The Massachusetts Trial Court Law Libraries create subject guides on various legal topics in the state. Their Education Law guide provides links to statutes, regulations, and other web resources that may be of use. This is a free resource.
Massachusetts' education laws are primarily codied in two clusters of chapters in the state code. First, you will look at Chapters 69 through 78A, which include:
Secondly, Chapters 15 - 15E contain enabling statutes for much of the adminstrative apparatus for Massachusetts education.
The best place to research these laws is in an annotated code, such as Annotated Laws of Massachusetts or Massachusetts General Laws Annotated. This will have the most up to date version of the law available, as well as research annotations, such as case notes, to help you find even more sources.
When searching for Massachusetts cases, remember the the Supreme Judicial Court is the highest court in the Commonwealth. There are appelate level cases that could be bindiing in your jurisdiction as well.
Search terms are going to be based on your particular issue and fact pattern. You will want to consider facts like the level of the school (i.e. elementary, secondary), the funding of the school (i.e. public, private) and the role of the people involved (i.e. student, teacher, administrator)
Using the West Key Number System, you can look at topic number 141E for education, or look up "Education" in the Descriptive Word Index of the Massachusetts Digest.
The Massachusetts Board of Elementary and Secondary Education oversees education in Massachusetts. It promulgates regulations, located in Title 603 of the Code of Massachusetts Regulations. It also sets education policy.
The Massachusetts Department of Elementary and Secondary Education is the adminstrative agency that carries out these policies, under a Commissioner and has other responsibilites related to Federal edcuation requirements.
You can find information on both at the Department's web site, at http://www.doe.mass.edu/. The regulations can also be found on WestlawNext, Lexis Advance, and Bloomberg Law.