15 Cool Road Trips in Wisconsin: Unforgettable Scenic Adventures

Begin on a journey through Wisconsin, where the open road leads to endless adventures and hidden gems. This diverse state, nestled in the heart of the Midwest, offers more than just bustling cities and popular attractions. With well-maintained highways and scenic routes, Wisconsin invites you to explore its charming towns, vibrant cities, and picturesque landscapes.

Whether you’re a nature enthusiast or a history buff, there’s a road trip in Wisconsin tailored just for you. From winding roads that reveal breathtaking views to quaint villages that hold stories of the past, each trip promises unforgettable memories. So, pack your bags, fill up the tank, and get ready to discover 15 of the coolest road trips Wisconsin has to offer.

As you plan your itinerary, keep in mind that the journey is as important as the destination. Prepare for an adventure that will not only satisfy your wanderlust but also leave you with a deeper appreciation for this beautiful state.

Key Takeaways

Diverse Scenic Routes: Wisconsin offers a rich variety of well-maintained highways and scenic routes perfect for road trips, showcasing picturesque landscapes and charming towns.
Cultural & Historical Attractions: The state features numerous big cities with a diverse range of cultural and historical attractions, including museums, iconic architecture, and local history tours.
Stunning Natural Landscapes: Opportunities abound to explore Wisconsin’s natural beauty, from waterfalls and botanical gardens to the unique landscapes of the Driftless Area and Great River Road.
Unique Culinary Experiences: Travelers can enjoy Wisconsin’s renowned culinary scene, including farm-to-table dining, local specialties like cheese curds, and fresh seafood along the Lake Superior Byway.
Unmissable Regional Trails: Iconic routes such as the Frank Lloyd Wright Trail and Highway 42 offer breathtaking views and insights into architectural and historical significance, suitable for both casual tourists and history enthusiasts.
Hidden Gems & Leisure Activities: Rediscover lesser-known spots such as the Door County Coastal Byway and unique attractions like Witches Gulch, providing both adventure and tranquility for every traveler.

Experience The Big Cities Of Wisconsin

Immerse yourself in the vibrant atmosphere of Wisconsin’s big cities, where cultural richness meets urban sophistication. Whether you’re a history buff, an architecture enthusiast, or a foodie in search of new flavors, Wisconsin’s urban landscapes promise diverse experiences that cater to all.

Brief Overview

Wisconsin’s big cities, each with its distinct character, offer year-round attractions. While summers beckon with comfortable weather and bustling outdoor activities, winters charm visitors with festive atmospheres. Milwaukee, Madison, Green Bay, and Kenosha are must-visit cities, each boasting unique climates and seasons that reshape the local experience.

Top Attractions

Milwaukee Art Museum: Admire the Santiago Calatrava-designed building with its iconic wing-like structure.
State Capitol in Madison: Explore this architectural marvel and enjoy panoramic city views from the observation deck.
Green Bay Packers Hall of Fame: Investigate into sports history with exhibits celebrating the beloved NFL team.
Kenosha Public Museum: Discover local history and arts with engaging exhibits.

Hidden Gems

Uncover the lesser-known delights of these cities. Take a stroll through the charming streets of Trempealeau near the Trempealeau National Wildlife Refuge, or visit the walkways of Alma, where river views meet mountain bluffs.

Accommodations

City	Luxury Options	Mid-Range Choices	Budget Stays
Milwaukee	Pfister Hotel	Hilton Milwaukee City Center	Hampton Inn & Suites
Madison	The Edgewater	Best Western Premier Park Hotel	Motel 6 Inn & Suites
Green Bay	Lodge Kohler	SpringHill Suites	Quality Inn Stadium Area
Kenosha	The Stella Hotel & Ballroom	Wyndham Garden Kenosha Harborside	Travelodge by Wyndham

Dining Highlights

Savor the local flavors by sampling Milwaukee’s gourmet cheese curds or enjoying Green Bay’s freshly caught fish at waterfront eateries. Madison’s farm-to-table ethos shines at its numerous organic eateries.

Transportation & Practical Tips

Exploring Wisconsin’s cities is a breeze with their robust public transport systems and well-maintained roads. Consider renting a bike to explore Madison’s extensive cycle paths or using the streetcars in Milwaukee for a unique urban experience. Always check local weather conditions to pack appropriately for Wisconsin’s diverse climate.

Exploring Wisconsin’s cities offers a dynamic blend of history, culture, and modern attractions. Whether it’s your first or fiftieth visit, there’s always something new to discover. Embrace the adventure with an open mind and a hearty appetite for exploration.

Discover The Door County Coastal Byway

Exploring the Door County Coastal Byway lets you jump into Wisconsin’s myriad scenic and cultural wonders. This 66-mile journey takes you through stunning vistas, historic lighthouses, and charming small towns, sure to captivate every type of traveler.

Scenic Views Along Door County

Begin on a visual feast along the byway with these not-to-miss scenic spots:

Whitefish Dunes State Park: Hike along trails surrounded by vibrant fall colors. Walk the sandy shores for a relaxing coastal escape.
Cana Island Lighthouse: Cross the causeway to this iconic lighthouse. Capture panoramic views of Lake Michigan’s cerulean waters and rugged coastline.

Best Spots For Local Cuisine

Enjoy Door County’s delectable offers with these popular food havens:

Fish Creek offers a selection of delightful eateries, where you can savor fresh catch and regional favorites like hearty chowders and smoked fish.
Ephraim promises charming dining spots with farm-to-table dishes, spotlighting local ingredients and combining comfort with gourmet.

Journey Along The Great River Road

Begin on a scenic drive across Wisconsin along the iconic Great River Road, a route acclaimed for its picturesque landscapes and historic charm. This All-American Road meanders through 250 miles of Wisconsin’s western corridor, offering diverse experiences for nature lovers, history buffs, and curious travelers alike.

Diamond Bluff: Explore this quaint town, where history meets natural beauty. Its archaeological sites provide a glimpse into early Native American cultures.
Nelson: Visit the Nelson Cheese Factory, not only a delight for cheese enthusiasts but also a part of the area’s rich agricultural history.
Ferryville: Known for its breathtaking views of the Mississippi River, Ferryville is a perfect spot to learn about the region’s rich history and maritime culture.

These destinations offer a unique blend of history and stunning vistas along the Great River Road, enhancing your journey through Wisconsin’s scenic and cultural world.

Explore The Kettle Moraine Scenic Drive

Venture into the heart of southeastern Wisconsin along the Kettle Moraine Scenic Drive. This 115-mile route beckons with its stunning fall foliage, diverse landscapes, and historical allure. Spanning the Kettle Moraine State Forest, this drive promises a blend of nature and history, making it an ideal road trip for exploring Wisconsin’s natural beauty.

Kettle Moraine Pike Lake Unit: Just a short 50-minute drive east of Hartford, you’ll find miles of scenic trails here. Ranging from easy walks to more challenging hikes, these trails offer breathtaking views of the surrounding world. Families and seasoned hikers alike will find a trail suited to their passion for the outdoors.
Kettle Moraine Northern Unit: Located about an hour from Milwaukee, this unit boasts an extensive network of trails. Lush greenery and well-marked paths make it a favorite for hiking enthusiasts. Whether you’re looking for a leisurely hike or an adventurous trek, this unit provides ample opportunities.
Scuppernong Springs Nature Trail: Midway through the drive, stop by this easy 1.8-mile trail. It’s perfect for a relaxing stroll and offers delightful scenery of Kettle Moraine Park. The trail is well-suited for stretching your legs and taking in the natural beauty.

From the northern starting point at Elkhart Lake to the southern end at Whitewater Lake, this drive not only satisfies the wanderlust of road warriors but also appeals to those who cherish the finer details of nature’s masterpiece.

Uncover Wisconsin’s Waterfalls

Begin on a refreshing jump into nature with a road trip across Wisconsin’s majestic waterfalls. Whether you’re seeking adventure or tranquility, these waterfalls promise captivating sights and an unforgettable journey.

Big Manitou Falls

Visit Big Manitou Falls, the tallest waterfall in Wisconsin, located in Pattinson State Park near Superior. Standing at 165 feet, this awe-inspiring cascade plunges dramatically into the Black River. The surrounding park offers hiking trails that showcase stunning views, making it an ideal spot for photography and picnicking.

Copper Falls

Explore Copper Falls State Park, southwest of Ashland, to witness the powerful Copper Falls. Immerse yourself in the scenic vistas along the park’s trails as you admire the striking combination of roaring waters and lush woodlands. The park also features Brownstone Falls, adding another beautiful cascade to your exploration.

Lost Creek Falls

Venture off the beaten path to find Lost Creek Falls, a hidden gem outside Cornucopia. This waterfall requires a more challenging hike, rewarding you with pristine woodland views. It’s perfect for those who appreciate an untouched slice of Wisconsin’s natural beauty.

Morgan Falls

Discover Morgan Falls, a serene waterfall cascading gracefully down an 80-foot cliff. The accessible one-mile trail leads to this tranquil spot, where you’ll enjoy the peaceful sound of water gently falling into a tributary below.

A journey through these breathtaking waterfalls offers a diverse experience, showcasing Wisconsin’s natural splendor. Whether you’re a seasoned traveler or a casual explorer, these must-see locations promise to captivate your senses and fill your trip with memorable moments.

Traverse The Cranberry Highway

Begin on a journey down the Cranberry Highway in central Wisconsin, a vibrant and educational adventure framed by the stunning fall world. This 50-mile road trip offers not just scenic beauty but a peek into the state’s rich cranberry culture.

Cranberry Country: Kick off your trip in Warrens, the heart of Wisconsin’s cranberry industry, known as the “Cranberry Capital.” This area is packed with vivid hues during the harvest season, which runs from late September to early November, offering a picturesque backdrop to your road trip.
Cranberry Marsh Tours: Jump into the world of cranberry farming with a tour of local marshes around Wisconsin Rapids, Nekoosa, and Pittsville. These tours are your gateway to understanding the history and techniques behind cranberry cultivation. You’ll witness first-hand the intricate harvesting process that transforms these small berries into a key state crop.
Wisconsin Cranberry Discovery Center: Located in Warrens, this center is a must-visit for an immersive education on cranberries. It features exhibits detailing the growth and harvest of this quintessential Wisconsin fruit and offers you a deeper appreciation of the industry.

This scenic drive not only showcases cranberry harvesting but also allows you to explore other local attractions and enjoy the area’s natural beauty.

Follow The Lake Superior Byway

The Lake Superior Byway offers a mesmerizing journey through Wisconsin’s scenic landscapes. This 70-mile route stretches along the majestic shores of Lake Superior, weaving through lush forests and picturesque harbor towns. Whether you’re an adventurer or a leisure traveler, this route promises unforgettable sights and experiences.

Enjoy The Stunning Lake Views

Top Attractions:

Apostle Islands: Begin on a kayaking adventure among these 22 islands. You can rent sea kayaks or join guided tours to explore sea caves and lighthouses.
Red Cliff Band Reservation: Immerse yourself in the cultural experiences and historical sites of the Lake Superior Chippewa.
Copper Falls State Park: Discover breathtaking waterfalls and scenic hiking trails perfect for nature enthusiasts.

Hidden Gems:

Delta Diner: Indulge in a unique dining experience just southwest of Ashland. This retro diner serves American classics with a twist.
Historic Fishing Villages: Explore quaint towns along the byway, offering charming views and rich maritime history.

Accommodations:

Type	Options	Price Range
Budget	Campgrounds in State Parks	$15 – $30/night
Midrange	Local Inns and Lodges in Ashland	$80 – $150/night
Luxury	Resorts and Spas Near Bayfield	$200 and up/night

Dining Highlights:

Relish fresh seafood and local delicacies at the restaurants in Bayfield. Farm-to-table options abound, ensuring a delightful culinary experience.
Travel Mode: Drive to appreciate the vistas and make spontaneous stops.
Best Time to Visit: Late summer and early fall offer the best weather and vibrant autumn colors.
Packing Tips: Layered clothing is ideal, as temperatures can fluctuate. Don’t forget your camera for spectacular photo opportunities.

Embrace sustainability by supporting local businesses and preserving the pristine beauty of the Lake Superior Byway. Whether you’re captivated by nature or history, this route invites you to create lasting memories.

Cruise Down The Frank Lloyd Wright Trail

Jump into a journey that blends architecture with the lush landscapes of Wisconsin as you cruise down the Frank Lloyd Wright Trail. This road trip takes you through sites that celebrate Wright’s groundbreaking designs across five key cities.

Iconic Architectural Stops

Begin at Racine with the stunning SC Johnson Administration Building and Research Tower. These masterpieces showcase Wright’s ability to blend form and functionality. Just a short drive away, Wingspread offers a unique insight into residential design that catered to prominent industrialist Herbert Fisk Johnson Jr.

Next, head to Milwaukee to admire the American System-Built Homes. These homes embody Wright’s visionary attempt to make innovative architecture accessible to the average American family, showcasing early 20th-century design aesthetics.

Continue to Madison to explore the Monona Terrace Community and Convention Center, seamlessly integrating Wright’s vision into the skyline. The First Unitarian Society building, with its sweeping roof and organic aesthetics, exemplifies Wright’s principle of harmony with nature.

A visit to Taliesin in Spring Green is indispensable. You’ll gain a sense of Wright’s personal life and architectural philosophies through tours of his home and studio, surrounded by rolling hills.

Finally, Richland Center features the AD German Warehouse, a testament to Wright’s industrial design, offering striking geometric detailing that marks a departure from his usual residential focus.

These stops offer a reflective glimpse into Wright’s timeless architectural legacy, each site promising an enriching experience at any time of the year.

Ride Highway 33 From Coast To Coast

Ride along Highway 33, a journey that stretches from Port Washington on Lake Michigan’s shore to the Mississippi River. This route offers diverse landscapes and connects you with Wisconsin’s charming small towns.

Quaint Towns Along The Way

Port Washington: Begin your adventure in this picturesque lakeside town where historic buildings meet the beauty of Lake Michigan. Wander through the downtown area and enjoy the maritime vibe, especially on a warm fall day.

West Bend: Head west and stop in West Bend, known for its vibrant downtown and the Museum of Wisconsin Art. This town offers cultural insights and unique shopping experiences in a relaxed setting.

Baraboo: Venture further to Baraboo, the former home of the famous Ringling Bros. circus. Visit the Circus World Museum to discover the fascinating history, and explore the natural beauty of nearby Devil’s Lake State Park.

Best time to explore these towns is during the fall when the foliage creates a colorful backdrop. Summer also brings pleasant weather and local festivals.

By the time you reach La Crosse, on the banks of the Mississippi River, you’ll have captured the essence of Wisconsin’s small-town charm. Here, Riverside Park offers stunning river views and a spot to reflect on your journey.

Accommodations in these towns vary from cozy bed-and-breakfasts to budget-friendly motels, providing options for all travelers. Along the way, enjoy dining on farm-to-table specialties like Wisconsin’s famous cheese curds.

Traveling along Highway 33 is a delightful way to experience Wisconsin’s cultural heritage and scenic beauty. Embrace the slower pace of these quaint towns and appreciate their unique stories.

Admire Wisconsin’s Botanical Gardens

Explore the serene beauty of Wisconsin’s botanical gardens, perfect for nature lovers and those seeking a tranquil escape. These gardens offer a lush, vibrant retreat, showcasing a diverse range of flora.

Boerner Botanical Gardens: Just outside Milwaukee in Hales Corners, these gardens let you wander through an exquisite array of seasonal displays. They’re best visited in late spring or summer when flowers burst into color. Explore themed sections like the rose and peony gardens, each inviting you into a world of charm and tranquility.
Rotary Botanical Gardens: Situated in Janesville, this 20-acre sanctuary features captivating themed gardens such as English, French, and Japanese garden designs. It offers a cultural journey through plant artistry, especially rewarding in the fall for its stunning coloration.
Olbrich Botanical Gardens: Located in Madison, these gardens span 16 acres and boast a 10,000-square-foot conservatory. The tropical indoor garden enhances your experience year-round, making it a must-see no matter the season. Stroll through outdoor gardens rich with Midwest flora.
Bookworm Gardens: In Sheboygan, this whimsical garden draws inspiration from classic children’s literature. Designed with enchanting elements, it promises to renew your love for stories and nature alike. Suitable for families, it’s a magical backdrop to connect with childhood memories.

Tour The Lower Wisconsin River Road

Embarking on a journey along the Lower Wisconsin River Road is like stepping into a world where nature and history hug each curve of the road. This 100-mile scenic byway runs along Wisconsin State Highway 60, extending from Lodi to Prairie du Chien. With lush landscapes and historical allure, the drive offers a change of pace and a touch of tranquility.

Wisconsin River: Paddling down the Lower Wisconsin River provides an intimate way to experience the surrounding beauty. With its gentle flow, it’s perfect for both novice and experienced kayakers. Keep an eye out for wildlife along the riverbanks, including eagles.
Spring Green: Near the river, this charming village offers easy access points for kayaking trips. It’s also home to the Frank Lloyd Wright Visitor Center, combining architectural interest with outdoor adventure.
Blue River Sand Barrens State Natural Area: This hidden gem features unique ecosystems and rare plant species. It provides pristine spots for kayaking along quieter sections of the river.

The route offers views that shift with the seasons. Visiting in the fall gifts you a kaleidoscope of colorful foliage reflecting on the water, while springtime promises lush, verdant landscapes.

Conquer Highway 42 To Door County

Ready to enjoy a stunning drive? Highway 42 in Door County provides an unforgettable journey bathed in the beauty of Wisconsin’s northeastern world.

Unforgettable Sunset Points

Start your evening with a scenic drive to Ellison Bluff State Natural Area. Situated along dramatic cliffs, you’ll witness stunning sunsets that paint the sky with vibrant hues, creating a perfect backdrop against Lake Michigan.

Visit Sunset Beach Park in Fish Creek, where the golden light reflects off the water, providing a tranquil setting. It’s a local favorite, where you can catch the sun dipping below the horizon while enjoying the gentle lapping of waves.

Ridges Sanctuary offers a peaceful setting with boardwalks perfectly positioned for sunset views. Immerse yourself in nature as you wander through this preserve known for its unique ridge-and-swale ecosystem.

Ensure your camera is ready and your companions are eager because Highway 42 to Door County promises serene and memorable sunset experiences.

Marvel At Wisconsin’s Hidden Gems

Get ready to uncover some of Wisconsin’s best-kept secrets. This state’s hidden gems offer a mix of cultural, natural, and quirky attractions that make any road trip unforgettable.

New Glarus: Known as America’s Little Switzerland, New Glarus enchants with its Swiss-inspired architecture and inviting beer gardens. Enjoy strolling through its quaint streets while discovering bits of Swiss culture right in the Midwest.
Cave of the Mounds: Explore this National Natural Landmark, a massive limestone cave that promises to awe with its intricate rock formations. Located near Blue Mounds, it’s a must-see stop for geology enthusiasts.
House on the Rock: Experience eccentricities in Spring Green at this unique architectural wonder designed by Alex Jordan Jr. Inside, you’ll find bizarre collections, shops, gardens, and entire streets depicting an eclectic vision.
Witches Gulch: Discover this natural marvel in Wisconsin Dells, a fascinating narrow canyon of sandstone carvings. The hike through its twisting paths adds an adventurous thrill to your journey.

These attractions highlight the diverse appeals Wisconsin’s hidden gems, drawing in travelers eager for unique experiences. Whether you’re a nature lover, culture seeker, or architecture enthusiast, you’ll find something to marvel at along your road trip.

Spend Time In The Driftless Area

Escape to the Driftless Area, a unique region in Wisconsin that boasts rolling hills, rugged landscapes, and untouched natural beauty. Here, you can discover hidden treasures and enjoy outdoor adventures in a serene, picturesque setting.

Explore Beautiful Vineyards

Nestled in the heart of the Driftless Area, you’ll find spectacular vineyards offering breathtaking views and rich, local histories. The region’s unique topography creates an ideal microclimate for growing grapes, resulting in a variety of distinctive flavors. When visiting, make sure to explore these top attractions:

Whispering Bluffs Winery: Known for stunning bluffs, this vineyard invites you to relax in a scenic environment while enjoying the natural world.
Vernon Vineyards: Perched on picturesque slopes, Vernon Vineyards provides an immersive experience in nature’s beauty.
Spurgeon Vineyards & Winery: Famous for its diverse selection of grapes, this charming vineyard offers insight into the vineyard’s sustainable practices.

To make the most of your visit, aim to explore during the warmer months when the vines are lush, and the weather is pleasant. Enjoy an afternoon of leisurely exploration while taking in panoramic views of the Driftless Area’s verdant world.