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

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

Moderate

4.6

(9657)

9,658

riders

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

04:01

82.4km

320m

Road cycling

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is accessible with public transport.

Last updated: September 9, 2026

Tips

Cycling is not permitted along parts of this route

After 12.1 km for 235 m

After 15.4 km for 137 m

Waypoints

Start point

Train Station

Get Directions

8.02 km

Oak Leaf Trail Meanders Through Milwaukee

Highlight • Cycleway

The Oak Leaf Trail winds through Milwaukee and its neighborhoods, creating a green band throughout the area. The great portion of these are paved and at the East Fort Hill …

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9.89 km

Abandoned Ladish Sand Pit

Highlight • Structure

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 …

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15.5 km

South Milwaukee Lagoon

Highlight • Lake

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 …

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16.5 km

Grant Park Beach

Highlight • Beach

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 …

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25.0 km

Oak Leaf Trail — Shore line

Highlight (Segment) • Cycleway

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

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28.0 km

View of Downtown Milwaukee from South Shore Drive

Highlight (Segment) • Viewpoint

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 …

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37.9 km

Menomonee Valley Bioretention Facility

Nature Reserve

39.9 km

Hank Aaron Trail

Highlight (Segment) • Trail

The Hank Aaron State Trail is a 14-mile paved continuous east-to-west connection from the shores of Lake Michigan to the Milwaukee/Waukesha county line. Officially, it continues past here, but this …

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