Under Chapter 58 of the Acts of 2006, frequently referred to as the Massachusetts Healthcare Reform Law, as of July 2007 all adult Massachusetts residents are required to have health insurance. Residents are asked to verify their health insurance coverage on their tax return and residents who do not have insurance face financial penalties. There are a variety of health insurance options available that veterans can access.

Under Administrative Bulletin 04-07 enrollment in the VA health care system qualifies as creditable insurance coverage under the law. Because many veterans have earned this health care through their service and it is available at very low or no out-of-pocket cost, veterans may apply for VA health care prior to signing up for Commonwealth Care, Medicare, or MassHealth which may charge premiums, fees, and co-pays.