Although the procedural rules in Massachusetts (Massachusetts Rules of Civil Procedure) on where you may file a lawsuit are complicated, you still need to know which court(s) can hear your lawsuit.
Generally, Small Claims Courts in Massachusetts hear lawsuits where the amount in controversy (the damages) is no more that $2k. The District Court can hear lawsuits where the amount in controversy is under $25k. The Superior Court is proper if the damages are at least $25k. Of course, there are variations and exceptions to these procedural rules, but that is a topic for another day. Also, keep in mind venue. That is, you need to not only choose the right court, but also the proper court in the proper geographic place. Good luck with your Massachusetts personal injury trial!