Sheboygan to Elkhart Lake loop
Sheboygan to Elkhart Lake loop
2.8
(2)
58
riders
02:44
66.1km
310m
Road cycling
This moderate 41-mile road cycling loop from Sheboygan to Elkhart Lake offers rural Wisconsin scenery and 1021 feet of elevation gain.
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
26.2 km
Highlight • River
Tip by
29.6 km
Highlight • Lake
Tip by
56.3 km
Highlight (Segment) • Trail
Tip by
66.1 km
End point
Parking
Way Types & Surfaces
Way Types
27.8 km
24.8 km
10.7 km
2.46 km
231 m
121 m
Surfaces
60.9 km
4.82 km
227 m
166 m
< 100 m
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Elevation
Highest point (300 m)
Lowest point (180 m)
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Weather
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Today
Saturday 23 May
18°C
9°C
0 %
Additional weather tips
Max wind speed: 17.0 km/h
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This route was planned by komoot.
This cycling loop typically takes around 2 hours and 44 minutes to complete. This is an estimated moving time and does not include stops for breaks or sightseeing.
The route is rated as moderate. While some sections offer easy riding on well-paved surfaces, you should be prepared for rolling terrain and moderately steep hills, especially around the Kettle Moraine area. Some segments might require good fitness.
While there isn't one single designated trailhead for this loop, you can often start from Sheboygan. Sheboygan Marsh Park is a good option that can serve as a trailhead and offers parking, as well as an observation tower.
You'll experience classic rural Wisconsin landscapes, including abundant dairy farms, views of the vast Sheboygan Marsh, the Sheboygan River, and the rolling Kettle Moraine hills. Keep an eye out for wild turkeys or deer in fields and woodland areas, especially along County Highway J. Designated 'Rustic Roads' like County Highway S offer particularly scenic stretches.
The loop takes you past several interesting points. You'll encounter the serene LaBudde Creek and the picturesque Elkhart Lake, which was formed by ancient glaciers. You'll also ride along sections of the Old Plank Road Trail. Small towns like Glenbeulah and Elkhart Lake offer charming stops.
Yes, this route incorporates sections of several other trails. You'll spend a significant portion on the Old Plank Road Trail, and also pass through parts of the Shoreland 400 Rail Trail, Sheboygan Urban Bike Trail, and segments of the Ice Age Trail.
Spring, summer, and fall generally offer the best conditions for cycling this loop. The rural scenery is particularly vibrant in spring and summer, and the fall foliage can be beautiful. Always check local weather forecasts before heading out.
Yes, the small towns along the route, such as Kiel and Elkhart Lake, are known for their hospitality. You'll find cafes and parks that make for perfect stopping points to refuel and relax.
This route primarily uses country roads and designated bike trails. While dogs are generally allowed on public roads, specific rules for trails like the Old Plank Road Trail may vary. If you plan to bring a dog, it's best to check the regulations for each specific trail segment you intend to use, and always keep them on a leash.
For the most part, cycling on public roads and many designated bike trails in Wisconsin does not require a permit or fee. However, if you plan to access specific state park areas or certain sections of the Kettle Moraine State Forest, a state park pass or trail pass might be required. It's always a good idea to check with the Wisconsin DNR for the latest regulations if you plan to venture off the main route.
While parts of the route are relatively easy, the overall difficulty is moderate due to rolling terrain and some steeper hills. Beginners with good fitness might manage, but those new to road cycling may find some sections challenging. Consider starting with shorter segments or routes with less elevation if you're a complete novice.