Find the top rated horseback riding trails in Winona, 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.
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.
This trail would be an absolute gem for the state of Minnesota if they would get it together and maintain this trail which runs through the beautiful driftless area of southern Minnesota. The trail is hard on the bike and the body as it has a plethora of cracks, roots, bumps, holes and generally failing asphalt everywhere. The area it goes through is as beautiful as you’ll find however. What a shame. Next time we consider this trail, we’ll have to decide if we have enough ibuprofen first…..
Rode round trip, including Rushford to Preston plus the spur to Fountain and back. Well maintained, beautiful trail with wonderful trail towns pleasantly spaced. I stayed in Lanesboro and would highly recommend it!
I rode the length of this trail from Phoenix Park in Eau Claire to the endpoint in Durand and back in early June 2025. The trail was closed at Owen park but it was easy to get around it. Further down the trail there was a sign that about a mile or two of trail was to be closed from 6-9-25 to 7-2-25 which was after I was on it. At about 11 miles just north of Caryville the blacktop surface deteriorates and the trail becomes more adventurous. Just SW of Meridean the trail is closed for an impassable short flooded section. Traveling cyclist Facebook
I rode the Red Cedar State trail in early June 2025. It’s very well packed with no loose gravel and could easily be ridden on any width tires. It’s level and very scenic. I normally stick to paved trails but I thoroughly enjoyed this trail. I rate it five stars! Traveling cyclist Facebook
The Tank Creek bridge was burned on May 15, 2025. The bridge is closed and will need to be totally replaced. The bridge is at mile post 10 and is located halfway between Trempealeau and Lytle Road.
As other reviewers have said, this is NOT a bike friendly state trail. I live in Mondovi about 1/3 mile from the trail head and have learned that some of the worst loose sand is in the first mile heading east. However, after having bought a "fat bike" with 4 1/2 " tires, this is very ridable. I personally avoid riding on weekends due to the ATV traffic. It would also be nice to have more public parking along the route.
Love this little trail with meandering through the woods along the river. Asphalt is in good shape too.
We have done the Buffalo trail in the past but today we did our favorite section-parked in Fairchild lot, went to Osseo and back. Beautiful day. Trail in decent condition. Some potholes and puddles. Ranged from gravel to sandy surfaces. Beautiful forest to drive through. Places to stop and get fuel/eat if necessary.
Lovely rural bike trail that end too abruptly and could use some TLC.
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