4.4
(8)
106
riders
13
rides
Touring cycling in Sheboygan County offers routes through diverse landscapes, including the Kettle Moraine State Forest and along the shores of local lakes. The region features a mix of paved trails and quiet country roads, providing varied terrain for cyclists. Elevations are generally gentle, with some routes incorporating rolling hills. The area is characterized by woodlands, open fields, and waterways, making it suitable for recreational cycling.
Last updated: May 5, 2026
5.0
(2)
3
riders
29.6km
01:48
80m
80m
Embark on an easy touring bicycle ride through the glacial landscapes of Wisconsin's Kettle Moraine State Forest on the Lake to Lake Bike Trail Loop. This pleasant 18.4-mile (29.6 km)…
22
riders
14.4km
01:23
120m
120m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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4.5
(2)
20
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4.5
(2)
16
riders
23.7km
01:35
80m
80m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
12
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
7
riders
30.1km
01:43
90m
90m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
6
riders
57.0km
03:22
340m
340m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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The 6.5-mile Lake to Lake Trail runs from Long Lake in the north to Mauthe Lake in the south. It's made of compacted gravel so just about any bike will do on this flat trail that passes through woodlands, meadows, lowland swamps, and the small village of Dundee.
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The Old Plank Road Trail runs for 21 miles from Sheboygan to the county line. It is mostly flat with only one somewhat large incline. It's a multi-use trail that parallels Wisconsin State Highway 23.
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Butler Lake Road is located in the northern part of the Kettle Moraine Forest. This covers over 22,000 acres of forested glacial hills, Kettle Lakes and grasslands. There has long been a glacier to shape the current landscapes that you see today.
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Tamarack Circle Trail goes around Lake Mauthe, within the northern part of the Kettle moraine state forest.
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A beautiful lake! You can take a walk and circumnavigate it: a unique experience for children and adults.
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Sheboygan County offers a selection of 12 touring cycling routes, catering to various preferences. Most of these, 10 to be exact, are rated as easy, with 2 moderate options for those seeking a bit more challenge.
Yes, Sheboygan County is well-suited for family-friendly touring cycling, with 10 easy routes available. A great option is the Purple trail – Kettle Moraine Drive loop from Town of Greenbush, which is just over 13 km long and features gentle elevations, perfect for a relaxed family outing.
The routes in Sheboygan County offer diverse terrain, including paved trails and quiet country roads. You'll cycle through woodlands, open fields, and along waterways. While elevations are generally gentle, some routes, particularly those in the Kettle Moraine State Forest, incorporate rolling hills.
Many of the touring cycling routes in Sheboygan County are loops, making them convenient for starting and ending at the same point. For example, the Kettle Moraine State Forest – Lake to Lake Trail loop from Long Lake Recreation Area is an easy 26.7 km circular route that explores the scenic forest.
Sheboygan County's routes offer several scenic spots. You can enjoy views from the Parnell Observation Tower, explore the natural beauty of Kettle Moraine State Forest, or visit Kohler-Andrae State Park. Many routes also pass by beautiful lakes like Elkhart Lake and Random Lake.
For those looking for a longer ride, the Old Plank Road Trail loop from Greenbush is a moderate 57 km route. It takes you through the Kettle Moraine landscape and is one of the more challenging options in the area, with over 330 meters of elevation gain.
The touring cycling routes in Sheboygan County are highly regarded by the komoot community, holding an average rating of 4.4 out of 5 stars. Cyclists often praise the diverse landscapes, from lake-to-lake connections to forested paths, and the well-maintained former rail-trails.
Yes, Sheboygan County is known for its lake-to-lake connections. The Lake to Lake Bike Trail Loop is a prime example, offering an 18.4-mile (29.6 km) easy ride that links various lakes and provides beautiful water views.
Absolutely. The Old Plank Road Trail loop from Kohler is an excellent example, following a historic corridor. This easy 18.7-mile (30.1 km) path provides a smooth surface through both rural and developed areas, characteristic of former rail-trails.
While specific data isn't provided, the diverse landscapes of Sheboygan County, with its woodlands and lakes, suggest that spring and fall would offer pleasant temperatures and beautiful scenery for touring cycling. Summer is also popular, though it can be warmer.
Beginners will find plenty of suitable options in Sheboygan County, as 10 out of the 12 routes are rated as easy. The Lake to Lake Trail – Tamarack Circle Trail loop from Kettle Moraine State Forest is a gentle 15.1 km route with minimal elevation gain, ideal for those starting out.


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