Losing employer insurance, where should I look? (Boston)

My family's coverage ended with the layoff and we have a prescription we cannot skip. This is my first time dealing with any of this. I do not want a gap in coverage. Is there help filling out the forms?

Losing job-based coverage usually opens a special enrolment window, so check the deadline on the official marketplace site. I missed it by a day once and regretted it.