Was in Boston recently for long weekend. If you are staying in the city centre, would recommend Joe's American Bar & Grill - nice meal, kind of casual place; it was a little quiet but we were there midweek & lateish in the evening.
Went to a bar, Jacob Wirth's (Stuart St) on Friday night, they have a piano-player with songbooks on all the tables, so was good for a laugh. Not sure about food as only sampled the beverages while there!
Grill 23 & Bar - wouldn't recommend this place as service was not good & food was only 'ok'.
Didn't get to try the following but they were recommened by some of the locals:
- Legal Seafoods got recommended lots. They are a chain of seafood resturants & apparently do a good 'lobster roll' & chowder.
- South Street Diner
Try Stephanie's on Newbury St. a bit expensive but well worth it, we went there on a Monday night 2 weeks ago and it was really busy so you might need to book, lovely food.
Firefly, if you're back from the shops, head to Wrentham Premium outlets (we got a coach from the hotel for about $38 each) - well worth the trip! You'll fill that suitcase up no problem!!