Your total trip with all stops is around 1,030 miles / 1660 km, taking roughly 16.5 hours for the whole trip. If you want to see every small town along the way, you can get a full list of cities between Lake in the Hills, IL and Worcester, MA.
Start from Lake in the Hills, Illinois.
Toledo, Ohio is stopping point #1 after driving about 290 miles (470 km) or 5 hours.
Cleveland, Ohio is stopping point #2 after driving about 120 miles (190 km) or 2 hours. Your total trip so far is about 410 miles or 660 km over roughly 7 hours of driving.
Buffalo, New York is stopping point #3 after driving about 190 miles (310 km) or 3 hours. Your total trip so far is about 600 miles or 970 km over roughly 10 hours of driving.
Syracuse, New York is stopping point #4 after driving about 150 miles (250 km) or 2.5 hours. Your total trip so far is about 760 miles or 1220 km over roughly 12 hours of driving.
Finally, Worcester, Massachusetts is your destination after driving about 270 miles (440 km) or 4 hours. Your total trip with all stops is around 1,030 miles or 1660 km, taking roughly 16.5 hours for the whole trip.
Travelmath helps you figure out where to stop when planning a long road trip from one location to another. The best stopping point for an overnight hotel stay or a break from driving often depends on how far or how long you want to drive before pausing to rest. You can find the closest city to your stopping point to look for hotels, or explore other cities and towns along the route. Use this as a road trip planner when you're driving cross-country or mapping a route with multiple stops.