Find the top rated walking trails in Sheboygan, whether you're looking for an easy short walking trail or a long walking trail, you'll find what you're looking for. Click on a walking trail below to find trail descriptions, trail maps, photos, and reviews.
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We started in downtown Menomonee Falls. We parked in Mill Pond Park on Roosevelt, then rode our bike over to Water Street where the trail begins. That probably wasn’t the best place to start because we had to cross the two scary intersections; Highway 175 with a crossing light and Main street on a long diagonal with no crossing light.
This is a very nice trail with wooded areas that pass through residential areas and some business areas. The northern end has some fields. On the southern end you have to stop to cross at a lot of roads all the way to and through Sussex. Luckily the car drivers are very courteous and stop to let you cross. It was nice to see kids of all ages on the trail. It’s pretty flat until you get past the Fireman’s Park soccer fields in Merton. Then you have some pretty steep hills.
We started from Fritse park (Loop the Little Lake Trail) near Menasha and took the paved Fox Crossing Connector over to the Friendship Trail. A crushed limestone, country trail of mostly farm fields that runs along highway 10. It looks like how trails used to be before biking became more popular. Many parts are basically mowed grass with 2 ruts. There is loose stone and washed out areas. Don’t take this trail if you have poor balance or skinny tires. You can hear the highway 10 traffic noise but it’s not objectionable as it keeps you off the busy road. It has some nice hills. This trail is useful if you want to ride from Neenah and connect up with the Wiouwash Trail. The trail ends at a paved country road
Made up of 2 nice country trails with mostly decent crushed limestone surface separated into 2 parts by highway 23 which is an unsafe, busy, fast highway with a pretty wide gravel shoulder. There are no toilet facilities. Some biting flies if you stop but we didn’t get any ticks.
We first attempted to ride the Ripon to Berlin segment. In Ripon you can park slightly past the start of the trail off Locust where there is a nice parking area and pavilion. We only got about 6 miles or so before we had to stop for a very large downed tree. We could have stopped at Vines and Rushes Winery but it was a little early for us.
At the Berlin side of the trail there was a sign in a grassy area for parking across the street from where the grassy trail begins at Berlin Feed. Didn't look like that end of the trail got much use. It wasn’t worth getting tandem bike out of van to ride just a few miles so didn’t ride that part.
Then we rode our bike from Rosendale to Fond du Lac. We parked along the side of Zamzow (neighborhood) Park on Willow Creek Rd just off North St. We rode the short segment to Hwy 26 and then turned around and rode to Fond du Lac where trail ends on VVV with trail head parking.
Beautiful shaded part of the trail in Fond du lac county. Four tree areas blocking path southwest of Oakfield.
Nice enough trail to get from the Wiouwash to Neenah area but very bumpy.
Beautiful country trail. A lot of tree cover and not very many other people. Worth the ride.
I biked from Manitowoc to Two Rivers and back. The trail was well maintained and well marked. The views were spectacular. The road noise was not as bad as a previous review. There was no clear indication of where trail began and where it ended.
This is one of the smoothest riding trails you will find anywhere. Abundant marker posts so you always know how far to the next town. The stretch from Denmark to Maribel is mostly wooded, while the stretch south of that has more agriculture.
from Medina to Allenville 05/19/26 there’s a section between county II and county T that’s very muddy especially by the gravel pit it’s always muddy and from Allenville to Oshkosh it’s a better trail
First time on this trail and it was a nice ride. My husband and I rode the whole trail starting from the south end to Denmark and back. There were a couple parks along the way as well as a bench here and there. Trees, rolling fields and a few bridges were the highlights of the scenery but the thing I enjoyed the most was how quiet it was. Even the roads we had to cross were quiet. The trail is very well kept and very well marked (quarter mile markers too).
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