Bolton is part of the Nashoba Regional School District which includes the towns of Stow and Lancaster. Florence Sawyer School is Bolton's elemenatary school serving grades K-8. Bolton students attend high school along with Stow and Lancaster students at Nashoba Regional High School, located in Bolton.

There also several alternatives to the local school system. The vocational school for Bolton is Minuteman School of Applied Sciences, located on Route 2A in Lexington. Minuteman serves 12 area towns, and offers an unusually wide spectrum of curricula ranging from traditional building trades and automotive body repair to biotech, restaurant management and computer graphics.

A third possibility located nearby is the Francis W. Parker Charter Essential School, located in Devens, MA. Parker is a six-year public secondary school of choice, open by lottery admissions to all residents of Massachusetts in grades seven through twelve.

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