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 497 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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Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...
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 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...
Running between Edgewood Drive and Meade Street in Appleton, Wisconsin, is a ribbon of smooth asphalt winding alongside a reedy stream. The Apple Creek Trail is a recreational path that is open to...
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 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...
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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 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...
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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 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...
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...
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...
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 Konkapot Creek Trail is a short gravel pathway that follows the winding tributary of the Fox River through Kaukauna. On its south end, the trail connects directly to the CE Trail, which travels...
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...
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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 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 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...
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 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...
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 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 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...
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 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...
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 Konkapot Creek Trail is a short gravel pathway that follows the winding tributary of the Fox River through Kaukauna. On its south end, the trail connects directly to the CE Trail, which travels...
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 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 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...
Running between Edgewood Drive and Meade Street in Appleton, Wisconsin, is a ribbon of smooth asphalt winding alongside a reedy stream. The Apple Creek Trail is a recreational path that is open to...
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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 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 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...
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 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 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 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 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 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...
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...
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 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...
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...
Running between Edgewood Drive and Meade Street in Appleton, Wisconsin, is a ribbon of smooth asphalt winding alongside a reedy stream. The Apple Creek Trail is a recreational path that is open to...
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 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 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 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 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...
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...
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 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 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...
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 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 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 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 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...
Went east and west of Loop the Little Lake Trail. East is on mostly side streets to a park. West is only paved halfway and noisy from Hwy 10.
About half the trail is crushed stone, but hard and easy to ride. From the northern end to Lasee Road is paved. Very nice along the river.
Beautiful trail! Easy ride! We ended up doing the whole trail round trip which was just under 30 miles with our kids. Stopped in Maribel on the way back at Gunslinger’s for some much needed fuel(burgers) and more water!
My wife and I consider this our "home" trail. We do it several times per year. One of the attractions is the large pond on both sides of the trail north of Maribel. It's appearance is different each visit. There is also parking in Rockwood at the trail end but no facilities until you get to Francis Creek.
The Menominee Parkway section is horrible! So many potholes! I popped my tire and had to get an Uber back. My first ever experience with an Uber, which was much better than my bicycling experience!
This trail is very scenic as we biked north from the Ozaukee trail. We immediately could tell the difference as this trail had a more wooded or nature feel. We stopped and turned back at the trail’s end just short of Oostburg rather than following the quiet roads the short distance into the village. We wish the trail continued further into Sheboygan County without the reliance on county highways. It’s a great start!
We did the northern leg the second day, parking at the DOT park & ride lot at the I43 northern exit. The scenery is mostly farmland with flat terrain. There are areas with potholes which may be marked with painted circles. It is a great exercise trail as the lack of curves and people walking the trail allowed us to bike faster than normal. We continued further on the Sheboygan County trail at the north end before returning to Port Washington.
This is a very nice trail, well maintained and well marked when you’re biking quiet streets in the various communities. We stopped in Port Washington at a lakeside park for a break before returning to Mequon.
Love this trail. Not difficult. Lots of places to stop and enjoy the peace and quiet.
The trail passes beautiful woods, swampy areas, and farmland. The trail is extremely smooth and my road bike went over it just fine. The trail is almost as wide as a road lane in many areas, and it's barely populated, making it perfect for biking with kids. Lots of black raspberries along the trail this time of year. The bridge about 2.5 miles out from Denmark is gorgeous and much higher up than I expected! The kids loved it!
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