Your Benefits Start Here

We're here to help you make the most of your benefits! Pittsfield Public Schools employees are eligible for a variety of benefits offered through the City of Pittsfield. Whether you're enrolling for the first time, updating your coverage, or simply exploring your options, our Benefits Office is here to assist you every step of the way.

Benefits Office Hours Monday–Friday • Year-Round

Ready to Enroll?

Getting started is easy!

1. Review the FAQ Visit our Frequently Asked Questions to confirm you're within an enrollment period and to learn which documents you'll need.

2. Complete Your Forms Download, print, and complete the appropriate enrollment form(s) available on this page.

3. Submit Your Documents Return your completed forms by mail or in person to:

Pittsfield Public Schools Attn: Benefits Office 269 First Street Pittsfield, MA 01201