Before heading out on your road trip through Driftless Wisconsin be sure to visit 511 Wisconsin for any potential delays, detours, and road closures.

motorcycle couple

Photo by Steve Mason

The Driftless Region in Wisconsin has a variety of scenic highways and byways winding along rivers and through charming midwest communities. These roadways are perfect for a scenic trip with friendly towns, restaurants, bars, and places to stay to hit along the way. A motorcycle trip through the Driftless Region will also reveal the unique beauty of the area. So grab your helmet and follow us on a one day trip through the Driftless Region by motorcycle.

convertible

 

Morning

Start your ride in La Crosse, WI, a bustling city on the Mississippi River with a historic downtown district. There are places to fill up your tank with gas and enjoy a morning view of the Mississippi River. From there you can head to Stoddard where you can hop on Highway 162 and head south through Chaseburg, then to Highway 14 near Coon Valley and enjoy a sunny morning ride to Westby, WI.

While you’re in Westby, grab a hearty breakfast and some coffee at Borgen’s Cafe before heading downtown to explore the shops, take in the Norwegian heritage, and stop for a photo op with Ole, the city’s wood-carved mascot. Be sure to stop into the Westby Co-op Creamery to pore over the selection of local cheeses, yogurt, and butter.

From there it is just a short, but scenic drive to Hillsboro. You can travel along Highway 27 through Cashton and then Highway 33 through Ontario to see beautiful timber covered hills, lush green valleys, numerous trout streams, limestone cliffs, and scenic farmland. These routes also pass through the largest Amish community in Wisconsin, Wildcat Mountain State Park, and nearby Kickapoo Valley Reserve. You can stop in Cashton and Ontario to explore the history of the areas and admire the beautiful outdoor spaces.

Wildcat Mountain

Wildcat Mountain State Park

Afternoon

Once you arrive in Hillsboro, there are a variety of things you can do. If you’ve already worked up an appetite since breakfast, the Hillsboro Brewing Company is an excellent choice for an early lunch. Though it wouldn’t hurt to stop and explore the brewery even if you don’t plan on eating, as it is located in a gorgeous newly restored turn-of-the-century building and has a nice gift shop.

If you are from out of town and plan on staying in the Driftless Region, or you want to turn a day ride into a 2 day trip, the Blue Highway Lodge is a great choice for an overnight stay that is popular with motorcycle enthusiasts. Since this day route is a loop, you can even adjust your starting point to Hillsboro, so you end up back in town at the end of the day.

After lunch, head southeast to Viroqua, a great small town in Vernon County filled with history, entertainment, eateries, and charming local shopping. The downtown district has been named on the Wisconsin and National Register of Historic Places and the area features fun stops like the Viroqua Food Co+op, Vernon Vineyards, and Wonderstate Cafe.

red corvette

Photo by Strelciuc Dumitru

 

Evening

As the afternoon fades into evening, you’ll saddle back up and head towards Prairie du Chien on Highway 27, the second-oldest settlement in the state of Wisconsin. As the sun begins to set for the evening, you will start a very scenic leg of the drive on the Wisconsin Great River Road. (Note:  a road detour will be in effect from DeSoto to Genoa from June through August 2022)  The drive winds along the Mississippi River and offers beautiful views of the river and the unique limestone bluffs of the Driftless.

If you want to stop for an early dinner, Prairie du Chien has great options like the Jones black Angus Supper Club and The Barn Restaurant. But the Great River Road will also take you through the river communities of Lynxville, Ferryville, Desoto, and Genoa as you make your way back up to La Crosse. Enjoy the ride along Wisconsin’s only All American Road, and it’s a National Scenic Byway as well If you time it right, you can catch a stunning view of the sunset over the Mississippi.

You can end your day at one of the many lodging establishments along your tour, and enjoy an evening meal nearby.

This project was supported, in whole or in part, by federal award number SLFRP0135 awarded to Driftless Wisconsin via the Wisconsin Department of Administration by the U.S. Department of the Treasury.

Nature Nooks Retreat

Nature Nooks Retreat

Quality Inn & Suites

Quality Inn & Suites

Valley Fudge & Candy

Valley Fudge & Candy

Sweet Valley Artisans

Sweet Valley Artisans

M Lenzendorf & Associates

M Lenzendorf & Associates

Hillsboro Brewing Company

Hillsboro Brewing Company

Westby House Inn

Westby House Inn

Branches Winery

Branches Winery

Dairyland Power Cooperative

Dairyland Power Cooperative

Beezers Bar & Grill

Beezers Bar & Grill

Viroqua Food Co+op

Viroqua Food Co+op

Century 21 Affiliated – Southwest WI

Century 21 Affiliated – Southwest WI

Shrine of Our Lady of Guadalupe

Shrine of Our Lady of Guadalupe

Pasture Pride Cheese

Pasture Pride Cheese

Titanic Canoe Rental

Titanic Canoe Rental

Drifty’s Canoe Rental

Drifty’s Canoe Rental

Marine Credit Union Foundation

Marine Credit Union Foundation

Old Towne Inn

Old Towne Inn

Viroqua Chamber Main Street

Viroqua Chamber Main Street

Treasures On Main

Treasures On Main

Vernon County Tourism

Vernon County Tourism

Courier Press Newspaper

Courier Press Newspaper

Farmers State Bank

Farmers State Bank

WCCU Credit Union

WCCU Credit Union

Re/Max Ridge-N-River Realty

Re/Max Ridge-N-River Realty

Roger Vandermus Northwestern Mutual

Roger Vandermus Northwestern Mutual

New Directions Real Estate

New Directions Real Estate

Hotel Hillsboro

Hotel Hillsboro

Driftwood Inn Motel

Driftwood Inn Motel

Bethel Home & Services

Bethel Home & Services

Sports Unlimited Campground & Barn Yard 9

Sports Unlimited Campground & Barn Yard 9

Blue Highway Lodge

Blue Highway Lodge

A Timber Coulee Cottage

A Timber Coulee Cottage

217 on Main

217 on Main

Viroqua Heritage Inn a boutique hotel

Viroqua Heritage Inn a boutique hotel

Village of Ontario

Village of Ontario

Snowflake Ski Club and Golf

Snowflake Ski Club and Golf

Vernon Vineyards

Vernon Vineyards

Vernon County Museum

Vernon County Museum

Down a Country Road

Down a Country Road

Village of Cashton

Village of Cashton

Westby Syttende Mai

Westby Syttende Mai

City of Hillsboro

City of Hillsboro

City of Westby

City of Westby

Prairie Fun Land

Prairie Fun Land

Coon Valley Business Association

Coon Valley Business Association

Westby Cooperative Creamery

Westby Cooperative Creamery

Jones Black Angus Supper Club

Jones Black Angus Supper Club

Tangled Hickory Wine Bar

Tangled Hickory Wine Bar

Viroqua Family Restaurant

Viroqua Family Restaurant

The Barn Restaurant

The Barn Restaurant

Borgen’s Cafe

Borgen’s Cafe

The Local Oven Bakery

The Local Oven Bakery

Wonderstate Cafe

Wonderstate Cafe

Hungry House Cafe

Hungry House Cafe

Driftless Development

Driftless Development

Driftless WisconsinThere is simply no better place to explore, by car, by bike, or by boat. The scenery when you explore the Driftless Wisconsin Area is unmatched. The history is fascinating. The people and communities are diverse. Around every bend of the road, every twist of the river, something interesting awaits.