Winona Trails and Maps

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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

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...

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...

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...

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...

Accordion

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...

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...

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...

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,...

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,...

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-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...

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...

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...

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...

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,...

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...

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...

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,...

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...

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...

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...

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...

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,...

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,...

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...

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...

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...

Recent Trail Reviews

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.

Accordion

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.

La Crosse River State Trail

First time on trail

November, 2016 by kjacquart1

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.

Great River State Trail

Late November

November, 2016 by superterv

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.

Great River State Trail

Nice fall ride

November, 2016 by jvonberge

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.

Elroy-Sparta State Trail

Just a great trail!!

October, 2016 by cubfan0213

Went on a 2-day ride the first weekend in October. Started in Wilton and went east to Sparta on Saturday (about 40 miles) and west to Elroy on Sunday (about 30 miles). The 3 tunnels are really cool. The grades are not steep. It's a great trail for casual or beginner riders!! Already looking forward to riding it again next year!!

Elroy-Sparta State Trail

Still worth it

October, 2016 by kevinkaren

I first rode this trail around 1990 and have been back at least 3 times since then, more or less evenly spaced over the last 25 years. In my opinion, the granddaddy of all rail-trails is still worthy of "bucket list" status.

I was surprised to read the strong negative opinions about trail maintenance posted here. Unless my memory is failing, the condition of the trail has not changed a great deal over that period, but neither does it live up to current standards in trail construction. Rather than deteriorating much, time has overtaken it.

I rode west-to-east from the depot in Sparta to the Elroy Commons, and met my ride there. This adds a little on each end of the official trail, making an even 34 miles. Hypothetically I had a 194' elevation gain going that way, but you go uphill to each tunnel and downhill afterward, and prevailing winds are usually from the west.

The trail from Elroy to Kendall is flat, level, and has the newest surface. The remainder west to Sparta is more hard-packed dirt than stone, with small but manageable bumps and ruts, and a very few bigger ruts to watch out for. Par for the course when you ride stone trails. It was dry when I rode, so I don't know if the trail becomes slippery in a rainshower.

Regardless of the weather you will get wet in the tunnels, although they are not particularly cold. The first one traveling east is the longest and wettest. And the suggestion to bring a light is best heeded. Walking straight down the middle of the trail without one in the two shorter tunnels is just barely possible if you look carefully at each wall (I tried it), but in the long tunnel there's no way to stay centered without help. If you lose your way and drift too close to a wall, you or your bike will fall into the gutter where water drains out of the tunnel. Riding through the tunnels with a bright light is possible, but I wouldn't risk running into the back of someone walking without a light. Been there, almost done that on another trail years ago.

Scenery is typical Wisconsin rolling farmland, which is nice but the tunnels are the main attraction. There are stops in communities along the way; the young woman at the Kendall depot was very friendly; they sell snacks & T-shirts along with trail passes. Sparta depot was open when I started my ride, and Elroy Commons has not only the concession sales, but also showers. It's a great amenity if you park there on a hot summer day and have a long drive to your next destination.

$5 to ride an historic trail is not bad, and it seems more worthwhile than paying that much in tolls to drive around Chicago or on the Turnpike to access one of the very nice "free" Pennsylvania rail trails. And you can fill out your weekend with a ride on one of Minnesota's paved and mostly free trails!

Great River State Trail

Trail is in rough shape

September, 2016 by 20prospect

Not really a bike trail, so much as two tire tracks. Grass is overgrowing the trail, and the tracks are muddy and rutted in many places. bridges are getting pretty rough too.

Elroy-Sparta State Trail

C'mon Wisconsin, spend some money on maintenance

September, 2016 by 20prospect

As several other comments have noted, the trail is really getting to be in rough shape. It's apparent that nothing has been done to keep up the surface. It's getting overgrown, and rutted. Why Wisconsin requires everyone to pay $5 to ride it, and spends nothing on maintenance is beyond me. These trails are a gem, but are being left to deteriorate by the state. Shameful.

Root River State Trail

Might be biased..

September, 2016 by ruthef

We live in the Preston area and moved here due to my husband's love of flyfishing. The Root River trail runs along the Root, but also along Camp Creek by Preston. It's lovely to walk or bike these trails, but those of you who like to fish can find some fairly good access to the streams as well!

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