Winona, MN Horseback Riding Trails and Maps

237 Reviews

Looking for the best Horseback Riding trails around Winona?

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.

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3 Results
Activities
Length
Surfaces
Type

Buffalo River State Trail

36.4 mi
State: WI
Ballast, Crushed Stone

Douglas State Trail

12.5 mi
State: MN
Asphalt

Great River Ridge State Trail

13 mi
State: MN
Asphalt, Crushed Stone
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 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 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

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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 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...

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...

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...

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 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...

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

Root River State Trail

Root River State trail

September, 2021 by harmokj

Spent the day riding this trail. Really enjoyed myself. Will make it back in early fall to see the color change.

Root River State Trail

9/11/2021 by wicket49

September, 2021 by skiwicket

Great trail, a must if in the area.

Harmony-Preston Valley State Trail

9/10/2021 Preston to near Harmony

September, 2021 by skiwicket

Great evening ride after 7 hours in the car. Riding a Trek Domane w/ 33x700 tires, Susan riding Trek Checkpoint. Yes the trail could use a little work, especially the bridge approaches. Still felt smoother than portions of I-90. The curves and short hills were a delight. We ride in the mountains of eastern Washington where our typical ride involves 2500-3000 vertical feet of climbing, so not really hills.

Accordion

Elroy-Sparta State Trail

Elroy to Kendall

September, 2021 by mikebob_tl

Rode from Elroy trailhead towards Kendall and discovered it’s closed at about 3-4 miles. Looks like a bridge out. Heavy equipment blocks the trail. Drove to Kendall and the rest of the trail was wonderful!

La Crosse River State Trail

Great Experience!

August, 2021 by 7s5a692x35

A group of us were in Wisconsin for the Ride Across Wisconsin (RAW) and this trail paralleled a portion of the days route from La Crosse to Sparta. Two of us were on gravel bikes so we experienced some of this trail. The trail was well maintained with two small locations that were rough due to heavy rains in the past. It is more of hard packed clay trail versus crushed limestone. It has a nice tree canopy for the portion we rode but if there was rain before your ride, there are sections that could be muddy.

Douglas State Trail

Very Pleasant Ride

July, 2021 by withrow

I rode from Pine Island to a park in northern Rochester and back, total of 22 miles R/T. 95% of the ride was under tree canopy, so perfect trail for you "shade worshippers" like me (having recently been diagnosed with skin cancer). Condition of trail is not perfect (which trails are?), but certainly very good. A few spots are rough and in need of some maintenance. Very flat and comfortable ride. Weren't a lot of "creatures" along the way, but did see squirrels, gophers, Baltimore Oriole and a lone deer.

Only negative comment I have is that there were several road crossings that slowed me down, but they were gravel roads with minimal vehicle traffic.

Definitely near the top of my "best" list.

Elroy-Sparta State Trail

History at its best tunnels and all!

July, 2021 by j.mac_tl

Been coming here since 1974. It’s nice to see that the trail is still open and being somewhat well taken care of! The best campground to stay at is Tunnel trail campground! So if your staying please contact Julie and Scott for continuing the legacy of their father and mothers hard work and dedication to making the campground and the trail experience so amazing! John Mc

Red Cedar State Trail

Beauty along the Red Cedar river.

July, 2021 by mikebob_tl

One of my fav trails!!! Follows the river, through a wildlife area, ends at a cool bridge with a connection to the Chippewa river trail. Total lack of human noise for most of this trail!!!!! It is in great shape Friday.

Elroy-Sparta State Trail

Simply fantastic riding.

July, 2021 by mbollom

The Elroy Sparta trail is a great experience. Some comments:
1. The first half from Sparta to Winton is the most popular part and is in the best shape.
2. While it is only at a 3% grade, the first 8 miles to Tunnel 3 is consistently up hill. Coming down is more fun!
3. The last section from Kendall to Elroy is closed because is bridge is out.
Suggestion for the intrepid, take County highway W instead. It is fabulously beautiful, but the hills almost killed me!
4. It took me five hours to ride the 34 miles. I’m not a particularly slow rider, but you have to keep in mind that there are three climbs (up to the tunnels), you must walk through these tunnels and one is ¾ mile long, and riding on crushed limestone is slow
5. I only saw the water and toilets at the middle stop, so don't skip them.
6. The 400 Trail connections at Elroy, as does the Hillsboro Spur (5 miles).
7. The Omaha Spur also connects in Elroy. It is not widely promoted as it is run by the country government (not the DNR), but it has its own tunnel and it is largely paved so the ride is faster.

Root River State Trail

Fountain to Houston

July, 2021 by mikebob_tl

I went from Fountain to Houston on Monday. Left my car in the lot and pedaled to Houston. Wow, what a beautiful trail! Having been on many trails I rate this in the top for sure! Heading east from Fountain is a breeze as it is almost 9 miles of downhill. More challenging at the end of 42 miles heading east on the return. The hills west of Houston are fun too.
I stayed at the Sawmill Inn in Houston (super comfy!!!!) and return biked Tues am.
Highly recommend this trail!

Great River State Trail

Trail from Riverside Park

July, 2021 by deborahdebmartin

We picked up the trail at Riverside Park and found a good amount if the trail was on the streets, in neighborhoods not very scenic.

La Crosse River State Trail

Great Trail

July, 2021 by deborahdebmartin

We enjoyed this trail riding with friends. We rode into Rockland for a water break. Crushed stone firmly pack made ride doable for my husbands road bike. Three trains passed us while riding, so glad we found Rails to Trails!

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