Oak Leaf Trail: Southern Loop
Oak Leaf Trail: Southern Loop
2.9
(28)
31
riders
04:46
83.3km
250m
Cycling
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.
Last updated: February 26, 2026
Tips
Includes movable bridges
Check opening times.
After 6.22 km for 80 m
After 7.34 km for 94 m
After 74.4 km for 80 m
After 77.1 km for 80 m
Waypoints
Start point
Parking
Get Directions
1.07 km
Highlight • Beach
Tip by
3.44 km
Highlight • Lake
Tip by
14.0 km
Highlight (Segment) • Trail
Tip by
36.1 km
Highlight (Segment) • Cycleway
Tip by
83.3 km
End point
Parking
Way Types & Surfaces
Way Types
61.2 km
18.3 km
3.19 km
334 m
321 m
Surfaces
57.3 km
25.1 km
601 m
356 m
< 100 m
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Elevation
Highest point (240 m)
Lowest point (170 m)
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Weather
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Today
Friday 15 May
17°C
9°C
0 %
Additional weather tips
Max wind speed: 27.0 km/h
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This route was planned by komoot.
The Southern Loop is approximately 83 kilometers (51.6 miles) long. For a touring cyclist, it typically takes around 4 hours and 46 minutes to complete, depending on your pace and how often you stop to enjoy the scenery.
The Southern Loop is predominantly paved with smooth asphalt, making for a comfortable touring cycling experience. While mostly flat with gentle inclines, you will encounter a couple of short climbs, particularly on the southern half. Some sections may also incorporate bike lanes on municipal roads.
The route offers breathtaking views of Lake Michigan for a significant portion. You'll pass through diverse landscapes including lush green spaces, woodlands, and parks like Grant Park, South Shore Park, and Warnimont Park. Notable highlights include Bradford Beach, Veterans Park Lagoon, and sections of the Hank Aaron State Trail and Root River Parkway.
Yes, the Southern Loop is generally considered easy to moderate, making it suitable for both casual and seasoned cyclists. Its smooth pavement and minimal traffic crossings contribute to an enjoyable ride. However, less confident riders might find sections on city street bike lanes more challenging.
The trail is enjoyable throughout the warmer months. Spring and fall offer pleasant temperatures and beautiful foliage, while summer provides lush greenery and full access to lakeside attractions. Many sections are well-shaded, offering respite during warmer rides.
The Oak Leaf Trail system, including the Southern Loop, connects to numerous parks throughout Milwaukee County. You can find parking at various access points along the route, such as those near Grant Park, South Shore Park, or Warnimont Park. Arriving earlier in the day is often recommended, especially on weekends, to secure a spot.
As part of the Milwaukee County Park System, dogs are generally allowed on the Oak Leaf Trail. However, they must be kept on a leash and under control at all times. Please remember to clean up after your pet to help keep the trail enjoyable for everyone.
No, there are no specific permits or entrance fees required to access and cycle the Oak Leaf Trail: Southern Loop. It is a public multi-use trail system within the Milwaukee County Park System, freely accessible to all users.
Yes, the Southern Loop is part of a larger network. It includes sections of the Oak Leaf Trail South Shore Line and the Oak Leaf Trail Root River Line. It also overlaps with the United States Bicycle Route 30 (Wisconsin) and the Hank Aaron State Trail.
As you cycle through diverse landscapes including woodlands and park areas, you may encounter various wildlife. This includes common bird species, small mammals, and other local fauna that inhabit the green spaces and lakeside environments along the route.
The Southern Loop connects to numerous parks, such as Grant Park, South Shore Park, and Warnimont Park. These parks typically offer amenities like restrooms and water fountains, especially during peak seasons. There are also benches and scenic rest spots along the way.