Top Spots for Snowmobiling Near Chicago

City living has its perks, but when winter rolls around, wouldn’t you rather indulge fantasies of a wide-open snowmobile throttle in areas with more recreational space? You may not know it, but a much-needed snowmobiling experience is a short, easy drive across the Wisconsin’s southern edge. Check out some nearby spots to hit the trails!

Cheese Country Recreation Trail

Monroe, the Swiss Cheese Capital of the USA, is also the starting point to this 47-mile trail that extends through rolling hills and open farmland. As a former railroad bed, the route crosses several vintage trestle bridges and goes through a number of old mining towns that have since been converted into unique spots with their own special attractions.

Unload at the free park and ride in Monroe, sled to the trail’s end in Mineral Point and check out the opera house or grab some tempting cuisine from Tequila Point’s appetizing menu. When you return to Monroe, visit the Swiss Colony Outlet Store and finish your day with a taste at Minhas Craft Brewery, the Midwest’s oldest continually operated brewery.

Walworth County Trails

You may be familiar with Lake Geneva’s resort reputation, but did you know Walworth County is also home to a total of 350 snowmobile trail miles? Since 1970, 14 dedicated snowmobile clubs and their four groomers have committed to providing snowmobilers with what are boasted as the finest wooded and wetland trails in the area. The 12-mile White River State Trail from Elkhorn to Burlington gives riders a scenic pass through nature’s theatre and past historic buildings.

When your sled day turns cold, thaw out at the Lake Lawn Resort or one of the area’s numerous lodging options. For dinner, supper club fare from the Mars Resort and Restaurant can’t be beat. 

Glacial Drumlin State Trail

This 52-mile stretch nestled between Madison and Milwaukee takes you through a serene landscape created by the last ice age. Located on the fringes of the Kettle Moraine State Forest, snowmobilers are greeted with sightings of deer, foxes, cranes and turkeys that call the cupped and domed geographical formations their home.

In total, the trail passes through 10 small towns with no shortage of pleasant attractions. In Lake Mills, about halfway through the trail route, you can find Water House Foods Café & Bakehouse for a bite off their fresh-from-scratch menu. Or stop in Delafield to explore your choice of coffee house, brewery and fine dining options. Ever heard of Italian inspired California cuisine? Find it at Zin Uncommon California Italian on Delafield’s Main Street.

Racine and Kenosha County Trails

Just beyond the state line in Wisconsin’s southeastern-most corner lie Kenosha and Racine counties. Compounded, 19 snowmobile clubs tend 312 trail miles through farm country and some wooded areas in a region that receives around 50 inches annually. It’s not too far from Chicago, but just far enough for free parking in one of many public access areas.

If you’re looking for a break while in Racine County, break off a piece of chocolate at the Chocolate Experience Museum in Burlington or go for a warm beverage at The Coffee House on Chestnut and Pine.

Keep on riding with these Top Spots for Snowmobiling in Southwest Wisconsin, or browse our snowmobiling directory for more!

This entry was posted in Snowmobiling