Find the top rated bike trails in Sheboygan, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike trail below to find trail descriptions, trail maps, photos, and reviews.














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It took some doing to find the trailhead of the actual “trail” part of the ride. Dewitt Road in Oostburg was the start of the paved trail. Parking was available along a nearby neighborhood road. No parking lot. From there you can ride south with only one little part on the road around a factory just past Cedar Grove. There is a nice shelter with a porta potty at the Cedar Grove depot. Unfortunately we had to turn around short of Belgium so have to leave the rest for another day.
The trail had a solid base with some loose gravel. I kept my speed down especially going down hills or around blind curves to keep from wiping out. There were hills to conquer, but the trail meandered through forest, prairie and around Mauthe Lake.
There was an undulating boardwalk to the north that was delightfully unexpected. The small town of Dundee had a couple of cool restaurants. Sorry, no crocodiles. :)
I happened to be in the neighborhood, so I biked the trail. I liked it!
As part of the 8-trail Fond du Lac Loop, the Brooke Trail was the most adventurous. The 12-foot wide asphalt trail hugs the side of Brooke Street at first. The asphalt surface is older with some sections burdened with cracks causing a bumpy ride. The trail takes the adventurous rider through a mix of not only industrial and newer development, but also through a poorer section of town as well. The entire loop is well-marked. Although the map shows the trail ending at Dixie Road, it actually continues west on Dixie Road, then south on Hickory Street where it ends at Pioneer Road. The "Loop" then continues east along the Pioneer trail.
This trail is one of 8 trails that are part of the Fond du Lac Loop. The Harbor View trail is flat, smooth and beautiful. This trail, along with the Lakeside Park trail that it connects to, are the most scenic portion of the "Loop" and the most rewarding to ride.
I rode the trail from Sheboygan to Fond du Lac and this was a hilly ride from start to finish. The route between Greenbush and Sheboygan did have a few sections that were flat, but the route between Greenbush and Fond du Lac resembled a roller coaster. I would race down one hill, so I could minimize the effort needed to get up the next.
The asphalt surface overall was in good condition and the sides were nicely mowed. The trail surface between Greenbush and Fond du Lac was especially smooth.
The scenery to the south of the trail was a mix of farm field, prairie, woods, and rural back yards. The scenery to the north was always highway 23 and there was no escape from the noise either. Take caution approaching street crossings and bring a good supply of water.
I rollerbladed this and so far it’s one of the best trails for that. Nice and smooth and clean! Very popular though. I like it has some mileage to it and connects to several parks.
But we had a nice road ride from just N of the power plant (good bathroom at the park) to the southern end of Kohler-Andrea S. P. Shady, mostly good road shoulders, about half marked for bike lane or fog line and 3’ paved shoulder. Some turns not marked with bike route signage so watch your GPS. Maybe 4 or 5 vehicles per mile. Only actual trail is 50 yards at SP entry. Beyond SP no shoulders so tuned back, got about 14 miles
Great for walking/running/biking, not great for rollerblading. Needs resurfacing for sure. Parking is best ad Badger Sports Park
I biked from the starting point just south of downtown West Bend to the endpoint in the village of Eden. The surface of the trail for the first 5 miles in West Bend was nicely paved. The trail during this stretch was 12' wide and smooth. The canopy of trees not only provided a good supply of shade, but it also created a park-like ambience. There were many photo opportunities in downtown West Bend, especially next to the Museum of Wisconsin Art building. There were a couple of busy roads to cross, but the worst was Washington Street (Hwy 33). Take Caution!
The trail changes to a hard-packed crushed stone just north of downtown West Bend. The trail narrows to 6' wide most of the way to the endpoint in the village of Eden. There is an occasional road to cross, but these were not heavily traveled. The village of Kewaskum provided a needed change of scenery and a nice rest stop.
The first two bridges I encountered in West Bend were new, but the rest of the bridges on the trail were heavily patched and, quite frankly, in need of replacement. Overall, the ride was peaceful and fairly easy.
I biked the entire trail from Ott Road in Brillion to Porlier Street in Green Bay. For the first 12 miles, the trail surface was crushed stone, well-maintained and somewhat shaded from trees on either side of the trail or both. There was a mile marker on the west side of the trail every mile starting with the "20" mile marker. Occasionally, there were some patches of grass down the center of the trail. There were also country roads to cross every mile or so, but all but one were not busy.
At Lasee Road, the trail changed to a well-maintained asphalt surface that continued for the next 12 miles. The trail was nicely shaded under a canopy of trees. There were cracks running parallel to the direction of travel, but these were not very deep and did not pose a problem.
The real prize was the park-like setting of the trail from De Pere to Green Bay. The trail was sandwiched between the Fox River to the west and the manicured lawns of the local elite to the east.
This is one of my favorite trails!
Like the Eagles 1972 hit song, this well-established trail was both peaceful and easy. I biked from Oshkosh to Hortonville and back. The trail was mostly nestled under a canopy of trees. The sides of the trail were mowed and I did very little tree-branch ducking. For the most part, the trail surface was solid and bone dry. Beware of the section next to the mountain of sand in Clayton. Some of the sand has drifted onto the trail causing slippery conditions. The loop around the Fox River Inlet in Oshkosh was a nice change of pace. On the east side of the Fox River by Hwy 21 is the Fox River Brewing Company. They have a large outdoor dining area that includes a beach house and tiki bar!
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