The Dreamschool Finder, a new data-based tool from the Boston Globe and some Holy Cross profs, spits out the result that Wellesley High School is number one among Massachusetts schools west of Boston for prepping kids for college (in this case, the ranking is based on SAT writing scores and AP exam scores). You can also use Dreamschool Finder to look at elementary and middle schools.
(Thanks to reader VG for mentioning this to us.)
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