Medicare Annual Enrollment ends December 7 — only 30 days left to review your 2026 coverageCall (800) 354-1078

State guide

Massachusetts Medicare Supplement Plans

Massachusetts runs the most protective Medigap market in the country. Rates cannot climb with age, insurers must sell to residents 65 and older regardless of health, and the state even requires its own standardized Core plan. Almost nothing about buying here works the way it does elsewhere.

Figures reviewed for 2026

How premiums are rated
Community rated, with guaranteed issue year-round
Your six-month window
Begins the month you are 65 and enrolled in Part B
State regulator
Massachusetts Division of Insurance

What matters

What Medigap costs in Massachusetts

Community rating means every policyholder in the same plan letter pays the same rate, and buyers routinely switch companies to chase a lower premium without answering health questions. That unusual freedom is the whole point of the Massachusetts market, and it rewards residents who review their policy every few years instead of setting it and forgetting it.

Premiums are higher than the national median because the risk pool is guaranteed and closed to underwriting. In exchange, a cancer diagnosis or a heart procedure does not make you uninsurable, and no one gets priced out at 85 simply for getting older.

The rules that decide what you can buy in Massachusetts

Massachusetts requires insurers to guarantee issue of Medicare supplements year round, not only during the federal six-month window, and to community rate them. The state also defines its own Core plan, a basic benefit set that insurers must offer alongside the federal letters.

Because switching carries no health questions, the annual question is not whether you can move but whether you should. Compare the filed rate for your letter at each carrier and treat a double-digit gap as a reason to look closely.

Who buys Medigap in Massachusetts

Advantage penetration in Massachusetts is modest by national standards, and the supplement market is dominated by a small set of nonprofit and mutual carriers with long histories in the state. Residents tend to hold policies for decades, which is exactly the behavior the state's rules were designed to make safe.

Where to check before you buy in Massachusetts

The Division of Insurance publishes rate filings you can search by company and plan letter, and SHINE counselors will walk through them with you at no cost. If you are newly 65, ask about the Core plan and compare it against Plan G before assuming the better-known letter is the right one.

Switching without health questions

Massachusetts: Annual guaranteed-issue period plus year-round access

State regulation sets a February 1 to March 31 window, but all insurers in Massachusetts offer year-round open enrollment, and the state uses its own standardized plans rather than the ten federal letters.

How the state switching rules compare

Compare Massachusetts quotes with a licensed agent

We quote the carriers filed in Massachusetts against your age, county, tobacco status and household discounts, at no cost to you. Every plan letter is standardized, so the company and the rate history are the real decision.

Other state guides

Rules change at the state line, and so does the carrier list. These are the guides closest to Massachusetts.

See all Northeast and national state guides

Weighing a network plan instead? Read Medicare Advantage plans in Massachusetts and compare what each route would cost you.

No cost, no obligation

Get your free 2026 Medicare quote

One conversation with a licensed agent. We compare every carrier we represent and tell you plainly which option fits your doctors, your prescriptions, and your budget.