I have family in Portland, but they are not to big on dining out. I know there is a place called the Mediteranean Grill that is good. There are a lot of good places in Portland but I did not get out on the town that much so I cannot give you any first hand reccomendations. There was this place in Belfast that my cousins from Mass. took me to that I loved. I think it was called Darby's.
Dinwiddie went to Portland, Maine and dined out a few times, he did a write-up on winodepot in their fine dining section. That might be worth checking out.
It's been a while for me (dining in Portland, that is), but I'm sure you know of Fore Street. Also, Back Bay Grill used to be very nice for dinner. Walter's in the old port is a good stop for lunch. Stay away from any restaurant that floats.
When I go home I hit Amato's on India St. and get a double original Italian, extra olives. Throw on a whoopie pie and a bottle or two of Moxie, head to the Eastern Prom, and watch the activity in the harbor. I don't usually do "fine dining" in Maine, since I can do that anywhere.
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