Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Bike touring routes & trails
United States
Wisconsin
Milwaukee County
Milwaukee

Oak Leaf Trail: Southern Loop

Moderate

2.9

(28)

31

riders

Oak Leaf Trail: Southern Loop

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

A

Start point

Parking

Get Directions

1

1.07 km

Bradford Beach

Highlight • Beach

Bradford Beach is an open, sandy beach just off the side of the Oak Leaf Trail. You pass a number of beaches as you bike along the paved path, and Bradford Beach is the biggest with the most amenities. If you are wanting views of the bay and ferry, this is a great spot for that, too.

Tip by

2

3.44 km

Veterans Park Lagoon

Highlight • Lake

Veterans Park Lagoon is a 14-acre reservoir within the greater Veterans Park. Some paved paths circle around the water, and there is plenty of green space and picnic areas.

Tip by

3

14.0 km

Hank Aaron State Trail

Highlight (Segment) • Trail

This 15.6 mile shared used paved trail is named after the baseball legend Hank Aaron. It provides a continuous connection between American Family Field, home of the Milwaukee Brewers, and the Lake Michigan lakefront.

Tip by

4

36.1 km

Root River Parkway

Highlight (Segment) • Cycleway

This road follows the meander of the Root River, thus avoiding the entire urban area.

Tip by

B

83.3 km

End point

Parking

Loading

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

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (240 m)

Lowest point (170 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Today

Friday 15 May

17°C

9°C

0 %

Additional weather tips

Max wind speed: 27.0 km/h

to get more detailed weather forecasts along your route

This route was planned by komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Frequently Asked Questions

How long does it typically take to cycle the Oak Leaf Trail: Southern Loop?

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.

What is the terrain like on the Southern Loop?

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.

What can I see along the route?

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.

Is the Oak Leaf Trail: Southern Loop suitable for beginners?

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.

What is the best time of year to cycle the Southern Loop?

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.

Where can I park to access the Southern Loop?

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.

Is the Oak Leaf Trail: Southern Loop dog-friendly?

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.

Are there any permits or entrance fees required for the Oak Leaf Trail: Southern Loop?

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.

Does the Southern Loop intersect other well-known paths?

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.

What kind of wildlife might I see along the 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.

Are there amenities like restrooms or water 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.

Nearby routes

Moderate

5.0

23

Oak Leaf Trail: Southern Loop

04:46h

83.3km

250m

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

© komoot GmbH

Privacy Policy