Grant Park Beach – Oak Leaf Trail — Shore line loop from South Milwaukee
Grant Park Beach – Oak Leaf Trail — Shore line loop from South Milwaukee
4.8
(2066)
11,978
riders
Grant Park Beach – Oak Leaf Trail — Shore line loop from South Milwaukee
01:33
26.5km
130m
Cycling
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.
Last updated: May 8, 2026
Tips
Cycling is not permitted along parts of this route
After 6.02 km for 74 m
After 14.9 km for 54 m
Waypoints
Start point
Bus stop
Get Directions
2.01 km
Grant Park Beach
Highlight • Beach
Tip by
6.05 km
Viewpoint
Highlight • Viewpoint
Tip by
10.4 km
Oak Leaf Trail — Shore line
Highlight (Segment) • Cycleway
Tip by
13.4 km
View of Downtown Milwaukee from South Shore Drive
Highlight (Segment) • Viewpoint
Tip by
14.7 km
View of Downtown and South Shore Marina from South Shore Park
Highlight • Viewpoint
Tip by
26.5 km
End point
Bus stop
Way Types & Surfaces
Way Types
19.5 km
5.01 km
1.55 km
368 m
105 m
Surfaces
23.8 km
2.34 km
193 m
105 m
< 100 m
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Elevation
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Weather
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Today
Saturday 27 June
21°C
14°C
0 %
Additional weather tips
Max wind speed: 17.0 km/h
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Description
If you are looking for a relaxing ride with continuous Lake Michigan views, the Grant Park Beach – Oak Leaf Trail — Shore line loop from South Milwaukee is an excellent choice. This easy touring cycling route covers 16.4 miles (26.5 km) with a gentle 424 feet (129 metres) of elevation gain, taking about 1 hour and 33 minutes to complete. It is a perfect option for cyclists of all skill levels seeking a scenic and accessible outing along the Milwaukee shoreline.
What to expect on Grant Park Beach – Oak Leaf Trail — Shore line loop from South Milwaukee
This loop offers a delightful journey through varied landscapes, starting with the expansive views of Lake Michigan from the tall bluffs. You will cycle through dense woodlands and well-maintained parkways like Grant Park and Oak Creek Parkway, experiencing a pleasant mix of natural beauty and urban green spaces. While mostly smooth asphalt, be aware that some sections might have forest debris, and you will encounter a few gentle hills, including a notable sweep down from the bluffs near Bay View Park. This route is ideal for anyone wanting a leisurely ride with plenty of scenic stops, suitable for touring bikes or hybrids.
Planning your visit
The trail is part of the extensive Oak Leaf Trail network, making it easy to access. While much of the route is off-road, some portions utilize bike lanes on municipal roadways, so stay alert and share the road with automotive traffic where necessary. Grant Park itself offers amenities like restrooms, concessions, and picnic spots, especially useful for longer rides. The trail is generally accessible throughout the cycling season, but checking local conditions for any debris after storms is always a good idea.
Trail details
- Distance: 16.4 miles (26.5 km)
- Elevation gain: 424 feet (129 metres)
- Difficulty: easy
- Estimated time: 1 hours and 33 minutes
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