Explore a two-mile stretch of Historic Route 66 through Springfield, Missouri, featuring downtown landmarks, the Birthplace of Route 66 Roadside Park, and the city’s iconic square where the journey began.

The Midwest is the crossroads of America—a region where long, open highways meet friendly towns, rolling farmland, and Great Lakes shorelines. Covering Iowa, Missouri, Illinois, Indiana, Ohio, Minnesota, Wisconsin, and Michigan, the Midwest offers a rich blend of rural charm, industrial heritage, and natural beauty. Whether you’re navigating the wide cornfields of Iowa or hugging the rocky shores of Lake Superior, the region’s roads are built for exploration.
This is where iconic byways like Historic Route 66 and the Great River Road converge with scenic loops around glacial lakes and wooded hills. In places like southern Missouri and northern Wisconsin, the terrain becomes unexpectedly dramatic—filled with bluffs, rivers, and forested stretches. Meanwhile, cities like Chicago, Minneapolis, St. Louis, and Cleveland serve as vibrant urban hubs offering cultural detours, architectural wonders, and food scenes worth the stop.
From Michigan’s winding coastal routes and ferry-linked peninsulas to Ohio’s Amish country and Indiana’s covered bridge trails, the Midwest is full of surprises. It’s a region best experienced slowly, with the windows down and a cooler in the backseat. These are the roads that define the heartland—and they’re ready for your next great American drive.

Explore a two-mile stretch of Historic Route 66 through Springfield, Missouri, featuring downtown landmarks, the Birthplace of Route 66 Roadside Park, and the city’s iconic square where the journey began.

Cruise through the Missouri Ozarks on Interstate 44 from Lebanon to Springfield. This 45-mile stretch passes rolling hills, small towns, and a restful stop at Conway before arriving in Springfield near US-65.

Cruise through the heart of Lebanon, Missouri, on a 3-mile stretch of Historic Route 66. From Millcreek Road to Springfield Road, this short segment captures the charm of small-town America along the old Mother Road.
![Missouri Supplemental Route Z: Powellville to St. Robert [Hooker Cut – Rt 66]](https://mail.interstate411.us/wp-content/uploads/2025/06/d5kfdgt7weomaxresdefault.jpg)
Travel Missouri Route Z from Powellville to St. Robert and discover Hooker Cut, Devils Elbow, and classic Route 66 charm. This short but scenic drive offers engineering history, river views, and quirky roadside attractions.

Drive 5 scenic miles along Interstate 44 from Rolla to Doolittle, Missouri—following a historic segment of Route 66 through the northern Ozarks. Explore rolling hills, historic connections, and small-town charm on this short but meaningful drive.

Take a ride through the heart of Rolla, Missouri on Historic Route 66. This 6-mile drive showcases classic Americana, quirky attractions like Stonehenge, and a university town that bridges old and new.

Follow Missouri Route 185 north from Meramec State Park to Sullivan in this short, scenic drive that bridges quiet forest roads with Historic Route 66. A perfect slice of Ozark charm.

Take a peaceful drive through Meramec State Park via Missouri Highway 185 Spur, a 6-mile loop featuring forested hollows, deer sightings, river access, and Fisher Cave. Explore the natural beauty of this scenic Ozark retreat near Sullivan, Missouri.

Explore Missouri Route 185 from Sullivan to Meramec State Park on this short but scenic 3.5-mile drive through the Ozarks. From historic Route 66 to forested parkland, discover a gateway to nature and relaxation.

Cruise along a quiet five-mile segment of Historic Route 66 from Stanton to Sullivan, Missouri. This scenic byway parallels I-44 and offers a glimpse of classic Americana, from Meramec Caverns to the outskirts of small-town life.

Travel 24 miles west on Interstate 44 from Gray Summit to Stanton, Missouri. This scenic highway segment passes through St. Clair and skirts the edge of the Missouri Ozarks while paralleling historic Route 66.

Cruise 9 miles of Historic Route 66 from Allenton to Gray Summit, Missouri, past Six Flags, Pacific’s downtown, and rolling Ozark foothills—an iconic blend of nostalgia and natural beauty paralleling I-44.