Pittstown Inn or Tewksbury Inn??
Given a choice between these two restaurants, I would pick "The Tewks". In my opinion, the Pittstown Inn is not nearly as good as it was four or five years ago. We sometimes go for lunch and it's fine, but nothing special. We haven't been to dinner there for eons but friends tell me it can be very loud, especially on a weekend night.
The Tewksbury Inn is much smaller but they now take reservations which makes life a lot simpler. What I like about this restaurant is that you know you're going to have a good meal. It is remarkably consistent with the result that I always look forward to eating there. Service has always been good. At this time of year you can sit outdoors but even on a week night this space fills up quickly. I don't think you can specifically reserve an outside table but if this appeals to you I would phone and check.
Whatever you decide, please report back on your experience.
We followed your advice and went to the Tewksbury Inn. There were a few problems, but all in all, I would say it was a good experience.
We sat inside, as it was a big muggy outside. There were only 3 or 4 tables occupied in the dining room. We ordered the caesar salad and the seared scallops appetizer. Both were good, not great. The salad was fresh, but the dressing was extremely garlicky. I love garlic and, of course, caesar must be garlicky, but this was extreme. The salad came with a very generous strip of parmesan cheese and two toasts (instead of croutons). The cheese was good and the toasts were very good, but very difficult to eat. They were impossible to cut with a fork and knife because they were so crunchy. Of course, the crunchiness was nice with the salad, but the only practical way to eat them was by picking them up with your hands. The scallops were cooked nicely, but the chorizo seemed to overwhelm them.
For the main course we got the turbot with mussls and spinach and the seared tuna. Both were quite good. The tuna was perfectly cooked, a nice portion size, and the sauce was delicious. The turbot, too was cooked well and nicely portioned. My only complaint is, again, the quantity of garlic. Someone in the kitchen is super heavy-handed with the garlic. The spinach was fresh and delicious. The mussels were a bit lacking. They were cooked nicely, but seemed to lack that briny seafoody taste that you want from mussels. They were very mild, but with mussels I really want to taste the ocean.
For dessert we split the baked alaska. It was not served flaming, but it was very good. It came with candied almonds which were delicious.
Our server was helpful and professional. My only other real complaint was that, even though we ate in the dining room, there were gnats and flies all around us. There is nothing more unappealing at a restaurant, than having flies land on you and on your food. The server actually had to come to our table with a flyswatter and kill at least 4 flies.
Would I go back? Probably. The food was good, the service was good, the atmosphere was just OK (would have been better without the flies!)