BOSTON STREETS made its debut in print in Nancy Cabot's column in the Chicago Tribune on March 16, 1936, according to Jinny Beyer's QUILTER'S ALBUM (p. 413-3). Barbara Brackman's ENCYCLOPEDIA (#2585) has a cross reference (one of the great assets of her compendium), which compares the design to QUARTERED STAR (#2585, just the pinwheel block, with light and dark reversed). See parallels with HOPSCOTCH.
There is a marvelous tongue in cheek type humor embedded in some of Nancy Cabot's comments, but you have to be alert to it, for instance (and probably true) that HAZY DAZY was a design 80 years old, or named by an elderly quilter (presumably laughing at her own fogginess). Here she's got that same wonderful old lady (in name only, a variation on OLD MAID'S RAMBLE) wandering Boston's cow paths. In the quote below, note that the many "years of quilt making" are also suggested in the image of a winding path:
"BOSTON STREETS is one of the most perfectly named quilt blocks in existence. It was named by an elderly woman of Colonial days who tried to find her way down the old cowpaths to her homestead after visiting friends. This pieced pattern is an ideal one in which to utilize all the odds and ends of material accumulated during the course of years of quilt making."
Cabot also makes fun of herself, most probably as the "naughty child," in her design called DELAWARE CROSSPATCH. The tease of working this pattern online is that the cow paths can meander on endlessly, via the scrolling (see below). And it is important to keep the darker star points distinct for that reason, as Cabot has done in her illustration left. Compare also with CITY STREETS and ROAD TO OZ at this site.