Driftless Region Road Trip Itinerary
Driftless Region Road Trip Overview
This Driftless Region road trip blends scenic drives, river towns, blufftop views, local food, and distinctive stays into one memorable journey. Begin in Viroqua, Wisconsin, a creative small town known for its strong farm-to-table culture, welcoming downtown, and access to the rolling landscapes that define the region. From there, head to Wildcat Mountain State Park for some of the most striking natural scenery on the route, with dramatic overlooks above the Kickapoo Valley and opportunities to hike, paddle, or simply slow down and take in the quiet beauty of the countryside.
Continue north to La Crosse, where the Mississippi River, historic districts, and nearby bluffs create a lively contrast between nature and city energy. As you cross into Iowa, Decorah offers another highlight with its Norwegian heritage, arts scene, breweries, trails, and relaxed small-town charm. Finish in Dubuque, a historic Mississippi River city filled with impressive architecture, riverfront attractions, and cultural stops that make a rewarding finale. Along the way, unusual restaurants and distinctive inns add personality to the trip, turning the route into more than a scenic drive. It is an ideal itinerary for travelers who enjoy beautiful landscapes, regional culture, and hidden gems with a strong sense of place.
La Crosse Center in La Crosse (32.1 mi)
13 Jun 2026
