Looking for the best trails around Winona?

Explore the best rated trails in Winona, MN, whether you're looking for an easy walking trail or a bike trail like the Elroy-Sparta State Trail and John Wellner Memorial Trail . With more than 61 trails covering 339 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Buffalo River State Trail

Fall ATV ride

September, 2024 by fm65zbf5bq

We have done the Buffalo trail in the past but today we did our favorite section-parked in Fairchild lot, went to Osseo and back. Beautiful day. Trail in decent condition. Some potholes and puddles. Ranged from gravel to sandy surfaces. Beautiful forest to drive through. Places to stop and get fuel/eat if necessary.

Great River Ridge State Trail

Lovely rural bike trail that end too abruptly and could use some TLC.

September, 2024 by mankato

Lovely rural bike trail that end too abruptly and could use some TLC.

Elroy-Sparta State Trail

Sparta to Elroy

September, 2024 by ellaqk_tl

For years, we talked about riding the Elroy to Sparta trail and this summer we finally did it. We were to ride 1/2 of the trail from Sparta towards Elroy and then were going to ride the other 1/2 of the trail from Elroy towards Sparta the following day. However, one of the friends we were going to ride with became ill and my husband and I decided we would go ahead and get part of the ride in. Part way through my husband decided we would ride the whole trail in one day. We entered the first tunnel which required us to walk our bikes, wear our raincoats and use a light. It was very cool. The floor of the tunnel was wet and slippery and before even entering the tunnel I found myself with soaking wet shoes but they dried fast. We stopped just a little further east of the tunnel to use restroom facilities which were clean. On we went into Wilton, which I have to say we were rather unimpressed with. The toilet facility was sorely lacking in cleanliness and we found a picnic table that was none too clean either. We continued on to Elroy and surprisingly I was able to find an Uber ride back to Sparta to pick up our truck with no time to spare as a terrible storm rolled through. Fortunately for my husband, who was waiting for me, was able to find shelter in Elroy at their welcome center. We had brought along with us shower essentials and clean clothes and were able to shower in Elroy. It is free but they do suggest a donation which we were more than happy to do. Some of the highlights were the three tunnels and the remaining overhead structure that had wires that would hang from it to alert those on the top of the train (Hobos and brakeman) the tunnel was ahead. Also, we had a large buck come up onto the trail who did not know we were there. He stood there in all his beauty until he caught sight of us and quickly disappeared into the brush. Overall, I would highly recommend this trail ride. We may do it again.

Accordion

Douglas State Trail

Once A Year

September, 2024 by paulbryanj

Being from the Twin Cities, I still try to hit this trail once a year. I like it a lot. But even on a Wednesday, the trail can get very busy with walkers, runners and other cyclists especially at the Rochester end.

Root River State Trail

Great, but look at the elevation chart

August, 2024 by askrens

Really enjoyed the trail. Did the entire ride, east to west. Trail was in very good shape.

Douglas State Trail

Nice Sunday Morning Ride

August, 2024 by apetrov1

First time on this trail Sunday morning 8/10/2024. Rode from Hyatt Rochester to Pine Island and back. Started at 6:30am, got to Pine Island at 7:45am (Bathrooms were locked, which I expected being early). Took a short break and went back to the Hyatt for breakfast. Done around 9:05am.

Conditions of the asphalt are pretty decent. I like that the crossings are well marked and clear (of trees and bushes) and visible. One downed tree a couple miles from Pine Island that I had to dismount and carry over. Other than that, no stopping which is really nice.

Nothing spectacular, but a really nice morning ride! I'd probably give it 5 stars if it wasn't so thick on the tree line that you really can't see any of the scenery, but that has the benefit of 95% shade on those sunny hot days.... Probably only saw 25-30 ppl on the trail both directions combined.

Foundation Trail

Unique paved trail with about 10 separate waterfalls. Sitting benches and large white pine trees. Begins at visitor info center.

August, 2024 by derekbickford44

Unique paved trail with about 10 separate waterfalls. Sitting benches and large white pine trees. Begins at visitor info center.

Root River State Trail

Fantastic Experience

August, 2024 by apetrov1

Rode from Houston to Fountain on Saturday 8/3/2024 as part of a one way ride that started in Houston Mn and ended at Niagara Cave, so I combo'd the Root River State Trail w/ the Harmony-Preston State Trail and a little open road riding at the end to total just over 70 miles.

I love that from Houston to Fountain to Preston, this route was tree covered for like 80% of the time I'd estimate. That was really nice. I had a very low humidity day for my ride, but it was a 0 cloud day, so the sun would cook you. But you are very much isolated from it here.

I was dropped off at Houston, Mn trailhead at 8am. The first part of the trail out of Houston, has a bit of packed dirt and sand in areas on top of the asphalt, through Rushford. Other than that, this trail is pristine up to Fountain. You just have to watch out for the occasional rough bridge transition and that's about it, hardly any holes or cracks or anything. (few bumps and cracks from the split down to Preston, a very small section) I only saw 3 people Houston through Rushford over those many miles. Then hundreds of ppl on the trail from Rushford to past Lanesboro, but it never ever felt crowded at all. Just a consistent 10-25ppl per mile. Then, Probably only a dozen or so ppl both directions from the split to Fountain and back to the split (very sparse over those 6 miles up and 6 miles back). One tree down in that segment to Fountain, but no big deal, just dismount and carry over.

My first stop was in Lanesboro (Rushford was closed when I passed it just after 9am), and the restrooms there right off the trail are air conditioned and super nice, with many bike racks and water fountain, and shade. Second stop in Fountain, after a fairly slow 6 mile climb up to Fountain. Restroom there and water fountain as well. Coasted back down towards Preston and stopped there. Also, nice restroom and water bottle filling station inside. Benches w/ shade.

Highly recommend from Rushford on to Fountain. Skip the Rushford to Houston section if you don't want to get your bike dirty/dusty. :)

Harmony-Preston Valley State Trail

Nice Scenery, but average trail conditions.

August, 2024 by apetrov1

Rode from Preston to Harmony on Saturday 8/3/2024 as part of a one way ride that started in Houston Mn and ended at Niagara Cave, so I was a bit tired already having ridden 50 miles that morning, when starting this trail around 1pm. I enjoyed it, but it is starting show wear and tear w/ a significant amount of larger cracks. I did have a little extra weight in my bags of my trekking bike w/ water and spare tires and tools, so the cracks maybe worse than if you are lighter. I have 700x35 tires. And I was a little worried about busting up my back wheel w/ how big some of the cracks were. (hard to see some of them coming). I did dismount and walk up a part of the single longest and steepest climbs. (good excuse to take a water break).

Keep in mind Harmony is 400' higher elevation than Preston, so Preston to Harmony is going to be significantly more uphill.

After a mile or two out of Preston, I only saw one other couple riding e-bikes. So not another soul for 10 miles. (this was on a mild 80 degree low humidity Saturday afternoon in middle of summer). Also, T-Mobile service had a gap for me between the two towns. And while in that cell service gap, you are locked in on the trail, w/ no road intersect/exit for like 3.5 miles.

For me, once is enough on this trail.... I would go do it again if it was repaved or repaired. Mountain bike tires or fat tires would be much more enjoyable.

Root River State Trail

Loved this trail

July, 2024 by pauldspain

Only did about 11 miles round trip from Houston. Very rural and scenic with river views, hills, fields and heavy tree overgrowth. I would love to do the entire journey. That is for next time!!!

La Crosse River State Trail

Buy pass first!

July, 2024 by rembrandreadoran

Don’t waste time looking for a physical location to buy pass prior to biking. Go online. And buy a daily pass in 2 minutes for $5.23. I lost 75 minutes driving to 3 locations before I realized online was an easy option.
https://dnr.wisconsin.gov/topic/parks/admission/trailpass

Flat trail with plenty of benches along the way to rest.

Root River State Trail

Great Ride

June, 2024 by dpoquette

I rode the section between Rushford and Whalen and it was a great ride. Lots of canopy on a very hot and humid day. You could see that the trail had been cleaned up. Unfortunately, just after we rode it, a flash flood warning was issued so, I don’t know if there was any damage. I would definitely ride it again. The previous two reviewers who rode it in June 2024 gave the trail a 1 & 2 stars just because the trail wasn’t cleaned up were too harsh. Give the volunteers and crew a chance to clean things up.

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