3.0
(1)
21
riders
5
rides
Touring cycling routes around Sheboygan Falls, Wisconsin, traverse a landscape shaped by glacial activity, featuring rolling hills, river valleys, and proximity to the Lake Michigan shoreline. The region offers a mix of paved trails, woodlands, and prairies, providing varied environments for cyclists. The Sheboygan River, with its cascading falls, is a central natural feature, while the nearby Kettle Moraine State Forest adds unique glacial topography.
Last updated: May 15, 2026
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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2
riders
19.8km
01:09
90m
90m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5
riders
39.1km
02:15
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.0
(1)
1
riders
9.16km
00:32
20m
20m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Sheboygan Falls
Great coffee, great food, and great staff. The cafe is well presented and clean as well. And if you have a wedding, party, or other event coming up they can cover that too!
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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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Not far from the waterfalls that gave its name to the city, you will find the Cole Historic district, where beautiful old buildings are visible.
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Not far from the waterfalls that gave its name to the city, you will find the Cole Historic district, where beautiful old buildings are visible.
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There are 5 touring cycling routes available around Sheboygan Falls on komoot, offering a variety of experiences for different skill levels.
The best time for touring cycling in Sheboygan Falls is generally from spring through fall. The region experiences pleasant weather during these seasons, making it ideal to enjoy the varied landscapes, from woodlands and prairies to the Lake Michigan shoreline. Summer offers lush scenery, while fall brings vibrant colors.
Yes, Sheboygan Falls offers several easy touring cycling routes. For instance, the Old Plank Road Trail loop from Kohler is an easy option covering about 30 km. Another great choice is the Old Plank Road Trail loop from Sheboygan Falls, which is shorter at around 9 km and also rated easy.
For those seeking a moderate challenge, the Old Plank Road Trail loop from Greenbush offers a longer ride of approximately 57 km with more elevation gain. Another moderate option is the Old Plank Road Trail – Moxie Coffee Café & Catering loop from Kohler, which is about 39 km long.
The Sheboygan Falls area boasts diverse landscapes. You'll cycle through glacially formed rolling hills and valleys, serene river paths along the Sheboygan River, and extensive woodlands and prairies. The nearby Lake Michigan shoreline also offers stunning views and sandy dunes, particularly around Kohler-Andrae State Park.
Absolutely! Many routes offer access to interesting sights. You can visit the historic downtown of Sheboygan Falls with its restored 1800s buildings, or enjoy the natural beauty of Kohler-Andrae State Park, known for its dunes and Lake Michigan beaches. The Sheboygan Falls themselves are a picturesque stop, and the Sheboygan Breakwater Lighthouse is another landmark worth seeing.
Yes, all 5 touring cycling routes listed on komoot for Sheboygan Falls are loop routes, allowing you to start and end your ride in the same location. Examples include the Sheboygan Falls – Old Plank Road Trail loop from Sheboygan Falls and the Old Plank Road Trail loop from Kohler.
Yes, a Wisconsin State Park System vehicle admission sticker is typically required for entry into state parks like Kohler-Andrae State Park and state forests like Kettle Moraine State Forest, even if you are cycling in. These can usually be purchased at the park entrance or online. For detailed information on permits and fees, it's best to check the official Wisconsin DNR website.
Sheboygan Falls has a charming historic downtown with local shops and restaurants where you can stop for a bite. Some routes, like the Old Plank Road Trail – Moxie Coffee Café & Catering loop from Kohler, even highlight specific cafes along the way, making it easy to plan a refreshment stop.
The Sheboygan Falls area is appreciated by the komoot community, with an average rating of 3.0 stars. Reviewers often praise the well-maintained Old Plank Road Trail, the scenic views of farmland and woodlands, and the blend of natural beauty with charming historic towns like Sheboygan Falls itself.
While Sheboygan Falls has local transit options, direct public transport specifically designed for accessing bike trails with bicycles might be limited. It's generally recommended to drive and park near trailheads or start points within the town or at designated parking areas for trails like the Old Plank Road Trail.
Yes, you can find parking in Sheboygan Falls, particularly near the historic downtown area, which provides convenient access to the Old Plank Road Trail. Additionally, state parks and trailheads often have dedicated parking lots for visitors, though state park admission fees may apply.


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