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

Chippewa River State Trail

Segment from Durand trailhead to Red Cedar Trail

June, 2024 by djmmsherman

We rode this trail in late May 2024 and listened to the reviews, so I can only comment on the western part of this trail, from the Durand trailhead, riding about 6.5 miles to the intersection with the Red Cedar Trail and then we headed north on that trail. Other reviews say past the intersection, the trail needs work, so we followed that advice. The trail out of Durand is great -- paved and beautiful biking with tree canopy and the point where the trail intersects with the Red Cedar is clearly marked. The portion we did was great.

Root River State Trail

Always a favorite

June, 2024 by djmmsherman

We've been on this trail several times and it's consistently great. This time, we started at the trailhead in Lanesboro, biked west and up to Fountain, turned around for a nice mostly-downhill ride, stopped back in Lanesboro for lunch at Pedal Pushers, then onward east toward Rushford. Trail in great shape except for a felled tree from a storm the night before. But easy enough to pick up the bike and carry it over the tree. Aroma Pies in Whalen is a must-do; both coconut cream and banana cream are highly recommended! A nice treat for our 40-mile bike ride that day. So much of this trail curves along the Root River, which makes for beautiful riding.

Douglas State Trail

Nice ride

June, 2024 by djmmsherman

We're from the Twin Cities and parked in Pine Island to ride south toward Rochester. Trailhead in Pine Island is nice with restrooms, playground, wooded with asphalt path winding through. Early in the trail, cross the Zumbro River. Nice tree canopy for most of the ride. Missed taking the underpass (trail wasn't marked) and rode about half a mile before we turned around. Back on the trail through lovely rural Minnesota. Did about 13 miles and turned around for a total ride of about 26 miles. Trail in great shape overall and nice ride.

Accordion

Harmony-Preston Valley State Trail

Some trail work has been completed to improve the on and offs of the bridges.

June, 2024 by mankato

Some trail work has been completed to improve the on and offs of the bridges.

Harmony-Preston Valley State Trail

Great ride, less traffic and wonderful views and vistas.

June, 2024 by mankato

Great ride, less traffic and wonderful views and vistas.

Harmony-Preston Valley State Trail

Awesome!

June, 2024 by unpavedmiddle

Beautiful countryside and very scenic. I rode from Harmony to Preston and back. There are some bumps.Not a problem, but then again I'm not a a Strava segment leader so I don't really care. Rod eon fattish tires. Had me a real good time, and that's really the whole idea. Come. Enjoy. Ignore the Citiots.

Red Cedar State Trail

Beautiful trail

May, 2024 by bcurley_tl

Perfect for hybrid bikes! Runs along the Red Cedar River for most of the trail and enjoyable to see the kayaks and canoes. Very lightly used.

Red Cedar State Trail

Beautiful trail

May, 2024 by bcurley_tl

Perfect for hybrid bikes! Runs along the Red Cedar River for most of the trail and enjoyable to see the kayaks and canoes. Very lightly used.

Red Cedar State Trail

Beautiful trail

May, 2024 by bcurley_tl

Perfect for hybrid bikes! Runs along the Red Cedar River for most of the trail and enjoyable to see the kayaks and canoes. Very lightly used.

Root River State Trail

Great family trail

October, 2023 by sabress82

This trail is awesome! We only went about 16 miles from Houston and then back, but it was very enjoyable. We plan to come back and do another section of trail with our kids.

Root River State Trail

Can I give a SIX star??

October, 2023 by mrmikesch

Best and most favorite trail of the trails we rode in Iowa, Minnesota and Wisconsin on this trip!! Rode 50 miles round-trip, Petersen to fountain. Trail is smooth asphalt. Gorgeous river views along the way. Last 5 miles are uphill to fountain, but a very fun dissent on the return! Second day, Peterson to Houston 36 miles r/t. First 5 miles to Rushford, smooth trail. The remaining 13 miles to Houston, trail has some sinkhole spots and the bridge transitions are rough. Still some river views. Each of the little towns along the trail has a couple restaurants, just call ahead to make sure they’re open during the week.

La Crosse River State Trail

Flat and straight

October, 2023 by mrmikesch

Just an average trail ride. Nothing special. Camped at veterans park. Campground in West Salem. Road the section from West Salem to Sparta. Trail service is good, packed chat. Very straight and boring. Decided not to ride the section from West Salem to La Crosse.

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