Route 66

Get your kicks in DuPage County, Illinois—the ideal gateway to the legendary Route 66! As Route 66 celebrates its 100th anniversary in 2026, explore the first 100 miles of Route 66; part of it being in DuPage. 

Get ready to rev your engines and explore Route 66 in DuPage County! As America prepares to celebrate the 100th anniversary of the “Mother Road” in 2026, there’s no better time to explore the iconic highway’s ties to DuPage. Just 20 miles west of Chicago, DuPage is one of the first stops on the legendary Route 66 journey. Whether you’re a history buff, road tripper, or just chasing a piece of classic Americana, DuPage County invites you to experience Route 66 like never before.

As the 100th anniversary approaches, keep an eye out for special events, exhibits, and celebrations that honor a century of stories, sights, and adventures along this unforgettable highway. Start your journey here—on Route 66 in DuPage County.

Iconic Route 66 Attractions


Route 66 Communities 

Conveniently located near Chicago and along Route 66, each of the below DuPage communities offers unique attractions and experiences of their own.

Swing Through History in DuPage

Did you know DuPage County is home to the nation’s first 18-hole golf course? With scenic fairways, premier public and private courses, and a legacy rooted in the game’s American history, DuPage is recognized as one of the top golf destinations in the country. Golf Digest’s 2025–2026 ranking of America’s 100 Greatest Golf Courses includes three courses in DuPage County—a testament to the exceptional golf experiences that await.

And 2026 brings even more excitement. As we celebrate the 100th anniversary of Route 66, DuPage will be front and center as Medinah Country Club hosts the Presidents Cup—making Medinah the only golf club in the world to host every major championship in golf.

Whether you’re chasing a championship course or enjoying a relaxed round with friends, DuPage delivers a golf getaway that blends timeless play with iconic American road trip vibes.

Looking to explore even more? Sticks on 66 showcases the best golf along Illinois’ legendary stretch of Route 66.

So pack your clubs, hit the gas, and let DuPage show you how golf and the Mother Road go hand in glove.

 

Stay in DuPage—Relax and Recharge

While exploring Route 66, stay at one of the many hotels in the area. Our area features spacious hotels, charming downtowns, and tranquil green spaces. Check out our Calendar of Events to see what’s happening during your trip, and start planning your visit today!