New To Medicare Checklist

  • Start Medicare Benefits:
    • Call or visit Social Security Administration at 1-877-840-5776 or go to
    • 3 months prior to your 65th birthday
  • Consider registering for a Medicare class at Age Well to understand your health insurance options and coverage. Class schedules at
  • Select either Original Medicare through the federal government (Hospital Part A, Medical Part B & Prescription Drug Part D) or a private Medicare Advantage Plan (prescription coverage may be included).
  • You must take action to enroll into a Medicare Part D Drug Plan or Medicare Advantage Plan. To compare drug plans go to or call Age Well Helpline at 1-800-642-5119 and ask for a SHIP counselor. Have a list of your medicines available; name, strength & how many you take each day. Call the desired plan directly or Medicare to enroll (have your Medicare card available).
    • Consider a Medicare Supplemental Insurance Coverage to help cover your costs (hospital & medical deductibles and co-insurance). Supplemental coverage only works with Original Medicare and only pays after Medicare. For more information on Medicare Supplemental plans available in Vermont, go to: https: / /explore-insuranee/health
  • To apply for Federal &/or State Programs for financial help:
  • Please review your Medicare Drug or Advantage Plan each year during the Annual Enrollment Period: October 15th – December 15th. Know your plan costs, coverage & any drug restrictions that may apply for the following year.


Age Well State Health Insurance Assistance Program (SHIP): 1-800-642-5119

Social Security Administration in Burlington: 1-877-840-5776

Centers for Medicare & Medicaid Services (CMS): 1-800-633-4227

New to Medicare Handbook: /10050-medicare-and-you.pdf