Winona Trails and Maps

167 Reviews

Looking for the best trails around Winona?

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.

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Activities
Length
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11 Results
Activities
Length
Surfaces
Type

Buffalo River State Trail

36.4 mi
State: WI
Ballast, Crushed Stone

Chippewa River State Trail

38.5 mi
State: WI
Asphalt

Douglas State Trail

12.5 mi
State: MN
Asphalt

Douglas-Cascade Trail

2 mi
State: MN
Asphalt

Elroy-Sparta State Trail

33.8 mi
State: WI
Crushed Stone

Great River Ridge State Trail

13 mi
State: MN
Asphalt, Crushed Stone

Great River State Trail

24 mi
State: WI
Crushed Stone

Harmony-Preston Valley State Trail

18 mi
State: MN
Asphalt

La Crosse River State Trail

21 mi
State: WI
Crushed Stone

Red Cedar State Trail

14.5 mi
State: WI
Crushed Stone

Root River State Trail

42 mi
State: MN
Asphalt
Trail Image Trail Name States Length Surface Rating
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...
WI 36.4 mi Ballast, Crushed Stone
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,...
WI 38.5 mi Asphalt
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...
MN 12.5 mi Asphalt
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...
MN 2 mi Asphalt
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...
WI 33.8 mi Crushed Stone
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...
MN 13 mi Asphalt, Crushed Stone
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...
WI 24 mi Crushed Stone
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...
MN 18 mi Asphalt
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,...
WI 21 mi Crushed Stone
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...
WI 14.5 mi Crushed Stone
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...
MN 42 mi Asphalt

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Trails by activity

Harmony-Preston Valley State Trail

MN - 18 miles

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...

Chippewa River State Trail

WI - 38.5 miles

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,...

Douglas-Cascade Trail

MN - 2 miles

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...

La Crosse River State Trail

WI - 21 miles

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,...

Accordion

Great River Ridge State Trail

MN - 13 miles

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...

Elroy-Sparta State Trail

WI - 33.8 miles

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...

Douglas State Trail

MN - 12.5 miles

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...

Red Cedar State Trail

WI - 14.5 miles

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...

Root River State Trail

MN - 42 miles

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...

Buffalo River State Trail

WI - 36.4 miles

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...

Chippewa River State Trail

WI - 38.5 miles

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,...

Douglas-Cascade Trail

MN - 2 miles

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...

Great River State Trail

WI - 24 miles

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...

Accordion

Root River State Trail

MN - 42 miles

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...

Harmony-Preston Valley State Trail

MN - 18 miles

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...

Elroy-Sparta State Trail

WI - 33.8 miles

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...

La Crosse River State Trail

WI - 21 miles

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,...

Red Cedar State Trail

WI - 14.5 miles

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...

Douglas State Trail

MN - 12.5 miles

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...

Great River Ridge State Trail

MN - 13 miles

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...

Great River State Trail

WI - 24 miles

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...

Elroy-Sparta State Trail

WI - 33.8 miles

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...

Chippewa River State Trail

WI - 38.5 miles

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,...

Douglas State Trail

MN - 12.5 miles

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...

Accordion

La Crosse River State Trail

WI - 21 miles

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,...

Buffalo River State Trail

WI - 36.4 miles

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...

Root River State Trail

MN - 42 miles

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...

Red Cedar State Trail

WI - 14.5 miles

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...

Great River Ridge State Trail

MN - 13 miles

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...

Harmony-Preston Valley State Trail

MN - 18 miles

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...

Douglas-Cascade Trail

MN - 2 miles

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...

Recent Trail Reviews

Elroy-Sparta State Trail

Worth the ride, but trail surface needs help

September, 2017 by joe_d_tl

Biked from Sparta to Wilton and back (about 35 mi of biking, 2 miles of walking thru tunnels) last weekend. It's a nice route through mildly scenic wooded and farming areas, but the tunnels are definitely an interesting experience (don't forgot your flashlight--you'll need it to keep your footing since the tunnel floors are pitted and wet/muddy/slippery). While the trail's elevation changes aren't severe, there are long sections that are persistently up hill, so be prepared to pedal consistently for those.

The only concern about the trail is the surface. The trail surface (packed gravel) was mostly in good shape but there are some soft/muddy and rutted spots. It definitely makes you work harder compared with a paved trail. But more bothersome was how narrow the trail is--for large distances it's being overgrown, leaving it at only about 4-5 feet wide, maybe less. I have to agree with other reviewers who have wondered what the trail fees are being used for if not to keep the surface in better shape. Frankly, I'm surprised it hasn't been paved by now.

In summary, we're glad we biked the trail, but consider it a "been there, done that" experience given the surface conditions.

Chippewa River State Trail

beautiful scenery but surface could use some repair

September, 2017 by rdodnd

We biked the Caryville to Durand part of this trail on September 1, 2017. The trees, rocks, river, animal and plant life is very lovely. The surface from Caryville 12 miles toward Durand is only arguably paved. If you have trail bikes, great. If you have thin-tired road bikes? They would likely sustain damage. Stick to Durand and no more than 7 miles in with a road bike.

Root River State Trail

Love this trail

August, 2017 by crosscountry79

Went from Rushford to Whalen and the trail was in great shape. It was the first time I was on a trail in Minnesota. Great first impression. Will try other half after Whalen and the harmony trail next.

Accordion

Elroy-Sparta State Trail

Elroy-Sparta

August, 2017 by emmettbrown

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.

Buffalo River State Trail

Nightmare bicycle trail

August, 2017 by bobsiewert

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.

Chippewa River State Trail

Surface still deteriorating

July, 2017 by kevinkaren

I'll throw my 3 cents in and agree with the reviewers from the last couple years that the "chip seal" surface between the Red Cedar trail junction and Caryville is bumpy and potholed. I started at the Highway 85 rest area and got to ride a couple miles of nice smooth asphalt, which I expect continues into Eau Claire. But on my route west, the change to the "sort of paved" surface was sudden and unwelcome. Too bad, because the scenery is not unpleasant, it doesn't track right next to a highway, there are few road crossings of consequence, and no hills to worry about.

There are limited views of the Chippewa River, but those few stretches are particularly lovely. And a short side-trip up the Red Cedar trail brings you to a spectacular bridge over the river. I turned around here and returned for about 33 miles round-trip. The pavement at the junction became very good again and I think continues the last 7 miles to Durand, though it's been several years since I rode that section. The Red Cedar is well-packed stone. I've ridden that one often and would definitely choose that surface over the potholes.

This is probably my last ride on this trail unless it's completely repaved. Next time I'll do a round-trip from Durand to the Red Cedar and turn around at Downsville or so, for a more relaxing ride of 25 or 30 miles. No potholes to dodge.

Elroy-Sparta State Trail

Strange sign

July, 2017 by jimkuiper

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. ;-)

Elroy-Sparta State Trail

Tunnels are worth it

July, 2017 by campbob

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.

Buffalo River State Trail

Buffalo River Trail/Mondovi

May, 2017 by margie_thorp

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.

Elroy-Sparta State Trail

Depends on your route!

May, 2017 by feritozsoy

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.

La Crosse River State Trail

Smooth ride!

May, 2017 by feritozsoy

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.

Great River State Trail

Just Scenic, the rest of them is nothing

May, 2017 by feritozsoy

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.

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