points along the road cycling routes, especially within the Milwaukee County Parks system. Grant Park, for instance, offers parking facilities, making it a convenient starting or ending point for many rides.

How long is the Oak Leaf Trail for biking in South Milwaukee?

The Oak Leaf Trail is central to road cycling in South Milwaukee. Its 'South Shore Line' tracks the Lake Michigan shoreline, and its southern portion directly begins in Grant Park. The trail is part of a larger network boasting over 135 miles of multi-use trails throughout Milwaukee County, offering extensive options for cyclists.

What do other road cyclists enjoy most about cycling in South Milwaukee?

The road cycling experience in South Milwaukee is highly rated by the komoot community, with an average score of 5.0 stars. Cyclists frequently praise the picturesque Lake Michigan shoreline views, the well-maintained paved pathways of the Oak Leaf Trail, and the seamless connections through the 'String of Pearls' parks. The diverse options for various ability levels are also a highlight.

Are the road cycling routes in South Milwaukee family-friendly?

Many of the road cycling routes in South Milwaukee are very family-friendly, particularly those along the paved Oak Leaf Trail. These multi-use trails offer a safe and enjoyable environment for cyclists of all ages. Grant Park, a key feature along many routes, also provides playgrounds and picnic areas, perfect for family outings.

Can I find loop road cycling routes in South Milwaukee?

Yes, loop routes are a prominent feature of road cycling in South Milwaukee. Many popular routes, such as the Grant Park Beach – Oak Leaf Trail — Shore line loop from Packard & Birchwood and the Grant Park Beach – Oak Leaf Trail — Shore line loop from Oak Creek, are designed as loops, allowing you to start and end at the same point while enjoying diverse scenery.

Are there any long-distance road cycling routes in the South Milwaukee area?

For those seeking longer rides, South Milwaukee offers several extensive routes. The Grant Park Beach – Oak Leaf Trail — Shore line loop from Milwaukee Airport, for example, is a moderate 50.3-mile path providing extensive shoreline views and access to the Oak Leaf Trail. Another option is the Hoyt Park Footbridge – Lincoln Park loop from Milwaukee Airport, which stretches over 66 miles.

Most popular routes around South Milwaukee

Hiking around South Milwaukee

Most popular attractions around South Milwaukee

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Road cycling routes in other regions.

MilwaukeeWauwatosaBaysideGlendaleCudahyBrown DeerCleaver Wildlife RefugeOak CreekHavenwoods State ForestWest MilwaukeeShorewoodRiver HillsFranklinSt. FrancisGreendaleWhitefish BayGreenfieldHales CornersFox PointWest Allis

Nearby adventure guides

Things to Do around Cudahy

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy