The 7 Best Midwest Road Trips in the US

The Midwest, often referred to as America’s Heartland, is a region that embodies the spirit of the American road trip. With its sprawling landscapes, it offers a unique blend of natural beauty, cultural diversity, and historical significance.

This vast area, stretching from the Great Lakes to the Great Plains, invites explorers to experience its charming small towns, vibrant cities, and scenic byways.

The open roads of the Midwest are gateways to discovering hidden gems, from lush farmlands and serene lakes to bustling urban centers rich in arts and culinary delights.

Each journey through this region promises a tapestry of experiences, encapsulating the essence of the quintessential American adventure.

Best Midwest Road Trips in the US

Michigan’s Peninsula

Embark on a scenic journey through Michigan’s Upper Peninsula, a five-day road trip that blends natural beauty with cultural experiences. Start your adventure in Sault Ste. Marie, affectionately known as The Soo, where the Soo Locks offer an exciting experience of sailing through the world’s largest locking system.

Day two takes you to Whitefish Point, home to the Great Lakes Shipwreck Museum, a fascinating exploration of the region’s maritime history, including the mystery of the Edmund Fitzgerald.

Continue to Tahquamenon Falls, Michigan’s most famous waterfall, where the upper and lower falls offer stunning views and playful opportunities in the Tahquamenon River.

On the third day, visit Kitch-iti-kipi Springs, a crystal-clear pool of bright blue water fed by an underground spring. In Munising, explore the breathtaking Pictured Rocks National Lakeshore, with must-see spots like Munising Falls and Miners Castle, and consider a boat or kayak tour for a unique perspective of the cliffs.

Marquette awaits on day four, offering a mix of nature and urban exploration. Don’t miss Presque Isle Park and Sugarloaf Mountain for their exceptional views. For a quirky experience, visit Da Yoopers Tourist Trap in Houghton, a celebration of local culture and humor.

The trip culminates on the fifth day in the Keweenaw Peninsula. Drive from Eagle Harbor to Copper Harbor, enjoying the natural beauty and stopping at roadside parks. This area showcases the best of the Upper Peninsula’s natural spaces, making it a fitting conclusion to your road trip.

Route 66’s First Leg

The first leg of the iconic Route 66 journey stretches from Chicago, Illinois, to St. Louis, Missouri. This 636-mile adventure is steeped in classic Americana, showcasing everything from vintage diners and family-owned cafes to unique roadside attractions.

Starting at the route’s original 1937 terminus at Lake Shore Drive and E. Jackson Drive in downtown Chicago, travelers can explore notable stops such as Lou Mitchell’s Restaurant, known for its home-cooked comfort food and the Buckingham Fountain, a landmark Beaux-Arts-style fountain.

Further along, visit the Willis Tower for breathtaking views, and don’t miss the Gemini Giant in Wilmington, a classic example of Route 66’s retro kitsch. This leg of the journey combines the urban charm of Chicago with the rural landscapes of Illinois, culminating in the diverse cultural tapestry of St. Louis.

Wisconsin’s Great River Road

The Wisconsin Great River Road is a captivating journey that stretches 250 miles along the Mississippi River, showcasing 30 picturesque Wisconsin river towns, historical landmarks, and local restaurants.

This All-American Road offers a vibrant panorama of nature’s beauty and cultural richness throughout the year. The trip typically begins in Prescott and ends in Kieler, offering a delightful weekend getaway.

The route presents an array of outdoor landmarks and popular attractions. Key highlights include the Grandad Bluff in La Crosse, which offers panoramic views of the Mississippi River and surrounding states, and Perrot State Park in Trempealeau, known for its stunning river vistas, hiking, and camping opportunities.

The Villa Louis mansion in Prairie du Chien is a must-see for its Victorian-era charm and historical significance. For a taste of local flavor, the Potosi Brewing Company is a great stop with its microbrewery, restaurant, and museums.

The journey from Eau Claire to La Crosse, with a stay at The Oxbow Hotel, offers a unique blend of arts, culture, and scenic beauty.

Along the way, stops like the Twisted Oak Coffee House in Prescott, Castlerock Museum in Alma, and Villa Bellezza Winery in Pepin provide a rich tapestry of experiences. The Winghaven Pizza Farm in Galesville is a perfect place to enjoy the evening with its picturesque setting and delightful offerings.

Indiana’s Natural Wonders and Small Towns

Indiana’s road trip through its natural wonders and small towns is a journey of discovery, showcasing the diverse beauty of the Hoosier state. The adventure spans various destinations, each with its unique charm and allure.

Highlights include the Indiana Dunes, a beach that seems out of place in landlocked Indiana, and the Rocky Hollow Falls Canyon Nature Preserve in Turkey Run State Park, famous for its breathtaking canyons and waterfalls.

Cataract Falls in Cloverdale offers a mesmerizing view as the largest waterfall by volume in the state. The underground splendor of Bluespring Caverns in Bedford provides an intriguing boat ride through its limestone caverns.

Marengo Cave, a popular cave system, captivates with its stunning formations. The Falls of the Ohio in Clarksville invites exploration with its ancient fossil beds.

The journey continues through Brown County State Park in Nashville, known for its vast natural beauty, and Mounds State Park in Anderson, offering an intimate nature experience. The trip concludes with the awe-inspiring Seven Pillars in Peru, a testament to the natural sculpting powers of erosion and wind.

Nebraska’s Sandhill Journey

Nebraska’s Sandhill Journey is a captivating 272-mile road trip along Nebraska Highway 2, stretching from Grand Island to Alliance.

This scenic byway traverses the heart of the beautiful Nebraska Sandhills, a region renowned for its sprawling sand dunes and lush grasslands. This journey offers a blend of natural beauty, cultural experiences, and a chance to witness the incredible starry nights of Nebraska.

Highlights of the journey include quaint small towns like Broken Bow, where visitors can delve into local history at the Custer County Historical Museum, enjoy craft beer at Kinkaider Brewing Co., and stay at the historic Arrow Hotel.

For those interested in arts and culture, the Carnegie Arts Center in Alliance is a must-visit. The center, housed in the town’s original library, showcases a variety of artistic exhibits.

Outdoor enthusiasts can explore the Victoria Springs State Recreation Area near Anselmo, offering opportunities for fishing, paddle boating, picnicking, and camping. The Sandhills Journey Scenic Byway Visitor Center in Broken Bow is another key stop, providing insights into the byway’s history and culture.

The journey also promises unique roadside attractions such as the large camel statue next to a metal pyramid in Cairo, and the iconic Sinclair Dinosaurs at the Sandhill Oil Co. in Thedford. Additionally, the Stuhr Museum of the Prairie Pioneer in Grand Island is a living history museum that immerses visitors in the life of the plains pioneers.

Minnesota’s North Shore

Minnesota’s North Shore is an exquisite journey along the shores of Lake Superior, stretching from Duluth to the Canadian border. This 145-mile route is rich in scenic beauty, with cobblestone beaches, rocky cliffs, waterfalls, and hillside forests.

Key stops include Duluth’s Lake Superior Harbor, Russ Kendall’s Fish Market, and the Great! Lakes Candy Kitchen. Nature enthusiasts will be delighted by destinations like Gooseberry Falls and Split Rock Lighthouse State Park.

For a unique experience, visit Black Beach with its distinctive black sand. This road trip is perfect for a one-day itinerary but can be extended to explore more. Two Harbors and Grand Marais are great options for overnight stays, offering a variety of dining options.

If you’re flying in, consider arriving at Duluth International Airport or Minneapolis Airport, which is a 3.5-hour drive from Duluth.

South Dakota’s Monuments and Scenery

Embarking on a road trip through South Dakota is an exploration of both natural wonders and monumental achievements. A recommended itinerary for this trip spans 4 to 7 days, ensuring a full experience of the state’s highlights.

Begin in Sioux Falls, where the cascading waterfalls at Falls Park and the artistic Sculpture Walk await. The historic buildings, such as the Queen Bee Mill, enhance the park’s appeal. From Sioux Falls, journey towards Mitchell to marvel at the unique Corn Palace, adorned with corn murals. The next stop is the surreal landscape of Badlands National Park.

Rising early for a sunrise view over the Badlands is a magical experience. The park’s scenic loop road offers panoramic views and hiking trails like the Notch Trail, which is a must for adventure seekers.

After the Badlands, head to Wall Drug for a quirky slice of Americana. Next on the itinerary is the iconic Mount Rushmore, a symbol of American history carved into the granite of the Black Hills. Arrive early to avoid crowds and enjoy the monument’s grandeur in a more intimate setting.

Custer State Park presents another facet of South Dakota’s beauty. Black Elk Peak, the state’s tallest summit, offers rewarding hikes and stunning views. The Iron Mountain Road and Needles Highway in the park provide scenic drives with unique features like pigtail turns and rock tunnels.

Wind Cave National Park, known for its complex cave systems and prairie land hikes, offers a contrasting underground exploration. Nearby, the Mammoth Site in Hot Springs provides insight into paleontological history with active dig sites.

Not to be missed is the Jewel Cave National Monument, boasting the third longest cave in the world. Though tours might be subject to availability due to ongoing repairs, the surrounding trails are always open for exploration.

Conclude the road trip with a visit to Spearfish Canyon, Deadwood, and Lead for their historical significance and natural beauty. For those extending their trip, a visit to Devils Tower in neighboring Wyoming adds another dimension to this diverse itinerary.

Final Thoughts

The Midwest of the United States, often celebrated for its serene landscapes and rich cultural heritage, offers some of the most picturesque and varied road trips.

Each road trip, whether it’s the exploration of Minnesota’s North Shore or the majestic wilderness of Michigan, promises unique experiences – from witnessing iconic landmarks to immersing in local flavors and natural wonders.

These road trips not only showcase the natural beauty and historical significance of the Midwest but also offer an opportunity for travelers to create lasting memories. They are perfect for those seeking adventure, tranquility, or a bit of both in the heart of America​.