All-season exploration

The river valleys offer flat terrain or gently rolling hills and spectacular views of rivers and bluffs by bike or on foot. Steep bluffs challenge those looking for a more vigorous adventure. Over a hundred miles of bike and hike trails wind quietly along lakes and streams and through woods and fields.

Maps and suggested routes:

City of Winona Trails and Paths

Winona County bike loops

City Bike Tour Map

City of Winona Bikeways

Mountain biking and hiking Winona

Flyway Trail Winona Connector


Local experts:
Winona Area Mountain Bikers

Winona is also home to several annual biking events:


Holzinger Lodge Trail

Unmatched beauty on trails for all
Take the family on a scenic tour through gently sloping hiking and biking trails, or treat your thrill-seeker to an adrenalin rush on the steep trails that snake down the bluffs. The trails in these parks offer something for everyone.

Lake Park

City scenery
Paved bike paths around East and West Lake Winona offer more than five miles of scenic biking and hiking routes right in town, with plenty of bench swings and playgrounds along the way.

Sugar Loaf Bluff

Winona’s iconic formation
You’ll know it when you see it, a nature-made monument on a towering bluff overlooking the city.

Garvin Heights Park

Top of the world
Your perch from which to survey a breathtaking expanse of river valley, the park is also a destination for adventurous hikers and bikers.

Prairie Island Nature Trail

Get close to nature
Stroll or bike the easy 1.5-mile trail through the wooded lowlands of Prairie Island for a glimpse at the hawks, eagles, deer and migrating birds that call these backwaters home.

John A. Latsch State Park

A view worth the climb
Get a cardio workout scaling the bluff on a challenging hike trail, and reward yourself with fantastic views of the Mississippi River Valley from the top.

Winona County Bike Loop

Pedal-perfect sightseeing
The terrain around Winona is looped by spectacularly beautiful bicycle trails aimed at a variety of riders, whether you’re out for a scenic ride with the family or a hair-raising route that is legendary among even the pros.

Saint Mary's University Hiking and Skiing Trails

Hike among bald eagles and bubbling brooks
Marvel at the untouched beauty in the valleys of Winona and dip your toes in Garvin Brook when you meander the 10 miles of trails tucked behind Saint Mary’s University.

Whitewater State Park

Wonderful wilderness hiking
Lose yourself in the rugged splendor of the hiking trails that wind through Whitewater State Park, whether your pleasure is the banks of pastoral trout streams or the adventure of steep, rocky bluffs.

City of Winona Bikeways

Rolling through the city
Designated bike routes throughout the city provide a perfect way to sightsee Winona with the wind in your hair.

Biking Events & Resources

Bluff Battles & Friendly Rides  Winona hosts a variety of events for biking enthusiasts, whether you’re looking for intense competition or a scenic ride.