Discover five unexpected stops on a scenic drive from Cambridge, Massachusetts to Chester, Connecticut. Uncover unique experiences, from macabre museums to historic theaters.

Planning a road trip from Cambridge, MA to Chester, CT? Our latest blog post breaks down the cost of driving for each route, including gas and toll prices.

Learn the quickest and most scenic routes from Cambridge, Massachusetts, to Chester, Connecticut. Discover driving times that fluctuate based on traffic patterns. Find options and routes that are convenient for your trip.