Explore the best rated trails in Sheboygan, WI, whether you're looking for an easy walking trail or a bike trail like the Ahnapee State Park Trail and Fox River State Trail . With more than 40 trails covering 541 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.
Trail from Wittenberg to Birnamwood is grass covered crushed limestone. They do cut the grass, but not particularly bike friendly.
It’s a beautiful trail … well maintained! Quite a bit of shade for the most part we started In Fond du Lac off rolling meadows rd. Biked to the Horicon Marsh loop. I would recommend stopped at Katy’s Log Cabin in Oakfield for a good bloody and/or a great lunch !
The trail is well maintained and an easy ride. It follows the terrain. The views are beautiful. Lots of families either walking or biking.
Since the tornado in May 2025 there is two miles of trees down not far from Juneau. It is impassable. I rerouted from prospect onto Hwy 26 to Swan Rd.
Started at the depot in Oostburg and headed north. After a few blocks we re-checked the app and saw it was just a bike *route*, not really a trail. We turned around and went back. No idea why this is considered a trail. It’s just a bike route. I don’t mind sharing with cars for short sections but I don’t consider riding busy country roads for miles worthy of “trail” designation.
I did the Wiouwash Trail between downtown Oshkosh and Hortonville over two days while visiting family in the Oshkosh area, and the conditions were pretty great. Prior to this past weekend, I had only ridden the southern half of this segment. If you enjoy a nice (mostly) gravel trail that is very flat, you should have a great time on this one. The trail only had one small sketchy area of about 100 yards just south of County Road II near the gravel yard. Other than that, it's a really smooth trail.
I road a Salsa Fargo on this visit with 29x2.2" tires, but have also done it on an All-City gravel bike with 700x38 tires. Both work just great, and I'm guessing you could easily get by with tires down to 32-ish mm.
There is a nice mix of fields and forested areas along with a few wetland locations. I happened to see quite a few deer, turkey Canada geese, two trumpeter swans and even a couple of Cooper's hawks hunting along the trail, one successfully.
It is probably also worth mentioning that I rode this trail on a Saturday and Sunday in good weather conditions and saw ZERO other bikers, which was more than a little surprising, but there were plenty of people walking dogs at various points along the trail.
Big thumbs up for this trail. Consider getting out to enjoy it if/when you are able.
It’s pretty scenic, especially with the leaf colors. Also pretty busy! There’s parking on both ends. A lot of the trail is grass, not even gravel. The spot where it’s asphalt is very minimal. It’s awesome you can stop and ride through Horicon Marsh! Lots of kitties on this trail ¿
Rode from Point Beach State Forest campground. Fun, hills and turns that are fun to navigate. Hard packed and well maintained trail.
Well maintained trail, no garbage or anything on the path! Was great for walking with a stroller there was one roughest patch we hit but that was it. Amazing views and a nice breeze from the water. Very active trail, pretty busy area.
I have ridden this from Brown Deer to just a bit past Port Washington and still need to do the whole thing. On the Soutern side where it starts its no different than say, Zipline or the Brown Deer connector. But once you start getting close to Cederburg, it starts to shine, with a dip in scenery when you transition through Grafton. Then the trail SHINES BRIGHT right into Port Washington. This and Bugline are probably my favorite rides in the greater Milwaukee area.
We started at the Forestville Dam County Park and rode north to Sturgeon Bay. After a nice lunch we headed back to the park. Overall a 26 mile RT. The trail is in good shape with gravel and stone dust most of the way. Once near Sturgeon the trail follows roadside for 2-3 miles.
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