best Motorcycle Rides in Wisconsin

Wisconsin’s Best Motorcycle Rides

Scenic Roads, Twisty Turns, and Rider-Friendly Routes Across the Badger State

There’s just something about riding in Wisconsin.
The wind off the lake, the rolling hills, the smell of fresh-cut fields and pine trees.

It’s not just about getting from point A to point B—it’s about freedom, connection, and that deep, satisfying feeling of being out there, fully alive.

At McCarthy Motorcycle Law, we represent riders when things go wrong—but that doesn’t mean we don’t love to celebrate what makes riding so right. This guide is all about the best motorcycle rides in Wisconsin: the roads that locals love, the hidden gems, the day-trip loops, and those peaceful stretches of two-lane that make you fall in love with riding all over again.

Whether you ride a cruiser, a sport bike, a touring setup, or a classic, Wisconsin has something for you.

And yeah—we’ll talk about safety along the way too. Because we want every ride to be a good one.

1. The Driftless Area – Highway 33 (West Bend to La Crosse)

Why it’s great: If you’ve never ridden through the Driftless Region, you’re in for a treat. This area of Wisconsin escaped the flattening effects of the last glaciers, which means twisty roads, rolling hills, and dramatic river valleys.

Highway 33 is one of the state’s most beloved stretches for motorcyclists. From West Bend to La Crosse, you’ll hit sweeping curves, ridge-line views, and charming towns like Baraboo and Reedsburg.

Bonus: Stop at Wildcat Mountain State Park for a rest and some killer scenery.

Safety tip: Some of the curves on Hwy 33 sneak up fast, especially in the Driftless hills. Watch your speed, stay smooth on the throttle, and take it easy if it’s been raining.

2. Great River Road – Highway 35 (Prescott to Prairie du Chien)

Why it’s great: This is a national scenic byway that hugs the Mississippi River all the way down the western edge of Wisconsin. It’s perfect for a chill day ride with lots of scenic pull-offs, river towns, and fresh air.

You’ll pass through biker favorites like Pepin, Nelson, and Alma—where you can grab pie, stretch your legs, and watch barges go by. It’s not technical or super curvy, but the views are unbeatable.

Bonus: Pop into the National Eagle Center in Wabasha, MN just across the river.

Safety tip: Watch for deer, especially in the early morning or at dusk. These rural areas are beautiful—but deer don’t care how sweet your paint job is.

3. Kettle Moraine Scenic Drive – (Northern to Southern Kettle Moraine State Forest)

Why it’s great: This 115-mile route runs through eastern Wisconsin’s glacial landscape, from Elkhart Lake to Whitewater Lake. You’ll ride through peaceful pine forests, lakeside towns, and gentle hills shaped by ancient ice.

It’s a more laid-back ride, but the scenery and relaxed vibe make it a favorite for riders who want to slow down and take it all in.

Bonus: If you’re into motorsports history, check out Road America near Elkhart Lake.

Safety tip: This is a popular ride for folks in cars and RVs too, especially in fall. Ride like everyone else on the road didn’t see you—and give extra space on corners.

4. Door County Loop – Highway 42/57 (Sturgeon Bay to Gills Rock)

Why it’s great: There’s nothing quite like a ride up the Door County Peninsula. You’ve got lakes on both sides, charming towns, lighthouses, and miles of scenic shoreline. Highway 42 is famously quirky, especially as it approaches Gills Rock with its series of whimsical, zig-zagging curves.

It’s the kind of ride where you stop often—for cherry pie, smoked whitefish, or just a walk along the shore.

Bonus: Take the ferry from Northport to Washington Island—yes, motorcycles are welcome!

Safety tip: Expect slower traffic on weekends, especially in summer and fall. Take your time and enjoy the ride instead of pushing to pass.

5. Nicolet-Wolf River Loop – Highway 55 to 70 to 32

Why it’s great: This loop through northeastern Wisconsin is for the rider who wants to get deep into the woods. You’ll ride through the Nicolet National Forest, crossing over winding rivers and riding past glacial lakes and quiet fishing towns.

Highway 55 is the star of the show here—especially between Shawano and Crandon. Add in Hwy 70 and 32 and you’ve got a full day of peaceful riding in the heart of the Northwoods.

Bonus: Grab lunch in Eagle River, a classic up-north stop with plenty of places to refuel both bike and body.

Safety tip: Cell service can be spotty in the woods. Make sure someone knows your route. Bring water and emergency gear, especially if you’re riding solo.

6. Lake Michigan Circle Tour (Wisconsin Segment – Milwaukee to Manitowoc and Beyond)

Why it’s great: For the cruiser crowd or anyone looking for a mellow lakeside route, the Wisconsin segment of the Lake Michigan Circle Tour is a smooth, scenic ride along the lake’s edge. From Milwaukee to Port Washington, up to Sheboygan, and on to Manitowoc, you’ll get shoreline breezes, classic diners, and waterfront parks to stop and chill.

Bonus: Want to make a weekend of it? Catch the S.S. Badger Ferry in Manitowoc and ride across Lake Michigan to Michigan’s Lower Peninsula.

Safety tip: Coastal fog and lake-effect rain can sneak up fast. Bring layers, and check the radar before you ride.

7. Holy Hill Ride – Through the Scenic Byways of Washington County

Why it’s great: This is a shorter day ride that feels like a spiritual reset. Cruise the rolling hills around Holy Hill Basilica—an iconic Wisconsin landmark perched high above the countryside. The roads around here are filled with tree canopies, twisting turns, and classic farmland views.

If you’re riding in the fall, it’s pure magic.

Bonus: There are several small biker-friendly pubs and restaurants in the area, including stops in Hartford and Richfield.

Safety tip: These are two-lane country roads with limited shoulder space. Be cautious of gravel near driveways and field entrances—especially after rain.

Riding in Wisconsin: Safety First, Always

We’re lawyers—but more than that, we’re part of the riding community. And while this page is about great rides, we’d be doing you a disservice if we didn’t drop a few reminders about rider safety.

🧠 Wear a Helmet (Even If It’s Not Required)

Wisconsin law only requires helmets for riders under 18 or permit holders—but we recommend ATGATT (All The Gear, All The Time). A helmet, armored jacket, gloves, and proper boots can be the difference between walking away and being airlifted.

🛞 Check Your Tires and Bike Before You Ride

Make a habit of walking around your bike before a ride. Check tire pressure, fluid levels, chain tension, and brake responsiveness. A quick pre-check can save your life.

🚧 Watch for Sand, Debris, and Potholes

Especially in early spring and late fall. Rural roads aren’t always maintained to perfection.

🦌 Deer Are a Problem. Stay Sharp.

Wisconsin has one of the highest deer collision rates in the country. Slow down during dawn and dusk. Use high beams when possible. Scan the ditches like your life depends on it—because sometimes, it does.

Final Thoughts: Ride Free, Ride Smart

We created this list not just because we’re motorcycle lawyers—but because we love the ride too. We know how good it feels to roll the throttle open on a perfect stretch of road. We also know how fast a ride can go from blissful to brutal when someone else isn’t paying attention.

Our job is to be there for you if something happens.
But our hope is that you never need us.

So gear up. Ride smart. Share the road. And make the most of every mile you’ve got.

And if the worst does happen—if some distracted driver pulls into your lane or cuts you off or sends you into a ditch—we’ll be here. Ready to help you get justice, compensation, and a chance to heal.

McCarthy Motorcycle Law

Proud to Serve Wisconsin Riders—On Every Road, In Every Fight

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