Plymouth Rock Assurance is an insurance provider based out of Boston, Massachusetts that offers its auto products to the states of Massachusetts and Connecticut. It is a major provider of auto insurance in those states, and is known for being a financially stable and somewhat innovative company with a modern website and a unique rewards program. Plymouth Rock may be a good choice for insurance seekers in the two states where it sells auto insurance, as the company can likely compete with other insurance providers in the region to offer affordable premiums and good coverage options.