South Milwaukee, a region in Wisconsin, is located directly on the Lake Michigan shoreline, providing a unique environment for outdoor pursuits. The area features a mix of natural landscapes, including extensive parklands, ravines, and a significant portion of the Oak Leaf Trail system. These diverse terrains support a range of activities, including several sports like hiking, road cycling, touring cycling, and jogging.
Outdoor enthusiasts exploring South Milwaukee will find more than 10 routes across…
43
Routes
4.9
(602)
Average rating
589
People visited

16
hikers
4.69km
01:12
20m
20m
Easy hike. Easily walkable paths.

5.0
(1)
3
hikers
7.36km
01:55
50m
50m
Easy hike. Easily walkable paths.

3
hikers
5.07km
01:18
20m
20m
Easy hike. Easily walkable paths.

1
hikers
5.47km
01:26
50m
30m
Easy hike. Easily walkable paths.
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5.0
(7)
61
riders
26.5km
01:33
130m
130m
Easy bike ride. Mostly paved surfaces.

5.0
(1)
44
riders
Easy bike ride. Mostly paved surfaces.

5.0
(1)
20
riders
40.1km
02:21
140m
140m
Moderate bike ride. Good fitness required. Mostly paved surfaces.

16
riders
21.4km
01:15
90m
90m
Easy bike ride. Mostly paved surfaces.
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45
riders
82.4km
04:01
320m
320m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

5.0
(4)
42
riders
44.9km
01:57
190m
190m
Easy road ride. Mostly well-paved surfaces and easy to ride.

17
riders
65.1km
02:57
190m
190m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

15
riders
14.2km
00:35
80m
80m
Easy road ride. Mostly well-paved surfaces and easy to ride.
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31
runners
9.40km
00:58
50m
50m
Moderate run. Good fitness required. Mostly paved surfaces.

32
runners
10.8km
01:07
60m
60m
Moderate run. Good fitness required. Mostly paved surfaces.

11
runners
15.3km
01:36
70m
70m
Hard run. Very good fitness required. Mostly paved surfaces.

4
runners
9.67km
01:00
40m
40m
Moderate run. Good fitness required. Mostly paved surfaces.
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South Milwaukee offers a variety of outdoor activities, including hiking, road cycling, touring cycling, and jogging. The region features 14 routes across these sports, which have been enjoyed by more than 1,000 visitors. These routes have an average rating of 4.76 out of 5 stars.
The Seven Bridges Trail within Grant Park is a notable hiking destination, offering scenic views of Lake Michigan and unique ravine landscapes. This trail provides access to Grant Park Beach. For more options, explore the Hiking around South Milwaukee guide.
The Oak Leaf Trail is a primary cycling route, offering over 135 miles (217 km) of paved paths throughout Milwaukee County, with sections starting in South Milwaukee. This trail provides varied scenery, including shoreline views. Cyclists can find more information in the Road Cycling Routes around South Milwaukee and Cycling around South Milwaukee guides.
Yes, South Milwaukee provides ample opportunities for jogging, particularly along the Oak Leaf Trail and within its various parks. These trails are often paved and offer scenic routes for runners. The Running Trails around South Milwaukee guide lists specific options.
Grant Park and its Seven Bridges Trail offer accessible and scenic options suitable for families. The park features playgrounds and picnic areas. For specific easy routes, consult the Easy hikes around South Milwaukee guide.
Trails in South Milwaukee often feature the Lake Michigan shoreline, offering picturesque views. Grant Park includes the Seven Bridges Trail with its unique ravines and beach access. The Oak Creek Parkway and Mill Pond also provide natural settings with meandering creeks.
Large parks like Grant Park, a 381-acre (154-hectare) county park, typically offer parking facilities for visitors accessing trails and amenities. Specific parking availability may vary by trailhead or park entrance.
Many public parks and trails in Milwaukee County generally permit leashed dogs. However, specific regulations can vary by park or trail section. It is advisable to check local signage or park rules for the most current information regarding pet policies.
The Oak Leaf Trail is an extensive multi-use trail system spanning over 135 miles (217 km) across Milwaukee County. It is suitable for cycling, rollerblading, walking, and birding. A significant portion of the southern Oak Leaf Trail begins in South Milwaukee, offering paved routes with lake views.
South Milwaukee is a popular destination on komoot, with its 14 routes having been explored by more than 1,000 visitors. Users have rated these routes highly, with an average rating of 4.76 out of 5 stars.
Komoot offers several guides for South Milwaukee, including Hiking around South Milwaukee, Easy hikes around South Milwaukee, Road Cycling Routes around South Milwaukee, Cycling around South Milwaukee, and Running Trails around South Milwaukee.
The official website for the City of South Milwaukee is https://www.southmilwaukee.gov/. This site provides information on local government services and community resources.

