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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Great neighborhood route over the many train tracks.
Well maintained and beautiful scenery. A few upgrades in elevation but not bad at all. Road is smooth for the most part.
I was with my daughter, trying to bike this trail from downtown Milwaukee west about 10 miles to the zoo. Where the trail existed it was fantastic, but boy was a hard to follow. There are lots of forks that are not marked “ what goes where” most of the time. We got lost twice most seriously around American Family. Added an hour to our trip. Also, Google maps tells you this way ways to get off the trail that would be fire jumping off over pass. Use the app on this app. It’s a lot better.
A lot of articles about upgrading the trail, so we did a 33 mile loop from Port Washington to Mequon. 3 miles was upgraded. The rest was filled with cracks, and bad crossings. We won’t be back. If your going to pave trails, verses limestone you have to upgrade them or they become a safety issue, and a very unpleasant ride.
A lot of articles about upgrading the trail, so we did a 33 mile loop from Port Washington to Mequon. 3 miles was upgraded. The rest was filled with cracks, and bad crossings. We won’t be back. If your going to pave trails, verses limestone you have to upgrade them or they become a safety issue, and a very unpleasant ride.
Trail is in great shape. Nice smooth surface, hard packed , very tiny stones if any. Trail west of Burlington is maybe more scenic and goes through 2 small towns. Very flat so get to pedal the whole way. Lots of shade along the way. Found a good route to get through Burlington. Look up city bike routes on city website.
We biked this trail from downtown Chippewa Falls to Brunet Island State Park stopping in Cornell for lunch which has two bar & grills and one restaurant to choose from. The trail from Chippewa to Anson trailhead is basically riding through town and business park warehouses and I think we’re gonna skip this section next time. The Anson trailhead is probably the best place to park. As you ride north the trail becomes particularly beautiful from Jim Falls north. When you get to the end take the time to ride the big loop at Brunet Island State Park which is beautiful. The rail trail itself is straight long and flat-reduced to four stars due to sections of the trail being rough with many cracks, holes, etc.
Sept. 27, 2025 / Incredibly wonderful temps inspired us to make the 1 1/4 hr. Drive to Sauk City for one of our favorite trails. We started at the southern end and rode the length to the trail head near Devils Lake State park. While the trail would really be enhanced if it would end within the state park, my wife and I find it a wonderful ride. Interesting mile markers, lots of areas with benches for rest stops, beautiful scenery along the way; and the trail has been always maintained to perfection.
We parked by the Beautiful Savior Lutheran Church and rode bike path on Packerlamd until the end. We then double backed to do the loop and circled back to our car. Strava said 9.27 miles but we did go off path a little to check out industrial park.
We rode the trail from Eden to a couple of miles past Campbellsport on a beautiful late September day and thought it was one of the best we've ridden. The trail was very well maintained, and the surface was solid despite recent rain. Although it's described as level, we did notice some definite up- and downhill sections with our heavy old tandem. Another note: contrary to the TrailLink map, there is a very nice restroom in the Eden Community Park, which is helpful if you need to change back into street clothes after your ride.
This is a really nice gravel trail that is basically flat for its entire length. It offers a really nice ride that can be enjoyed by riders of all skill levels.
On this is a trail, you'll have a chance to pass through a few towns and cross quite a few bridges, most of which will rattle your teeth due to their rugged surfaces. You can expect there to be a mix of trees and scrub along a lot of the trail with open areas reveal whole lot of Wisconsin farmland. The trail has several access points along its route, so you can pick a distance that works for you.
One of the nicer things experienced along the trail was a little cooler with ice water for you to enjoy as you leave the town of Reedsburg. It's just an example of cool people doing cool things.
I actually rode beyond the Elroy on up to Sparta, which I highly recommend if you're looking for a longer ride. I spent the night in a hotel then made it a round trip the next morning.
Other than that, this was a really nice ride.
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