Find the top rated trails in Winona, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
One of Wisconsin’s earliest rail-trail conversions, the 14.5-mile Red Cedar State Trail is built on the former corridor of the Red Cedar Junction railway, which served Knapp, Stout & Co. in the...
The Harmony–Preston Valley State Trail runs 18 miles on a north-south line between the town of Harmony and the Root River State Trail, which it meets between Lanesboro and Fountain. The paved trail is...
The La Crosse River valley provides level terrain through a rugged area of western Wisconsin for the La Crosse River State Trail. This screened-limestone rail-with-trail passes through farmland,...
The Douglas-Cascade Trail extends 2 miles southeast towards downtown Rochester from the southern terminus of the Douglas State Trail. The paved trail, a portion of which follows the former Chicago...
The Great River Ridge State Trail runs for 13 miles between County Road 9 just north of Eyota and Third Street Southwest just north of Wabasha Street in the town of Plainview, which serves as the...
The Douglas State Trail occupies the railbed of the former Chicago Great Western Railway corridor between the cities of Rochester and Pine Island. Several of the concrete obelisk railroad mile markers...
Along much of its route, the Root River State Trail follows the winding course of its namesake river for 42 miles through the Minnesota towns of Fountain, Lanesboro, Whalan, Peterson, Rushford, and...
The 30.4-mile Chippewa River State Trail kicks off at the confluence of the Eau Claire and Chippewa Rivers in downtown Eau Claire’s Phoenix Park, where visitors can access a walking labyrinth,...
Utter darkness is as much a part of the scenery along the Elroy-Sparta State Trail as the views of the rolling hills and farmland. That’s because visitors pass through three hand-dug railroad tunnels...
The 30.4-mile Chippewa River State Trail kicks off at the confluence of the Eau Claire and Chippewa Rivers in downtown Eau Claire’s Phoenix Park, where visitors can access a walking labyrinth,...
The Buffalo River State Trail connects the towns of Fairchild and Mondovi along US 10 in scenic central Wisconsin. Although the rail-trail closely follows the Buffalo River, the winding waterway is...
The Great River State Trail is named for the Mississippi River, but Ol’ Man River stays mostly out of sight if you follow this 24-mile trail through river marshes, wildlife preserves, hardwood...
One of Wisconsin’s earliest rail-trail conversions, the 14.5-mile Red Cedar State Trail is built on the former corridor of the Red Cedar Junction railway, which served Knapp, Stout & Co. in the...
The La Crosse River valley provides level terrain through a rugged area of western Wisconsin for the La Crosse River State Trail. This screened-limestone rail-with-trail passes through farmland,...
Along much of its route, the Root River State Trail follows the winding course of its namesake river for 42 miles through the Minnesota towns of Fountain, Lanesboro, Whalan, Peterson, Rushford, and...
Utter darkness is as much a part of the scenery along the Elroy-Sparta State Trail as the views of the rolling hills and farmland. That’s because visitors pass through three hand-dug railroad tunnels...
The Douglas State Trail occupies the railbed of the former Chicago Great Western Railway corridor between the cities of Rochester and Pine Island. Several of the concrete obelisk railroad mile markers...
The Douglas-Cascade Trail extends 2 miles southeast towards downtown Rochester from the southern terminus of the Douglas State Trail. The paved trail, a portion of which follows the former Chicago...
The Harmony–Preston Valley State Trail runs 18 miles on a north-south line between the town of Harmony and the Root River State Trail, which it meets between Lanesboro and Fountain. The paved trail is...
The Great River Ridge State Trail runs for 13 miles between County Road 9 just north of Eyota and Third Street Southwest just north of Wabasha Street in the town of Plainview, which serves as the...
The 30.4-mile Chippewa River State Trail kicks off at the confluence of the Eau Claire and Chippewa Rivers in downtown Eau Claire’s Phoenix Park, where visitors can access a walking labyrinth,...
The Great River State Trail is named for the Mississippi River, but Ol’ Man River stays mostly out of sight if you follow this 24-mile trail through river marshes, wildlife preserves, hardwood...
One of Wisconsin’s earliest rail-trail conversions, the 14.5-mile Red Cedar State Trail is built on the former corridor of the Red Cedar Junction railway, which served Knapp, Stout & Co. in the...
Along much of its route, the Root River State Trail follows the winding course of its namesake river for 42 miles through the Minnesota towns of Fountain, Lanesboro, Whalan, Peterson, Rushford, and...
The La Crosse River valley provides level terrain through a rugged area of western Wisconsin for the La Crosse River State Trail. This screened-limestone rail-with-trail passes through farmland,...
The Douglas State Trail occupies the railbed of the former Chicago Great Western Railway corridor between the cities of Rochester and Pine Island. Several of the concrete obelisk railroad mile markers...
The Douglas-Cascade Trail extends 2 miles southeast towards downtown Rochester from the southern terminus of the Douglas State Trail. The paved trail, a portion of which follows the former Chicago...
Utter darkness is as much a part of the scenery along the Elroy-Sparta State Trail as the views of the rolling hills and farmland. That’s because visitors pass through three hand-dug railroad tunnels...
The Harmony–Preston Valley State Trail runs 18 miles on a north-south line between the town of Harmony and the Root River State Trail, which it meets between Lanesboro and Fountain. The paved trail is...
The Buffalo River State Trail connects the towns of Fairchild and Mondovi along US 10 in scenic central Wisconsin. Although the rail-trail closely follows the Buffalo River, the winding waterway is...
The Great River Ridge State Trail runs for 13 miles between County Road 9 just north of Eyota and Third Street Southwest just north of Wabasha Street in the town of Plainview, which serves as the...
We rode a 10 mile section between the Kendall station and just a bit past Wilton, WI. Just beautiful. There are plenty of good places to stop and good facilities along the way. The towns along the trail are proud of their affiliation with the trail. Wilton has a great stopover with picnic tables and clean facilities with plumbing. The condition of the trail was a bit disappointing. I'm glad we have mountain bikes because there were lots of ruts and much of the gravel has washed away. Granted Wisconsin had a wet spring but it doesn't appear the trail is well maintained.
August 2016, I attempted to ride my bike between Mondovi and Eleva and the trail was simply too sandy. My hybrid tires sank a few inches on the trail for long streches The Mondovi trailhead portion was extremely rough. I wanted to give the trail another try so I traveled to Eleva. traveling west of the town was impossible on my bike. Traveling east was doable however there were a few soft patches along the way. Between Strum and Osseo, near a bridge, I hit a hole, on the trail, which causes me to wipe out and crack some ribs. Please be careful on this trail as it is also shared with ATVs travelling at much higher speeds.
We had a great time riding this trail and going through the tunnels. I was amused by the signs at each tunnel stating: "Clothing and articles worn in other caves and mines are prohibited in the Elroy-Sparta State Trail tunnels." I do understand the concern, but I think the sign could have been worded better (i.e. "clothing and articles that have been worn"). It sounded to me like "people wear clothes in other caves and tunnels, but not here!
The tunnels were family friendly when we were there. ;-)
We stayed at the Tunnel Trail Campground over July 4th and rode a few shorter sections at a time over several days. The trail was smooth and I don't remember any sandy or rutted out spots. The tunnels tended to be at the high points on the trail, so the return trip was a nice downhill ride. Overall everyone in our group enjoyed the trail.
This trail is NOT for bicycles - it has been used almost exclusively by ATV's and snowmobiles and is not maintained for bicycle use. The dirt or base is deep and heavy - a huge disappointment! There are also dog sled teams training on this trail - so it's full of dog poop. Wouldn't call this a bicycle trail by ANY stretch of the imagination.
This was my 5th trail on my bike trip between Mankato to Wisconsin Dells. If you use this trail from Elroy to Sparta, it is good. But if you start from Sparta to Elroy, It would be hard for you. Because the surface is little bit slightly up and you have to pedal during 80% of the trail. Hence the reason, you can`t enoy the nature. You always struggle with your pedal and breath. Plus not recommended at rainy weather. It is already gravel surface and you dont want to ride on soft clay. It gives you extra trouble. Still worth to see just the sake for tunnels. Btw Tunnel 3 surface needs to be fixed. It has been eroded by water leaking from ceiling.
This was our 4th trail on our bike trip between Mankato to Wisconsin Dells. even though my priority is asphalt surface for biking, i still loved this trail. It seems so authentic. The trees are in shape and regularly. It was beautiful ride.
This trail was our 3rd trail between Mankato,MN to Wisconsin Dells,WI. We used it from beginning to the end. When we started in Marshland Access, the trail was closed. We had no idea why it was closed. After a mile we saw a puddle on trail and we passed it. Half mile further we saw another puddle and passed it too. It was not a big deal. But after half mile we saw that river was flooded. We already made 160 miles from Mankato and did not want to give up. We passed the flooded river by walking with our bikes. The water was on our hips and pushing us away. It was the unforgettable moment. We enjoyed it. After that finally we got into real trail. It was in the wood. The surface is gravel and crushed stone. Also covered with alot of branches. This trail could be top if it was asphalt but with this bad surface , the rank will be always down. Just scenic.. Not really good for bikers. Maybe snowmobile or skiing would be the best choice for this trail.
My wife and I rode the trail at the end of July 2016 and encountered no issues. In fact, we had an awesome ride and the little bar/restaurant in Rockland was very welcoming. The active rail line makes it even more special.
Rode from Onalaska to Trempealeau on a gorgeous late fall day. It was very quiet and peaceful, lots of pretty marshland. One of the bridges was super neat. The trail was in better shape than others have reviewed- fine for a hybrid bike pulling a puppy in a bike trailer.
Went from Trembeleau to past Lytles Landing (the long Black River Bridge). About 12.2 miles round trip. This section of the trail, while a little rough and frequent broken branch fragments, was not as bad condition as others have described in their reviews. I probably wouldn't want to ride it with one of those skinny tired bikes. Was very peaceful, not many bikers (maybe the trail conditions keep them away). There is a nice spur to an overlook platform with telescope to scan a large backwaters area.
I would definitely go to this trail again, interested in trying out other segments.
Only complaint and advice to others is to buy your passes (if you don't have an annual pass already) ahead of time. There is not a self-pay station at either parking lot trailhead (neither end of the leg we did). We got our bikes off, rode over to the post that we thought would have self-pay, only to read it tells you locations of businesses in Trembeleau and somewhere else you can buy a pass. Fortunately one gas station is only a short jaunt back into Trembeleau. I can only guess that there is a lack of funding for someone to come and empty the payboxes regularly.
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