What Is There to Do on a Road Trip From Boston to Chicago?

By Michael Ferguson

Are you planning a road trip from Boston to Chicago? Well, get ready for an incredible adventure filled with diverse landscapes, historic landmarks, and delicious cuisine.

With a distance of approximately 1000 miles, this journey can take around 16 hours straight through. However, the best way to enjoy this road trip is by taking a leisurely drive with stops along the way. Let’s explore what you can do on this exciting road trip.

Day 1: Boston, MA to Syracuse, NY

Start your trip early in the morning and drive towards Syracuse, NY which is approximately 318 miles away from Boston. Along the way, you’ll pass through scenic routes and charming towns.

Once you arrive in Syracuse, make sure to visit Destiny USA mall which is one of the largest malls in New York state. The mall features over 250 stores, an indoor go-kart track, and a ropes course.

Day 2: Syracuse to Cleveland

On day two of your road trip from Boston to Chicago, head towards Cleveland which is approximately 247 miles away from Syracuse. Cleveland is known for its vibrant music scene and rich history. One of the must-visit places in Cleveland is the Rock and Roll Hall of Fame which celebrates famous musicians and their contributions to music.

Day 3: Cleveland to Detroit

Get up early on day three and drive towards Detroit which is around 169 miles away from Cleveland. Detroit was once known as the Motor City and has a rich automobile history that you can explore at The Henry Ford Museum. This museum features exhibits on American innovation including iconic cars such as Ford Mustangs.

Day 4: Detroit to Chicago

You’re almost at your final destination! Drive towards Chicago which is approximately 285 miles away from Detroit.

Once you arrive in Chicago, make sure to visit the Navy Pier which is a popular tourist attraction that features restaurants, shops, and an amusement park. You can also take a boat tour of the city and enjoy the stunning skyline views.

Conclusion

A road trip from Boston to Chicago is a once-in-a-lifetime experience that you won’t forget. From scenic routes to historic landmarks and delicious cuisine, this road trip has something for everyone. So pack your bags, fuel up your car and get ready for an unforgettable journey!