Medicare Eligible Retiree Health Insurance Options

The Town of Wellesley provides a variety of health insurance options to its retirees and their spouses. All retirees and spouses age 65 and older must apply for Medicare Parts A & B (obtained by contacting the Social Security Administration three months prior to turning 65) in order to continue health insurance through the Town of Wellesley. Those who are determined to be in-eligible for Medicare Parts A & B (as evidenced by documentation from Social Security) can remain on a Non-Medicare plan. Those who are Medicare eligible must provide a copy of their Medicare card and sign up for a Medicare Supplement Plan. Retirees can sign up for health insurance either during the annual open enrollment or thirty (30) calendar days immediately following a qualifying event. Proof of relationship documents are required for anyone other than the retiree on a health insurance plan. Acceptable proof of relationship documents are as follows: a marriage certificate for a spouse and birth certificate or adoption papers for each eligible dependent. Questions can be directed to Town Hall Human Resources at (781) 431 - 1019, ext. 2244 or by emailing

  1. Medicare Eligible Retirees

Fallon Medicare Plus Premier Plus Central HMO (LIMITED NETWORK and MUST reside in Worcester County to participate)