5.0
(3)
12
riders
3
rides
Gravel biking in Winona County offers diverse terrain within the unique Driftless Region, characterized by rugged bluffs, deep valleys, and the iconic Mississippi River. The landscape features towering bluffs, lush river valleys, and quiet streams, providing a scenic backdrop for rides. The region's geological makeup provides excellent limestone gravel roads, making it ideal for no traffic gravel bike trails. This area, untouched by glaciers, boasts a varied topography perfect for exploration.
Last updated: October 15, 2026
5.0
(1)
5
riders
39.1km
02:17
120m
120m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
5
riders
30.1km
01:27
40m
40m
Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

2
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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2
0
It's not actually too rough, I could totally do this on my gravel bike too, I don't know if I would go road biking on it though.
1
0
Oops, I meant to create this as Mountain Bike highlight and a hiking highlight. My bike computer starts all rides as road cycling.
1
0
This shop is a combination bike shop, coffee shop and ice cream shop. You can get your bicycle repaired while sipping an expresso or licking an ice cream cone. The ice cream is sold in a restored train caboose right next door. Sandwhiches are also served. While you visit you can pick up good information on biking opportunities in Trempealeau County. You can also buy a trail pass to the Great River State Trail.
2
0
Winona County is part of the unique "Driftless Region," characterized by rugged terrain, deep valleys, and towering bluffs untouched by glaciers. This geology provides excellent limestone gravel roads, offering a scenic and challenging environment away from main roads. You'll find diverse routes winding through lush valleys and alongside quiet streams, often with stunning views of the Mississippi River.
Yes, there are options for beginners. For instance, the Gravel loop from Brice Prairie is rated as easy, covering about 30 kilometers with minimal elevation gain, making it a great choice for those new to gravel biking or looking for a relaxed ride.
The terrain in Winona County is diverse due to its Driftless Region landscape. You'll encounter a mix of rolling hills, steep climbs, and descents as routes navigate valleys and bluffs. Expect well-maintained limestone gravel roads. For example, the Trail maps and information – Parking at the trailhead loop from Whitewater River features over 290 meters of elevation gain, offering a more challenging experience.
Winona County offers numerous scenic viewpoints. You might encounter iconic bluffs like Sugar Loaf, or discover panoramic vistas from spots like Coyote Point Overlook and King's Bluff Overlook. The Elba Fire Tower and Overlook also provides expansive views of the surrounding landscape. Many trails offer sweeping views of the Mississippi River valley.
Yes, several routes are designed as loops, allowing you to start and end at the same point. The Trempealeau Hotel loop from Trempealeau is a moderate 39-kilometer circular route, and the Gravel loop from Brice Prairie is an easier 30-kilometer loop, both perfect for exploring the region without retracing your steps.
The spring, summer, and fall seasons are generally excellent for gravel biking in Winona County. Spring brings lush greenery, while summer offers warm weather. Fall is particularly stunning, with vibrant foliage transforming the bluffs and valleys into a spectacular display. The limestone gravel roads are typically well-maintained throughout these seasons.
The komoot community highly rates the gravel biking experience in Winona County, with an average score of 5.0 stars. Reviewers often praise the stunning natural beauty of the Driftless Region, the quiet and traffic-free nature of the gravel roads, and the rewarding views of the Mississippi River from the bluffs. The diverse terrain, from gentle valleys to challenging climbs, is also frequently highlighted.
Winona County is a hub for gravel cycling events. You can find information on annual events like "Ride The Ridges," which features dedicated gravel routes showcasing the region's scenery, or "The Hotdish – Gravel Cycling Event," offering various distances through the bluffs and valleys. For more details on these and other local events, you can check resources like Visit Winona's festival page.
Beyond the natural beauty, Winona County has a rich history. While on your gravel biking adventure, you might consider exploring the city of Winona itself, which boasts a vibrant cultural scene. For more information on the area's heritage and historical sites, you can visit Visit Winona's history page.
Winona County is incredibly photogenic, especially with its Mississippi River vistas and towering bluffs. Many of the gravel routes will lead you through picturesque landscapes. For a curated list of top spots to capture the beauty of the region, you can refer to Visit Winona's guide to nature photo ops.


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