The design, according to a report from then Town Clerk Artemas Newall, was "intended to be emblematical of the character of the Town from its early settlement, when designated and known as Boston Cornfield & Boston Plantation, to the present time,— the inscription to perpetuate, in a degree, its early historical associations."
The symbolism, according to a report from the town Preservation Office, "asserts that Brookline was not just suburban but prosperously agrarian—a suitable home, perhaps, for the country gentleman."
See also this later blog post about one of the object pictured on the seal.
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