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The State Exploration Challenge – Essential Wisconsin Stops For Any Roadtrip

Published Oct 9, 2023

Written by 

Marisa Roman

Whether it's exploring hidden gems, delving into history and culture, or uncovering off-the-beaten-path adventures, our writers are the experts within their state. Each list is curated and checked by our state writers to include local attractions, must-visit spots, and insider tips, making us the go-to authority for fellow adventurers seeking authentic experiences each month.

Who is ready to embark on the ultimate Wisconsin adventure challenge? Imagine yourself on a journey through Wisconsin's picturesque towns, where you can fully immerse yourself in the artsy ambiance and savor the delicious local cuisine. Don't forget to make a pit stop in Milwaukee, where you can experience a perfect blend of historical charm and modern allure. The landscape is a captivating sight, with rolling fields and charming farmhouses – Wisconsin's rural allure is truly one-of-a-kind. And let's not forget about the thrilling adventures in the Wisconsin Dells! Exploring the Milwaukee Art Museum? Absolutely iconic. With each mile, you'll weave together Wisconsin's rich tapestry of cultures, stunning scenery, and captivating stories. This road trip is all about creating lasting memories and soaking in the unique vibes of Wisconsin.

Not Your Average Bucket List, an OnlyInYourState podcast, has curated an incredible experience filled with essential Wisconsin road trip stops. This is created for anyone who is looking to get out and explore the Badger State. Not only have we asked our resident in-house experts, but we also asked YOU! On our Wisconsin Facebook Page and through our Wisconsin Newsletter, we asked you for some of the quintessential Wisconsin spots to add to this road trip, and we listened.

Click to access the entire road trip, where you can create the ultimate choose-your-own-adventure Wisconsin road trip.

A wooden walkway through a lush canyon, promoting the Wisconsin Exploration Challenge with food and scenic images.

Essential Wisconsin Road Trip Stops

1. House on the Rock

A serene garden scene featuring a wooden bridge over a pond surrounded by lush greenery and rocks.
Tripadvisor pollye786

House on the Rock is an architectural marvel in Spring Green, Wisconsin. This unique attraction features a blend of art, music, and oddities, with stunning rooms filled with antiques and peculiar collections. It's a must-visit for those seeking an extraordinary experience.

2. World’s Largest Six Pack

Three large silos adorned with "Old Style" beer branding and illustrations, set against a clear blue sky.
Google Reviews Andy Saputo

The World's Largest Six Pack is a whimsical landmark in La Crosse, Wisconsin. These giant beer tanks, towering 65 feet, were built by the G. Heileman Brewing Company and have become a quirky symbol of the city's brewing heritage. They are a fun photo opportunity for visitors.

3. Timm’s Hill County Park

Vibrant autumn trees reflect in a calm lake, surrounded by lush greenery under a cloudy sky.
Tripadvisor Lynn N

Timm's Hill County Park, nestled in northern Wisconsin, is a serene natural haven. It's home to Timm's Hill, the state's highest point, offering picturesque hiking trails, an observation tower with breathtaking views, and a peaceful atmosphere for nature enthusiasts to explore and enjoy.

4. Mars Cheese Castle

A large, castle-like building with towers and colorful flags, set against a clear sky and parking lot.
Google Reviews Mars Cheese Castle

Mars Cheese Castle is an iconic cheese and gourmet food shop located in Kenosha, Wisconsin. This beloved roadside attraction offers an extensive selection of Wisconsin cheeses, sausages, and other delectable treats. Visitors can sample and purchase an array of dairy delights, making it a must-visit for cheese enthusiasts.

5. Witches Gulch

A wooden walkway winds through a lush, green canyon with steep, moss-covered rock walls.
Tripadvisor Dean_Amy-2004

Witches Gulch, situated in the Wisconsin Dells, is a natural wonderland carved by the forces of nature. Visitors can explore this enchanting gorge by boat, immersing themselves in the stunning rock formations, lush foliage, and the sense of mystique that surrounds this geological wonder.

6. National Mustard Museum

Exterior of the National Mustard Museum, featuring a sign and an open door, with a brick facade and nearby trees.
Tripadvisor MNice

The National Mustard Museum in Middleton, Wisconsin, is a quirky and flavorful destination for condiment enthusiasts. It boasts a vast collection of mustards from around the world, interactive exhibits, and fun tastings.

7. Cave of the Mounds

A group of five people exploring a cave, pointing at the rock formations and stalactites above them.
Tripadvisor Management

Cave of the Mounds, located in Blue Mounds, Wisconsin, is a geological treasure. This underground wonderland offers visitors the chance to explore stunning limestone formations, crystal-filled caverns, and underground passages, providing a mesmerizing and educational adventure deep underground.

8. World’s Largest Penny

A large penny monument with a plaque nearby, set in a grassy area in front of a building.
Tripadvisor Love and our Laptop Lives

The World's Largest Penny, a colossal copper coin, resides in Woodruff, Wisconsin. This colossal penny stands at 15 feet and was erected in honor of the town's claim to fame - the legendary "Penny Bridge" that once crossed the town's Oneida County Fairgrounds. A charming roadside attraction worth a visit.

9. Jurustic Park

A person walks a dog through a sculpture garden filled with large metal art pieces under a clear blue sky.
Tripadvisor Victoria C

Jurustic Park in Marshfield, Wisconsin, is a whimsical outdoor sculpture garden. Created by folk artist Clyde Wynia, it showcases life-sized metal sculptures of prehistoric creatures and other imaginative figures. This peculiar and charming attraction offers a glimpse into Wynia's creative and humorous world.

10. Washington Island Stavkirke

A wooden church with a steep roof, surrounded by lush green trees and a blue sky.
Tripadvisor Nicholas K

The Washington Island Stavkirke in Door County, Wisconsin, is a stunning replica of a traditional Norwegian Stave Church. This handcrafted masterpiece stands as a tribute to the island's Norwegian heritage. Visitors can explore its intricate architecture and serene surroundings, immersing themselves in history and culture.

11. The Harley Davidson Museum

Exterior view of the Harley-Davidson building with modern architecture and a large logo sign against a blue sky.
Tripadvisor management

The Harley-Davidson Museum in Milwaukee, Wisconsin, is a shrine to the iconic American motorcycle brand. It showcases the history, culture, and evolution of Harley-Davidson, featuring an impressive collection of bikes, artifacts, and interactive exhibits that celebrate the spirit of freedom and rebellion on two wheels.

12. Olbrich Botanical Gardens

A vibrant garden with colorful flowers surrounds a traditional Thai pavilion under a clear blue sky.
Tripadvisor Management

Olbrich Botanical Gardens, located in Madison, Wisconsin, is a horticultural gem. Spread across 16 acres, it features stunning outdoor gardens, a tropical conservatory, and a Thai pavilion, offering a serene escape into the world of plants and art.

13. The World’s Largest Hodag Statue

A large, whimsical monster sculpture with sharp teeth and claws, positioned outside a building surrounded by flowers.
Flickr GPA Photo Archive

The World's Largest Hodag Statue, found in Rhinelander, Wisconsin, is a symbol of local folklore and mystery. This 12-foot-tall green creature, shaped like a fearsome horned beast, pays homage to the mythical Hodag, a legendary Northwoods creature.

14. Al Johnson’s Swedish Restaurant

A wooden building with goats on a grassy roof, colorful cow decorations, and people sitting at outdoor tables.
Tripadvisor Scott B

Al Johnson's Swedish Restaurant in Sister Bay, Wisconsin, is a beloved culinary treasure. Famous for its grass-covered roof and traditional Swedish cuisine, it offers a unique dining experience. Guests enjoy Swedish pancakes, meatballs, and lingonberries while savoring the charming Scandinavian ambiance in this Northwoods gem.

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