The wife and I are expecting this fall and are taking our last opportunity to take an easy vacation by spending three days in Portland, ME and two and a half in Boston.
I have only been to Boston once - about 20 years ago - and I recall nothing of its geography. Our goal is walkable areas with shopping and good food. From what I've read in other recent posts, it seems that we can't really go wrong with the North End, Downtown/Beacon Hill, Boston Common area, or Copley Square/Back Bay - but if one of those areas has the densest amount of good food and cool shops, that's the one we want.
We'll be coming off of three high-end dinners* in Portland, so I think we'll be looking for cheaper fare in Boston - but we still want good local stuff, of course. I'm not ever going to complain about a plate of fried clams or a good plate of pasta. I've seen some great-looking recs in other recent posts, but they mostly seem geared toward higher-end stuff. Neither wife nor I is picky at all other than her having to avoid a few things due to being in the family way (i.e. probably no raw bar). We've got a wide range of cuisine available here in Indy (although seafood is lacking) and so I think we're just looking for interesting stuff - seafood, Italian, good pastries/bakeries, whatever.
Thanks in advance!
*(Hugo's, Five Fifty-Five, and Fore Street)