Map of the  Oak Leaf Trail


Oak Leaf Trail

weiserrivertrail focus

Oak Leaf Trail


108+ miles




Milwaukee, Franklin, South Milwaukee


lake front, marinas, local parks, Downtown Milwaukee, museums, natural areas along rivers, residential neighborhoods, commercial areas


Brown Deer Trail

Bugline Trail

Hank Aaron State Trail



Regional Trails

The Oak Leaf Trail is a system of over 108 miles of paved pathways and designated roadways that wraps around the Milwaukee urban area.

There are multiple separate pathways that wander through local parks, residential neighborhoods, commercial areas or follow alongside roadways throughout Milwaukee.


The Oak Leaf Trail is paved for the entire route, though there may be some unpaved access paths or side paths. There are also designated bike lanes along roadways that are part of the system.

The Oak Leaf Trail is open for bike riding, running and walking.

One of the longest sections of the trail system is along the lake front from Downtown Milwaukee to W. Silver Spring Drive.This 7-mile plus long section follows the lake from then heads north along the Milwaukee River Greenway.

Another 7.5-mile long lengthy stretch is to the south of the downtown area from Cupertino Park to Grant Park. This section travels through parks and wooded areas including Bay View Park, Sheridan Park and Grant Park.

There is also a lengthy 4.5-mile long stretch that spans from Highway 36 to the Milwaukee County Sports Complex in Franklin as well as a 3-mile long section along Oak Creek in South Milwaukee.


The Oak Leaf Trail goes past the following neighborhoods and communities in Milwaukee: Downtown Milwaukee, Milwaukee Lakefront, Shorewood, Whitefish Bay, Glendale, Granville, Butler, Elm Grove, Greenfield, Franklin, Oak Creek, south Milwaukee, Cudahy and St. Francis.

Nearby Trails

Hank Aaron State Trail: the two trails meet at the lakefront at E. Michigan Street in Downtown Milwaukee.

Brown Deer Trail: the Brown Deer Trail is a rail trail that heads off to the northwest from the end of N. Argyle Avenue in Glendale and stops at W. Brown Deer Road.

Bugline Trail: the Bugline Trail heads to the west from the community of Menomonee Falls.

Points of Interest

The Oak Leaf Trail goes past the following points of interest:

Betty Brinn Children's Museum Hart Park
Miwaukee Art Museum Underwood Creek Parkway
Juneau Park Kreuger Park
Veterans Park Greenfield Park
McKinley Park West Allis Athletic Complex
Back Bay Park Kulwicki Park
Lake Park Root River Parkway
Gordon Park Milwaukee County Sports Complex
Riverside Park Froeming Park
Universtiy of Wisconsin Milwaukee Campus Abendschein Community Park
Pleasant Valley Park Greenlawn Park
Milwaukee River Greenway Woodland Golf Course
Eastbrook Park Grant Park Golf Course
Lincoln Park Golf Course Cliff Observatory
David F. Schulz Aquatic Center South Milwaukee Performing Arts Center
Meaux Park Grant Park
Bayshore Town Center Warnimaount Dog Park
Kletzch Park Kelly Senior Center
Brown Deer Park Warnimount Golf Course
Dretzka Park Cudahy Golf Course
Vincent High School St. Francis High School
 Menomonee River Parkway South Shore Park
Currie Dog Park South Shore Yacht Club
Hoyt Park Cupertino Park


Following are links to official off-site resources to find out more details about the Oak Leaf Trail in Milwaukee, Wisconsin.