I couldn't find a peep about this place before going, so in the interest of providing some info to others:
The Hamilton Inn moved last year to a renovated Greek revival building in the middle of Millerton. The rooms are attractive, spacious, softly lit, comfortable Windsor-type chairs, well-spaced tables. Service was solicitous, overly so at times (more later).
They had a full dining room on a Wed. night. Served fresh wheat rolls with roasted garlic in olive oil to spread. Cocktails were generous and had some punch, with Cosmopolitans, Mahattans, and Martinis served in little shakers. Wine list reasonably priced, but our first choice--Charles Krug Cabernet-- was sold out. Had a Willamette Valley pinot noir for $37. The restaurant is into those huge balloon glasses that I think of as a California thing and can live without. Next time I would request a Bordeaux glass. Also they're very instistent on pouring and will steal your glass away before you're done (not just the waiter, but the busboy and manager joined in on this enterprise.) It seemed to be the focus of their attention. Very annoying.
Food: Apps were shrimp in pancetta with polenta and a rich demi-glace sauce. High marks for that in flavor, portion size and presentation. And cold tomato-Stilton-basil soup that lacked flavor. It could've been carrot with basil on top, for all I could taste.
Mains, fresh tuna in a hoisin sauce with wasabi on the side and nice baby veg and risotto. Sounds strange, but was tasty in a sort of predictable way. Also, lobster that was overcooked, accompanied by a better-then-expected fresh fettucini primavera and broccolini. That seemed like a rip, given the overcooked state of the lobster. I would order something different. I noticed a lot of other tables went for the Black Angus steak with a sauce I forget the details of. Looked like what you want in a steak.
We were going to have dessert, but the service was so pushy and sales-oriented, and there were no prices on the dessert menu, that it turned me off. I mean, either you can ask how much every item costs, or you can get the surprise when you ask for the bill. I did ask one price, and the waiter had to go ask the manager, so that was a pain in the butt. BTW, I wasn't really nickel-and-diming, just making sure that the sorbet wasn't $15.
All in all, I would definitely return to sit on the beautiful porch and have a drink, maybe lunch, and I might be convinced to try dinner again, but I also might be tempted to brief the waiter on a few points.