Find the top rated walking trails in Winona, 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.
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...
Offering nearly 10 miles of paved pathway through Rochester, the Zumbro South Trail serves as both an important transportation route and recreational destination. As the western end of the trail...
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,...
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-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...
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,...
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...
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 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...
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 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 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...
Offering nearly 10 miles of paved pathway through Rochester, the Zumbro South Trail serves as both an important transportation route and recreational destination. As the western end of the trail...
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 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 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 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 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 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 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...
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 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...
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,...
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 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...
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...
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 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 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...
Offering nearly 10 miles of paved pathway through Rochester, the Zumbro South Trail serves as both an important transportation route and recreational destination. As the western end of the trail...
This is a great trail but needs plenty of TLC. The ride is very bumpy with holes in the asphalt in many spots. The approaches to the bridges are also very rough and need repair. Absolutely love the Harmony and Preston area just hoping for improvements before going back.
The best trail by far that i have done so far. For the most part it is well kept. I started in Fountain and biked to Houston which is the end of the 42 mile-ish trail and then biked back for about a 7 hour ride total. This is a very welcoming trail for all levels. Lansboro is just a fabulous little town that is a must to visit. Always hopping on the weekends!! There is just enough towns and places to stop to refuel on the route. Will definately to this again.
I started in Menomonie and cycled the entire trail to the end and it was a great trail. The views of the river from the trail were wonderful. The mosquitoes were out in force, but it wasn't problematic as long as I was moving on my bike. I was on the trail after a big rainstorm the night prior, and while there was light debris on the trail, I was still impressed that it wasn't too bad at all. The rest stop in Downsville was a nice rest stop and the picnic tables placed along the trails made for great places to rest. The bridge that crosses the Chippewa River at the end was amazing!
Unfortunately this trail is way too sandy. Having biked from Eleva to Osseo, this part of the trail, so I make the assumption of the rest is not for bike riding. It is however a beautiful trail, just not an enjoyable bike riding experience, more like a trudging through sand, it seems to be used by ATVs, which for them is a great trail !
This is a great trail experience, A paved trail that hugs the Chippewa River for most of the trail. When not hugging the river it travels through a tunnel of tress and some open fields. We found most of the trail was shaded. Many scenic views of the river and the tree covered areas are just as scenic. Wonderful trail and we will return in fall.
My friends and I had planned to do the entire trail, but since it is closed from Norwalk to Elroy- we rode round trip from Sparta to Norwalk and back. The total is 26 miles. Trail was well packed, but a little soft from the end of tunnel 3 to Norwalk. Nice Mexican restaurant in Norwalk right on trail-good place to have lunch before heading back to Sparta. Tunnel 3 is amazing. Walk the bikes and have a good head lamp. We camped at the Leon Valley campground in a cabin. Early in the season and no one was there. Had a wonderful time.
First part of the trail is paved then suddenly it is gravel-like but they used crushed river rock held together with what appeared to be an asphalt mix.
An enjoyable ride and very historic. Many bumps (it is early spring) and lots of after rain tree debris. Still, really no issues.
We ended our ride with an evening spent in downtown Eau Claire. The city of bridges.... Stayed at the Eau Claire Best Western Plus, which was right off the interstate and wonderful. 1/2 mile from the trail!
May 2019. The trail from Elroy to Norwalk is closed for now
only open between Norwalk and Sparta due to the floods last year
This is by far the nicest trail in Minnesota and maybe the best ever in the Midwest. It is all paved, sometimes flat, sometimes hilly. The town of Lanesboro and other towns that the trail passes through are a real delight. The towns are very welcoming to bikers. If you wish to stay in Lanesboro make sure you make reservations well ahead of time. The trail is so popular and well-liked that you will probably never find a place to stay at the last minute.
Stayed in Lanesboro to ride the trail as it was somewhat located in the middle of the trail.Many options in accommodations and restaurants but do plan ahead as weekends are quite busy.Road west to Foutaine which is a steady climb with a quick return and the next day road east which provides stops in several trail town.Surface is very well maintained and our cyclocross bikes worked quite well.A pie stop in Whalen is a must and scenery along the river does not disappoint.Even got a nice look at a bald eagle seeking a fish lunch while sitting on a sand bar in the river.Nicely equipped bike rental shop in Lanesboro with very pleasant owner.
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