Retirees

Questions regarding retiree benefits can be directed to Town of Wellesley Human Resources at (781) 431-1019, ext. 2236 or by emailing benefits@wellesleyma.gov

Retiree Health Insurance


The Town of Wellesley offers medical insurance to our retirees and their spouses.  

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Click here for Dental Insurance Information


Retiree Life Insurance

All Retirees who were enrolled in the basic life plan on the last day as an active employee are eligible to enroll in a $5,000 policy upon retirement.

Your Pension

Town Employees: Click here for the Wellesley Contributory Retirement System webpage

Teachers: Click here for Massachusetts Teachers Retirement System webpage


Longfellow Tennis & Health Club Discount

Receive a 60% discount on membership!