Chesterfield is part of the Hampshire Regional School District along with Goshen, Southampton, Westhampton, and Williamsburg. Students attend K–6 at New Hingham Regional Elementary School along with Goshen, and 7–12 students attend Hampshire Regional High School.
cHesteRFIeld Is pART of The hampShiRe regional scHool district alONG witH gosHEn, southampton, WesThampton, AND WIlLiamsbuRG. stUdEnts attend k–6 aT neW hinGHam RegiOnal Elementary scHooL aLoNg WiTh goShEN, and 7–12 STUdEnTs atteNd hamPshirE reGIoNal High SchooL.