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06 May 2025
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Driftless Region Road Trip Itinerary

Driftless Discovery Road Trip Overview

Embark on an unforgettable road trip through the scenic Driftless Region, a unique landscape untouched by glaciers with rolling hills, deep river valleys, and charming small towns. Your journey begins in Viroqua, Wisconsin, a quaint locale that captures the essence of the Driftless Area. Here, you'll find a vibrant arts scene and local farmers' markets that offer a delightful taste of sustainable living and community spirit.

Next, venture into the natural beauty of Wildcat Mountain State Park. This stunning park offers breathtaking views of the Kickapoo Valley with trails perfect for hiking and horseback riding, as well as canoeing opportunities on the Kickapoo River, a perfect retreat for outdoor enthusiasts seeking serenity and adventure.

Continue your exploration in La Crosse, WI, a city that sits proudly along the Mississippi River. Known for its historic downtown and lively cultural scene, La Crosse offers bluff-top parks with panoramic views and a calendar full of festivals and theater productions. It's an ideal spot for those looking to dive into regional history and vibrant local culture.

Your journey then takes you to Decorah, Iowa, a town steeped in Norwegian heritage. Decorah impresses visitors with its beautiful parks, renowned Decorah Eagles, and a thriving arts and music scene. Finish your adventure in Dubuque, Iowa, where majestic riverfront views complement historic architecture. Visit attractions such as the National Mississippi River Museum & Aquarium for a dose of regional history and cutting-edge exhibits that broaden your understanding of America's waterways.

Throughout this road trip, discover the Driftless Region's charm, history, and natural beauty, offering an enriching escape into the heartland's unique landscape and vibrant communities.


Recommended Explorations

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    Viroqua, WI

    Viroqua is known for its charming small-town atmosphere, vibrant arts scene, and local farmers' markets, offering a taste of local culture and sustainable living.
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    Wildcat Mountain State Park, WI

    Wildcat Mountain State Park offers breathtaking views of the Kickapoo Valley, along with opportunities for hiking, horseback riding, and canoeing, making it a perfect spot for nature lovers and outdoor enthusiasts.
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    La Crosse, WI

    La Crosse, situated along the Mississippi River, is known for its historic downtown, bluff-top parks offering panoramic river views, and its lively cultural scene, including festivals and theater productions.
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    Decorah, IA

    Decorah is renowned for its rich Norwegian heritage, beautiful parks, and the famed Decorah Eagles. The town also offers a vibrant arts and music scene, along with unique shops and eateries.
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    Dubuque, IA

    Dubuque is known for its stunning riverfront views, historic architecture, and attractions such as the National Mississippi River Museum & Aquarium, making it a cultural and educational hub in the area.
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    Stay Recommendations

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      Viroqua Heritage Inn Bed & Breakfast

      Viroqua Heritage Inn Bed & Breakfast

      Located in Viroqua, WI, this charming B&B offers a historic stay in beautifully restored Victorian-era homes amidst the heart of the Driftless Region.
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      Justin Trails Resort

      Justin Trails Resort

      A unique getaway near Sparta, WI, offering eco-friendly lodgings such as log cabins and a yurt amidst a picturesque countryside setting.
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    • Grist Mill Lodge

      Located in the scenic village of Burr Oak, IA, this rustic lodge provides a peaceful retreat with its beautifully restored interiors and lush surroundings.
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      Four Mounds Inn & Conference Center

      Four Mounds Inn & Conference Center

      Situated in Dubuque, IA, this inn offers vintage-style accommodations within a historic estate, set amidst expansive grounds overlooking the Mississippi River.
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    • Hotel Julien Dubuque

      A luxury boutique hotel in Dubuque, IA, Hotel Julien offers a blend of historic charm and modern amenities, located in the vibrant downtown area.
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