The best cycling routes in Sheboygan County
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.
Best touring cycling routes in Sheboygan County
- The most popular touring cycling route is Lake to Lake Bike Trail Loop, an 18.4 miles (29.6 km) trail that takes 1 hour 48 minutes to complete. This easy route connects various lakes and offers scenic views.
- Another top favourite among local touring cyclists is Old Plank Road Trail loop from Kohler, an easy 18.7 miles (30.1 km) path. This route follows a historic corridor, providing a smooth surface through rural and developed areas.
- Local touring cyclists also love the Old Plank Road Trail loop from Greenbush, a 35.4 miles (57.0 km) trail leading through the Kettle Moraine landscape, often completed in about 3 hours 21 minutes.
- Touring cycling in Sheboygan County is defined by lake-to-lake connections, forested paths, and former rail-trails. The network offers options for different ability levels, from easy family friendly bike trails Sheboygan County to longer distance bike routes Sheboygan County.
- The routes in Sheboygan County are highly rated by the komoot community with an average score of 4.4 stars from over 8 reviews. More than 90 touring cyclists have used komoot to explore Sheboygan County's varied terrain.
Last updated: May 5, 2026
5.0
(2)
3
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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) route connects the Long Lake and Mauthe Lake Recreation Areas, offering a diverse journey. You'll pedal through hardwood forests, open prairies, and tall pines, experiencing the unique terrain shaped by ancient glaciers. The trail also skirts wetlands near Mauthe Lake and the East Branch of the Milwaukee River, providing varied scenery. With only 275 feet (84 metres) of elevation gain, you can expect to complete this loop in about 1 hour and 48 minutes. The well-maintained crushed limestone surface makes for a smooth ride.
Before you set out, be aware that a state park vehicle admission sticker is necessary if you plan to begin your ride from either the Long Lake or Mauthe Lake Recreation Areas. The trail is suitable for hybrid bikes, given its crushed limestone surface. Because of its popularity, especially during summer weekends, you should anticipate sharing the path with other outdoor enthusiasts. Be mindful of hikers and joggers who also enjoy this scenic route.
This loop offers a unique glimpse into the geological history of the Kettle Moraine, showcasing features like kames and drumlins formed by ancient glaciers. As you cycle, you will pass through the charming community of Dundee, adding a touch of local character to your outdoor adventure. The route's design highlights the natural beauty and historical significance of this region, making it a notable option for exploring Wisconsin's glacial legacy.
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
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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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Tips from the Community
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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Frequently Asked Questions
How many touring cycling routes are available in Sheboygan County?
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.
Are there any easy, family-friendly touring cycling routes in Sheboygan County?
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.
What kind of terrain can I expect on touring cycling routes in Sheboygan County?
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.
Are there any circular touring cycling routes in Sheboygan County?
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.
What are some scenic viewpoints or attractions along the touring cycling routes?
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.
Are there any longer distance touring cycling routes for experienced riders?
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.
What do other touring cyclists say about the routes in Sheboygan County?
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.
Can I find routes that connect different lakes in the county?
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.
Are there any routes that follow historic corridors or former rail-trails?
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.
What is the best time of year for touring cycling in Sheboygan County?
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.
Are there any routes suitable for beginners or those new to touring cycling?
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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