5.0
(8)
244
riders
10
rides
Road cycling in Winona County offers a diverse landscape characterized by the Upper Mississippi River Valley, featuring prominent bluffs, lush valleys, and serene trout streams. The region's geology includes resistant Oneota Dolostone and ancient rocks carved by the Mississippi River. Cyclists can explore hardwood and oak forests, especially on the steep bluffs and in the valleys, contributing to varied scenic routes. Lake Winona also provides paved paths, complementing the extensive network of dedicated bike loops and trails.
Last updated: May 10, 2026
20
riders
60.7km
02:39
430m
430m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
16
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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2
riders
37.7km
01:44
350m
350m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
7
riders
22.1km
01:05
50m
50m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
6
riders
21.5km
01:13
50m
50m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
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Impressive view from the bridge over the Mississippi, despite Labor Day - holiday - few boats on the Mississippi
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Lots of nature, but be sure to stay on the paths
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This is the promenade on the Mississippi
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The widely visible landmark of the city of LaCrosse. LaCrosse is twinned with Friedberg (Bavaria).
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The Mississippi is the second-longest river in America (after the Missouri), and runs for around 2,340 miles all the way across the country through New Orleans. The road on bridge has a decent shoulder, and there is also a divided walkway where you can bike separate from traffic.
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Many of the marsh trails are paved or hard-packed dirt, making it a great place for riding. This is good place to look for waterfowl and other wetland fauna, and there is a fishing pier and picnic area nearby.
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The park goes right up to the water's edge, and there are plenty of nice grassy areas to hand out by the river in the shade. There are some paved trails, and sometimes the park will hold events at the band shell or for Riverfest.
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There are 10 dedicated no-traffic road cycling routes in Winona County, offering a variety of experiences. Three of these routes are rated as easy, while seven are moderate, ensuring options for different skill levels.
Yes, Winona County offers several easy routes perfect for beginners or those seeking a relaxed ride. An example is the Hixon View – Grandad Bluff Road loop from University of Wisconsin-La Crosse, which is shorter and has less elevation gain. The region's paved paths, like those around Lake Winona, also provide flat, accessible options.
The routes in Winona County offer stunning and diverse scenery. You'll experience the majestic bluffs of the Upper Mississippi River Valley, lush valleys, and serene trout streams. Many routes provide panoramic views of the Mississippi River, especially from elevated points like Sugar Loaf Bluff. The landscape also features hardwood and oak forests, contributing to a rich natural backdrop.
Yes, many of the no-traffic road cycling routes in Winona County are designed as loops. For instance, you can explore the Roadbike loop from Rushford Village, which offers a pleasant circular ride through the area. Another option is the Riverside Park loop from La Crosse, providing a longer, moderate challenge.
Winona County is rich with scenic viewpoints. Along your rides, you might encounter highlights such as the Coyote Point Overlook or the King's Bluff Overlook, both offering expansive vistas. The iconic Sugar Loaf is another prominent feature, providing incredible views of the river valley. For more attractions, you can check out the Attractions in Winona County guide.
Winona County offers cycling opportunities year-round. Spring and fall are particularly beautiful, with vibrant foliage and comfortable temperatures, ideal for tackling bluff trails. Summer allows for gliding along scenic riverfront paths. Even winter offers unique experiences like fat biking, though dedicated road cycling might be more limited to cleared paths.
Yes, for experienced riders seeking a greater challenge, there are several moderate routes. The Roadbike loop from Medary is a good option, offering a substantial distance and elevation gain. The region's terrain, with its bluffs and valleys, naturally provides opportunities for more demanding rides.
Parking availability varies by route start point. Many routes begin near urban centers or parks which typically offer designated parking areas. For routes that utilize segments of the Mississippi River Trail or other dedicated paths, you can often find parking at trailheads or nearby public access points. It's advisable to check the specific route details on komoot for recommended starting points and parking information.
The area is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the stunning natural beauty, particularly the majestic bluffs and river views, and the peacefulness of the dedicated no-traffic paths. The variety of routes, from easy loops to more challenging climbs, is also frequently highlighted.
Yes, for more general information about parks and trails in the region, you can visit the official Winona County Parks & Trails website. This resource can provide additional context on the broader network of outdoor recreational opportunities available.
While some state parks are more geared towards hiking or mountain biking, they often provide excellent scenic backdrops or access points to road cycling routes. Great River Bluffs State Park and John A. Latsch State Park offer stunning bluff views that can be incorporated into or seen from nearby cycling excursions. Whitewater State Park also features rugged limestone bluffs and pristine trout streams, enhancing the natural beauty of the area.


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