Best Historic Restaurants in Pound Ridge

Fantastic dining experience. Service and food were superb. It’s a small restaurant in a charming converted schoolhouse. Staff were attentive and friendly. The one negative is the noise level. If you’re looking for a quiet dining experience this might not be the right fit. For me, this is a great choice to take someone for a special occasion or someone visiting from out of town.

We were there for a celebration and it was excellent and fun! The ambience is the perfect balance of casual elegance. Everything was delicious. Highlights were the olive oil poached halibut, perfectly roasted duck breast, and desserts. The pastry chef is an award winning artist. Desserts are innovative and satisfying. Especially the creme brulee and the Benny Bar.

Very good experience especially interacting with student servers. Food was very good but the veal dish and the duck dish, while portion size was perfect, the protein was carved too thick to fully enjoy.

… A much-needed piano bar in Norwalk—an incredible spot for an unforgettable night!

We love going to the Roger Sherman Inn. It’s very pretty, quiet and upscale. However, the last couple times we’ve been there the service has not been terrific. Not sure if they’re understaffed or if the particular waiter we had last night was new, but extremely slow. The owner was dining in the restaurant at the table next to us with her family. When they were finished with dinner, she was actually clearing plates and taking drink orders. I still love this restaurant.