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.
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.
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.
Fun ride through the woods. The trail is in much better condition than it was a few years ago. There are a lot of wooden board walks over the swampy areas. The trail is tough in spots, we were glad we had wider tires and stable bikes
Fun ride through the woods. The trail is in much better condition than it was a few years ago. There are a lot of wooden board walks over the swampy areas. The trail is tough in spots, we were glad we had wider tires and stable bikes
Decent enough trail.. kinda rough with all the cracks. The name of the trail wasn’t lying, very urban indeed. Not much for views and quite a bit of road crossings. Seemed like a light incline the whole time. Hardly anyone waves or smiles back. In town trail is marked well.
Loved this trail. Finished it on the 28th. Nicely maintained n beautiful scenery. Recommend highly.
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