4.9
(7)
144
riders
20
rides
No traffic touring cycling routes in Winona County traverse the unique "Driftless Region," characterized by its rugged topography of dramatic bluffs, deep valleys, and winding waterways. The landscape is shaped by the Mississippi River Valley, featuring towering limestone bluffs and diverse ecosystems including hardwood forests and grasslands. Lake Winona offers a prominent natural feature with a flat, paved path, providing accessible cycling opportunities. This varied terrain provides a range of experiences for touring cyclists.
Last updated: May 10, 2026
12
riders
8.62km
00:30
20m
20m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5
riders
34.9km
02:16
320m
320m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Sign up for free
10
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
14
riders
42.2km
02:30
140m
140m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
60.8km
03:40
430m
430m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
I'm guessing at different times the picnic area had more amenities, right now it was one table. And the only thing eating back there was the mosquitos chomping on me when I stopped to take a picture.
0
0
A view of the Houston sign on the Bluff from the Root River bike trail.
1
0
Right at the end of the trail is this coffee shop. Years ago when I got here, it was right as they were closing and didn't have a chance to try anything. Today I had a quick ice coffee, hit the spot!
0
0
I didn't stop in here today (as I was on my bike and wanted to keep riding), but it's always good to know about bike shops on big bike trails just in case!
0
0
I saw a highlight Komoot created for Cushing Peak, so I wanted to get a picture of it today on my bike ride.
0
0
There was a ton of tree debris pushed up against this big bridge, maybe the longest bridge on the trail between Rushford and Houston
0
0
Looks a little rougher today than it was when I saw it 6 years ago. Although now that school is back in session maybe they aren't keeping it up as much.
0
0
La Crosse is fortunate to have Sister City relationships with eight cities around the world. These cities include Bantry, Ireland; Dubna, Russia; Epinal, France; Førde, Norway; Friedberg, Germany; Luoyang, China; Kumbo, The Republic of Cameroon, West Africa; and Junglinster, Luxembourg. Each of these relationships is unique and features cooperative efforts in such diverse activities as health care, education, sports, the arts, government agencies and public policy, business, and many others La Crosse's business activity along with the varied cultural backgrounds of the citizens has resulted in an environment that makes foreign visitors welcome and is supportive of a variety of cultural activities and events. Many of these events are supported and coordinated by the City’s International Committee. The International Committee has representation from each of our Sister Cities and from citizens interested in promoting international awareness and citizen diplomacy.
0
0
There are 20 dedicated no-traffic touring cycling routes in Winona County, offering a variety of experiences for cyclists. Half of these routes are rated easy, while the other half are moderate, ensuring options for different skill levels.
Winona County's 'Driftless Region' landscape means you'll encounter a mix of terrain. While many routes follow paved paths, the area is characterized by dramatic bluffs and valleys, so expect some rolling hills and elevation changes, especially on routes that venture away from the river valley. The region's unique geology, untouched by glaciers, offers a rugged and scenic backdrop.
Yes, Winona County offers several easy, family-friendly options. The Lake Winona Park loop from Winona is a popular choice, offering a flat, paved 8.6 km path around Lake Winona, perfect for a relaxed ride with scenic views of the lake and bluffs. There are 10 easy routes in total to choose from.
Winona County's routes often feature stunning natural beauty. You can expect views of the majestic Mississippi River and its towering limestone bluffs. Notable landmarks and viewpoints include Sugar Loaf, Coyote Point Overlook, and King's Bluff Overlook. The region's karst geology also presents unique features like Chimney Rock. Many routes pass through diverse ecosystems, including hardwood forests and 'goat prairies'.
Yes, many of the no-traffic touring routes in Winona County are designed as loops. For example, the Barn and Pump House – Peterson sign with a gnome loop from Rushford is a moderate 53 km circular route. Another option is the La Crosse Trailhead – La Crosse Marsh loop from La Crosse, which covers nearly 35 km.
The best time for touring cycling in Winona County is generally spring, summer, and especially autumn. Spring brings lush greenery, while summer offers warm weather. Autumn is particularly spectacular, with the hardwood forests displaying vibrant fall colors against the backdrop of the bluffs and the Mississippi River. Always check local weather conditions before you head out.
The komoot community highly rates touring cycling in Winona County, with an average score of 5.0 stars. Reviewers often praise the stunning scenic beauty of the Driftless Region, particularly the dramatic bluffs and Mississippi River views, as well as the variety of well-maintained trails that offer peaceful, car-free riding experiences.
While many routes are easy to moderate, the unique topography of Winona County's Driftless Region means some routes will offer more significant elevation gains. For example, the La Crosse Trailhead – West Salem Bike Depot Park loop from La Crosse is a moderate 36.8 km route that includes notable climbs, showcasing the region's rugged bluffs and valleys.
Many trailheads and parks in Winona County offer designated parking areas. For routes like the Picnic area sign – Large bridge over the Root River loop from Rushford, you'll typically find parking available near the start points in towns or at established park facilities. Specific parking information is usually detailed on individual route pages.
Yes, Winona County provides access to segments of the Mississippi River Trail. This extensive bike route follows the Mississippi River, offering scenic views and connecting to various communities. The Flyway Trail Winona Connector also links Winona to a scenic biking route along the preserved floodplain forests and Latsch Island.
While specific cafes directly on every no-traffic trail might be limited, many routes start or pass through towns like Winona or Rushford, where you'll find various options for refreshments, including cafes, restaurants, and local shops. It's always a good idea to check the route details and plan your stops in advance.


Check out more Cycling routes throughout Winona County below and find the perfect route in your destination.
Browse the best Cycling routes in other regions.