Find the top rated horseback riding trails in Wisconsin, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.
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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 ¿
Coming from Chicago, we have only ridden this trail as a day trip and ridden from Orangeville, IL (Jane Addams Trail) to Monroe (Twining Park) and back. This stretch is on a slight incline most of the way from Orangeville to Monroe, so the ride back is a lot easier. Trail is well maintained, and mostly shaded by trees. Trail in Monroe proper was a little dicey due to no protection from the elements, a bit of a steep hill, and a lot of runoff from rain by 8th street. Crossing at 8th street is "interesting". Pit toilet in Orangeville, with a BP gas station right across the road, flush toilet in Twining Park. Went riding on 10/26, and saw a grand total of 5 other people the entire ride (2 bikers, 2 walkers, 1 jogger). Only trail I've been on where there were complete moments of silence, combined with some of the scenery, just absolutely breathtaking.
Just kept riding. Gorgeous fall day. Started at northern trailhead. Passed a few walkers and one other biker the whole way to the end. As noted it has been extended well past 2.2 miles. Lovely scenery and immaculate trail surface with lots of peaceful farms. My new fave!
We rode about 23 miles round-trip from the Waukesha trailhead on Oct. 12. The asphalt is in pretty good condition, with just a few bumps. However, when we got to the big curve around what used to be a field east of Dousman, we discovered that the field is now a massive construction site, and the trail is closed indefinitely, with no posted detour. We don't take our tandem on roads, so we turned around at that point. I assume that the trail is open west of the construction site, but don't know exactly where.
We didn't ride on the western portion of the trail that day, but it's one of our favorites, especially the part where you bike across the lake.
I have ridden this trail a couple of times and have enjoyed the trail quality and the river and prairie scenery. The only complaint I have is that the trail ends before getting into Devils Lake State Park which could make the trail spectacular.
So yes, the gravel isn’t the greatest, the bigger the tire the better. It’s a bit chunky and loose..gets chunkier in Price county, seems to be kept up though? It’s so worth the extra effort come Fall. I had very little issues with my gravel bike. It’s super peaceful. No ATVs allowed, but horses are ¿. Seen quite a few grouse and there’s all new bridges throughout! It’s quite the beautiful trail and worth enduring the subpar gravel.
Rode from Point Beach State Forest campground. Fun, hills and turns that are fun to navigate. Hard packed and well maintained trail.
Love this little trail with meandering through the woods along the river. Asphalt is in good shape too.
Can be windy on the bridges, don’t lose your head gear. I prefer to walk against traffic heading into Wisconsin from 36, and decline into Stillwater from Wisconsin.
New trail, is very smooth. Crossing streets is safe. Slight uphill grade west to east which makes return trip west easy!
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