Find the top rated walking trails in Osseo, 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’ve been enjoying this trail for 40 + years but have been noticing a decline in maintenance. Vegetation closing in on some sections and grading needed in others. Please help keep this treasure going for our future generations!
Great neighborhood route over the many train tracks.
The short version of my review is that it's a pretty great trail that probably has something for everybody, except pavement, and that's a good thing (says me).
This is basically a trail through rural Wisconsin where you'll have a chance to pass through 3 tunnels, a few towns and cross a bridge about every mile or so. The two southernmost tunnels are basically dry (in September), but the one to the north drips a whole lot of water and there is no chance you'll come out the other side dry. The tunnels are also very dark, so you will absolutely need a good light to get through them safely.
Trees and scrub grow along a lot of the trail and the more open areas reveal whole lot of Wisconsin farmland. The trail has gradual climbs and descents along its length, but nothing that would cause the average rider any difficulty.
One of the nicer things experienced along the trail was a little table of apples and baked goods place by an Amish family. It is totally run on the honor system. I enjoyed one of their apples!
I actually started this ride in Reedsburg on the 400 State Trail, which I highly recommend if you're looking for a longer ride.
The only thing I can think of to improve the trail would be a little more signage. I totally rode right by the start of the trail in Elroy, but was quick to correct the error of my ways. The signs at the tunnels could use a "little love" as well.
Other than that, this was a really nice ride.
Second long trip for me and the first trip that was mostly rail trail one quarter of which was the Elroy Sparta. Beautiful trail and the safety of being away from most automobile traffic made the trip way less stressful
The Tank Creek Bridge is out due to a fire in May, 2025. We detoured onto Highway 35 (almost 5 miles) then to County XX (about 6 miles) to reach Midway and the trail. XX starts out paved then gravel and old asphalt until you near Midway. The trail is gorgeous! Might need to come during fall foliage.
We rode Sparta to Norwalk, through tunnel 3. Two of our group had ridden the entire length in the early 70s, so it was a nostalgic day. They recalled seeing farmland and we saw a little of that, but trees have grown up and it’s mainly a nice, shaded, flat ride.
Asphalt trail from Tarrant Park in Durand is rough with lots of twigs, grass growing between the asphalt, and repaired potholes. We went a little over 3 miles and turned around. It is mostly shaded. There are yellowflies. Would not do again.
A 5 star is really stretching this. I get the history of this being the 1st rail to trail and the cool tunnels, but the very narrow gravel path is not much to desire. The landscape doesn’t change much and the overgrown weeds and trees prevent much scenery. Occasional stream is a welcome sight on this boring path. America’s bicycle capital is needing a little update to encourage us to return. Glad we had headlamps for the almost two mile long tunnel raining on us. Riding, rather than walking was our choice to speed it up but if you’re not steady - then walk.
The tunnels on the trail are nice, cool bluffs and overall very nice trail
Roughly about 2 miles south of the trailhead in Menominee WI, the trail has had a washout due to recent heavy rains. When you go to the trailhead there are signs that say the trail is closed. This is normally a very nice unpaved, scenic and smooth trail as I’ve rode it many times. Not sure, but you may be able to get on the trail in Downsville and ride south??
We rode this trail early July 2025 starting from Eau Claire with intentions to go south to Durand and back. The trail starts in Eau Claire and is great with mostly new pavement until you hit the city limits at which time the trail degrades rapidly with cracks, bumps, foot tall weeds/grass growing up through cracks, holes, roots, overgrown grass and weeds on each side of the trail so as to render it single wide, etc. We made it about halfway and turned around in disgust as this trail was not worth our time and aching lower back. Clearly biking and/or this trail, is not a priority for the state of Wisconsin and has consequently been abandoned. shame, it’s beautiful country.
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