Find the top rated running trails in Waupun, whether you're looking for an easy short running trail or a long running trail, you'll find what you're looking for. Click on a running trail below to find trail descriptions, trail maps, photos, and reviews.
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Even though the sides of the trail were not mowed, the asphalt surface was in great condition. Beautiful views of the surrounding farmland. The trail is basically straight with slight grade changes between roads. Another 3 miles of asphalt trail have been added to the east past Ski Slide Road in Oconomowoc. A crushed gravel trail continues east to Second Street, but this looks like the base for the asphalt that should be added by fall.
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 parked in Arrowhead Park. Lot of parks along this trail with bathrooms. Very nice paved trail. Mostly pretty scenic around the lake. Pelicans and shy egrets. Lots of bridges across the water. Pretty well marked. Lots of maps and signs. Passes by water treatment center, short business area, and a neighborhood of small cottages with garages. We used this trail as a jumping off point from Fritse Park to take the paved Fox Crossing trail to the unpaved Friendship trail.
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.
We took this trail from the Wild Goose trail but had no idea we would be on so many roads. As you got closer to Watertown, you are also on the road. We personally try to avoid roads as much as possible so we didn’t like this part. We only went to Watertown from the North so I am not sure what the rest of the trail is like. The actual bike paths are great.
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
05/10/2026 I parked in Medina road the Wiowash trail turned west on Friendship trail only road about .5 mile loose pea gravel and washed out I turned around went back to the Wiowash trail. I tried going east a couple weeks ago that is just as bad.
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