Explore the best rated trails in Sheboygan, WI. Whether you're looking for an easy walking trail or a bike trail like the Fox River State Trail and CE Trail. With more than 34 trails covering 501 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
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The Prairie Trail offers a paved route of nearly 7 miles along the eastern boundary of Fond du Lac, a mid-sized city befitting its French name which means “foot of the lake” as it hugs the southern...
The Kohler Memorial Drive Path is a straight paved path that rides adjacent to the Kohler Memorial Drive. Starting at the American Red Cross, you can ride for just under a mile on the outskirts of the...
Travelers on the Mariners Trail will be spoiled with beautiful vistas of beaches, parks, forests and the sparkling waters of Lake Michigan. Supplementing the scenic landscapes are several trailside...
Loop the Little Lake, or the Loop, is a 3.5-mile circle of trails, bike lanes, sidewalks and parks around the lower half of Little Lake Butte des Morte in Wisconsin, just north of the larger Lake...
The Brown Deer Recreational Trail runs through the Village of Brown Deer, a suburb of Milwaukee. The tree-line route parallels an active rail line through commercial and residential areas. Mid-way,...
Taylor Drive Multi-use Path is a 2.75-mile trail in the heart of Sheboygan, Wisconsin. The trail stretches from Crocker Avenue to Kohler Memorial Drive (SR 23), providing a north-south non-motorized...
The Wild Goose State Trail is a premier rail-trail, spanning approximately 35 miles in Dodge and Fond du Lac counties. If you are looking for a peaceful and beautiful place to visit, this trail has it...
Appleton’s Newberry Trail follows the Fox River, its navigational canal locks and an active rail line at different points during its scenic trek. The area was once an industrial hub, but mature trees...
Broad blue skies strung with white cloud wisps; gem-green fields harboring cattails and butterflies; canopied glens giving way to cavernous quarries. It's all part of the ride on the Bugline...
The Shoreland 400 Rail Trail opened in 2013 on a former Union Pacific Railroad corridor through the heart of Sheboygan. More than 30% of Sheboygan County’s residents live within a mile of the trail,...
The Rawley Point Trail is a winding, hard-packed limestone pathway from the harbor town of Two Rivers on the shores of Lake Michigan to Point Beach State Forest. The 6-mile, sometimes hilly, trail...
If you’re going to visit the historical communities that lie just west of Lake Michigan, why not use the former route of the venerable interurban railroad? The Ozaukee Interurban Trail stretches the...
The CE Trail, one of the longest trails in the Fox Valley region of Wisconsin, links Appleton and Kaukauna along busy County Highway CE. While not particularly scenic, the trail offers access to a...
The Harbor View Trail occupies a former rail bed—now shared with overhead electric transmission wires—on the southern edge of Lakeside Park in Fond du Lac. The trail parallels Harbor View Drive for...
Fond du Lac's Brooke Street Trail follows a former rail corridor from the community's southern reaches to an endpoint not far from scenic Lake Winnebago. The city's location relative to the lake,...
The Eisenbahn State Trail gives a nod to Wisconsin’s German heritage in its name—Eisenbahn is German for “railway.” The strict translation, “iron road,” refers to the iron rails originally used as...
The Sheboygan Interurban Trail follows the route of an electric railway that once ran between Milwaukee and Sheboygan from the early 1900s to 1951. The trail begins at Pebble Beach Road on the Ozaukee...
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The Lake to Lake Bike Trail takes you through the beautiful terrain of the Kettle Moraine State Forest. It is a newer, well-maintained trail, with a wide, crushed limestone roadbed. It is used daily...
The East River Trail winds for just over 6 miles along its namesake waterway through the communities of Green Bay, Bellevue, Allouez, De Pere, and Ledgeview. Its first section was developed in 1990...
The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...
The Beerline Trail, so named because the corridor was once used by freight trains transporting the ingredients for beer to some of Milwaukee’s famous breweries, has contributed to the revitalization...
The Shoreland 400 Rail Trail opened in 2013 on a former Union Pacific Railroad corridor through the heart of Sheboygan. More than 30% of Sheboygan County’s residents live within a mile of the trail,...
The East River Trail winds for just over 6 miles along its namesake waterway through the communities of Green Bay, Bellevue, Allouez, De Pere, and Ledgeview. Its first section was developed in 1990...
The Devil's River State Trail stretches more than 14 miles, connecting the towns of Denmark, Maribel, Francis Creek and Kossuth in eastern Wisconsin. The trail is a scenic jaunt through farmland,...
The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...
The CE Trail, one of the longest trails in the Fox Valley region of Wisconsin, links Appleton and Kaukauna along busy County Highway CE. While not particularly scenic, the trail offers access to a...
The Milwaukee RiverWalk provides a pleasant way to get around Milwaukee from the Historic Third Ward, through downtown, and north to the Lower East Side. It also has easy connections to three other...
The Peebles Trail is a nearly 6-mile pathway, linking Fond du Lac at the southern edge of Lake Winnebago with St. Peter (Taycheedah) to its east. The trail also passes through the unincorporated...
The Prairie Trail offers a paved route of nearly 7 miles along the eastern boundary of Fond du Lac, a mid-sized city befitting its French name which means “foot of the lake” as it hugs the southern...
The Harbor View Trail occupies a former rail bed—now shared with overhead electric transmission wires—on the southern edge of Lakeside Park in Fond du Lac. The trail parallels Harbor View Drive for...
Appleton’s Newberry Trail follows the Fox River, its navigational canal locks and an active rail line at different points during its scenic trek. The area was once an industrial hub, but mature trees...
The Lake to Lake Bike Trail takes you through the beautiful terrain of the Kettle Moraine State Forest. It is a newer, well-maintained trail, with a wide, crushed limestone roadbed. It is used daily...
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The Old Plank Road Trail parallels State Route 23—a road originally built out of wooden planks in the 1800s—from the western edge of Sheboygan to the Village of Greenbush. The trail was one of the...
The Fox River State Trail connects Packerland with pastureland as it rolls for 25 miles from the hometown of NFL’s Green Bay Packers to farming communities south. Named for the river that spawned the...
The Rawley Point Trail is a winding, hard-packed limestone pathway from the harbor town of Two Rivers on the shores of Lake Michigan to Point Beach State Forest. The 6-mile, sometimes hilly, trail...
The Kohler Memorial Drive Path is a straight paved path that rides adjacent to the Kohler Memorial Drive. Starting at the American Red Cross, you can ride for just under a mile on the outskirts of the...
The Sheboygan Interurban Trail follows the route of an electric railway that once ran between Milwaukee and Sheboygan from the early 1900s to 1951. The trail begins at Pebble Beach Road on the Ozaukee...
Taylor Drive Multi-use Path is a 2.75-mile trail in the heart of Sheboygan, Wisconsin. The trail stretches from Crocker Avenue to Kohler Memorial Drive (SR 23), providing a north-south non-motorized...
Loop the Little Lake, or the Loop, is a 3.5-mile circle of trails, bike lanes, sidewalks and parks around the lower half of Little Lake Butte des Morte in Wisconsin, just north of the larger Lake...
The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...
The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...
If you’re going to visit the historical communities that lie just west of Lake Michigan, why not use the former route of the venerable interurban railroad? The Ozaukee Interurban Trail stretches the...
The Ahnapee State Trail in northeast Wisconsin provides a scenic 45-mile journey between Sturgeon Bay and Kewaunee, featuring a tour of water bodies along the Door Peninsula. It also overlaps two...
The Eisenbahn State Trail gives a nod to Wisconsin’s German heritage in its name—Eisenbahn is German for “railway.” The strict translation, “iron road,” refers to the iron rails originally used as...
The Fox River State Trail connects Packerland with pastureland as it rolls for 25 miles from the hometown of NFL’s Green Bay Packers to farming communities south. Named for the river that spawned the...
The Wild Goose State Trail is a premier rail-trail, spanning approximately 35 miles in Dodge and Fond du Lac counties. If you are looking for a peaceful and beautiful place to visit, this trail has it...
Fond du Lac's Brooke Street Trail follows a former rail corridor from the community's southern reaches to an endpoint not far from scenic Lake Winnebago. The city's location relative to the lake,...
Located in Sheboygan at the South Pier, the Lakefront Bike Path begins off Indiana Avenue and connects on to the Pier Boardwalk. The trail is right off the shores so users have a pleasant ride or walk...
Loop the Little Lake, or the Loop, is a 3.5-mile circle of trails, bike lanes, sidewalks and parks around the lower half of Little Lake Butte des Morte in Wisconsin, just north of the larger Lake...
Broad blue skies strung with white cloud wisps; gem-green fields harboring cattails and butterflies; canopied glens giving way to cavernous quarries. It's all part of the ride on the Bugline...
The East River Trail winds for just over 6 miles along its namesake waterway through the communities of Green Bay, Bellevue, Allouez, De Pere, and Ledgeview. Its first section was developed in 1990...
The Harbor View Trail occupies a former rail bed—now shared with overhead electric transmission wires—on the southern edge of Lakeside Park in Fond du Lac. The trail parallels Harbor View Drive for...
The Old Plank Road Trail parallels State Route 23—a road originally built out of wooden planks in the 1800s—from the western edge of Sheboygan to the Village of Greenbush. The trail was one of the...
The Shoreland 400 Rail Trail opened in 2013 on a former Union Pacific Railroad corridor through the heart of Sheboygan. More than 30% of Sheboygan County’s residents live within a mile of the trail,...
The Oak Leaf Trail is the jewel in the crown of Milwaukee County’s extensive trail system. The trail meanders for more than 125 miles in and around the city of Milwaukee on a changing terrain of flat...
The CE Trail, one of the longest trails in the Fox Valley region of Wisconsin, links Appleton and Kaukauna along busy County Highway CE. While not particularly scenic, the trail offers access to a...
The Peebles Trail is a nearly 6-mile pathway, linking Fond du Lac at the southern edge of Lake Winnebago with St. Peter (Taycheedah) to its east. The trail also passes through the unincorporated...
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The Downtown Trail—also known as the River Trail and Riverwalk Trail—runs alongside the Fond du Lac River for nearly 2 miles in the heart of Fond du Lac. The vast majority of the trail is smooth...
The Rawley Point Trail is a winding, hard-packed limestone pathway from the harbor town of Two Rivers on the shores of Lake Michigan to Point Beach State Forest. The 6-mile, sometimes hilly, trail...
The Sheboygan Interurban Trail follows the route of an electric railway that once ran between Milwaukee and Sheboygan from the early 1900s to 1951. The trail begins at Pebble Beach Road on the Ozaukee...
Started from Kohler-Andrae SP. Not a fan of on road biking, but nice quiet roads. Nice little coffee ice cream shop “Kups” in Oostburg. Next door at the Oostburg red building are public restrooms. Paved bike trail from Oostburg south.
Here a great R2T for those in SE Wisconsin! The Bugline Trail, just NW of Milwaukee. Oddly named, but a sweet trail. I started in Merton, rode to Menomonee Falls and back. 26 miles round trip, all paved. A great mix of woods, open areas, and some developed areas. There are several little towns along the trail (Merton, Sussex, Lannon, Menomonee Falls) where you can pick up snacks if needed.
As it passes thru Lannon, WI -- which provided the limestone that built much of Milwaukee -- you will see lots of quarry lakes, including one that is just shockingly blue!
If you are in the area, give it a try!
Road the entire trail from fox du lac to Juneau. Plus a side 3 or so miles at the Horicon. It was so much the same. Not much changed all the way. Few people on it so it was a bit boring. Not much to visit along the way and Juneau didn’t have much either. I didn’t hate it but I wouldn’t do it again. Lots of bumps and the trail was ok otherwise. Just meh.
There are a few deep ruts caused by equipment used to push over dead trees that need repairs. Some are difficult to see until you are on top of them.
Started in Greenbush and made it 9 miles before turning back. All asphalt, no shade, lots of hills between Greenbush and Plymouth.
Put on almost 60 miles today on this trail start to finish. Tootled around the town of Green Bay for a while too. Love this trail! The paved part is fantastic, and the packed lime stone is great too! When you reach the paved portion your asked to leave $5 for the trail. Well worth it imho. Will return again. Really wasn’t crowded. Since it’s such a wide trail it’s easy to get around ppl.
I’ve ridden this trail several times now. It’s lovely. There are even bike fix spots along the way. When it’s crowded it’s hard to maneuver around kids running to both sides of the trail. Parents need to teach trail etiquette to them! It connects with the Friendship trail and the Wiouwash trail I enjoy all of these.
EAsiest 20 miles we’ve ridden yet. All paved and beautiful. Stopped in Sussex and had lunch. One of our favorite trials
This trail has something for everyone. Long and slight terrain changes. Great for families with small kids who need some together time. All paved and maintained.
I and a beautiful friend of mine got to ride this beautiful scenic ride from fond du lac to rose n dale and back today and we absolutely enjoyed the whole experience, a bit windy but a nice 2:30 hr ride at a leisurely pace. Happy trails to you all!
I've been on every part of the trail, hundreds and even thousands of times in some places, since it was called the 76 trail; and other nearby wild areas that were de facto part of the trail before officially being made so.
On one occasion, this included circumnavigating the county on foot in 1 day; through almost every municipality in the county, mostly on the trail, but briefly off and beyond it into Waukesha county.
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