Stoddard - Chaseburg loop - 38 miles

This challenging ride has four big climbs, including steep and scenic Tschumper Road. But cyclists are rewarded with many rest stops, and stunning views of the Mississippi and Root River valleys. (less)

This route is our version of a European classic, like Liège–Bastogne–Liège except not as famous. With five steep climbs and six gravel sections (no cobblestones, sorry) it was our first published gravel route in the Driftless region, kicking off all kinds of local gravel riding. (less)

This route tours some of the best of rural Wisconsin through the small towns of Trempealeau, Arcadia, Whitehall and Galesville. It's a scenic hundred miles with no killer hills. (less)

It's the coffee at the halfway point that makes the short version of this route into an epic outing. Cross the Mississippi and climb five easy hills as you head out and back along the flat bottom of the Root River valley. (less)

A study in contrast on this route northeast of La Crosse -- straight shots through flat rural farmland, followed by winding climbs over two challenging hills. (less)

What's a coulee? With four challenging climbs in a 56 mile loop, this is the fastest way to find out. (less)

Make your coffee ride even more epic by adding eleven miles and one big climb to the standard route. Cross the Mississippi and make a loop in the scenic Root River valley before hitting one big climb on the return. (less)

It's a hilly, mostly-gravel tour through the edge of the driftless, including a final gravel descent down historic and secluded Swede Bottom Road. Seventy-six miles, nine gravel sections, and over five thousand feet of climbing are broken up with rest stops in Caledonia and Hokah.
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Call it the "Triple H," a hilly hundred kilometers from Hokah, Minnesota to New Albin, Iowa, and back. It's got just under 5,000 ft. of climbing over 65.8 miles, with nine gravel sections making up more than three-quarters of the total route. (less)

You don't have to wait for June Dairy Days to ride this moderately hard route. Four medium climbs dot this 66 mile loop north from West Salem into farms and forests. (less)

While it's currently the shortest ride in our inventory, this loop still has two climbs -- one of which is pretty challenging. But the view from Grandad Bluff is worth it! (less)

A quick and scenic loop out from La Crosse through Minnesota's apple orchards, with one fairly gradual climb, great views over the Mississippi, and a sweeping descent into La Crescent. (less)

Explore the diverse geography southeast of La Crosse, settled by Norwegian immigrants. Long valleys, open fields and the occasional ski jump make it unique. (less)

Have you been eating too much cheese for your own good? This challenging training route for Ironman Wisconsin has 68 small hills (or rollers) to give riders a fitness challenge. (less)

Flat, quick out-and-back along Mississippi River, with a wide shoulder along busy Highway 35 and a side trip through Goose Island County Park. (less)

Charge full speed ahead through the valleys and ridges north of Houston, Minnesota. Ride 56 miles, with four major climbs and seven gravel sections totaling more than two-thirds of the total distance. (less)

With just under 34 miles of gravel, this route starting in La Crescent, Minnesota is harder than you might think -- climbing nearly 4,000 feet with six major hills, this is no ride in the park. (less)

Scenic, rolling, fast: it's the Middle Ridge Ramble, a double loop up and down the Driftless ridges southeast of La Crosse. This road rides includes areas that are not explored by any other Driftless Cycling route. (less)