Pleasant Street Inn One Night stay for two people, breakfast and tax included, based on room availability. This grand 1893 Rockport, MA Bed and Breakfast Inn rests comfortably on an elevated site overlooking the quintessential New England village of Rockport. The inn offers lodging accommodations and views that sweep across the treetops taking in church steeples onto Front and Back Beaches, accented by fresh ocean breezes. Pleasant Street Inn is ideally situated to easily access the varied activities on Cape Ann, the historic North Shore of Boston - in fact, all of eastern New England is within convenient reach when lodging at the inn.