Best Date Night Restaurants in Delafield

We had an outstanding first experience at the Red Circle Inn last night for my wife's birthday. I would classify this restaurant as a historic fine-dining supper club. The staff were wonderful and the restaurant was beautifully decorated and clean. They even hand-wrote a card for my wife's birthday and the servers all signed it and had it all displayed on the table before we even arrived. We had the walleye, perch, and beef stroganoff with cheese curds and French onion soup appetizers. There was even a relish tray with sourdough crackers, cheese spread, olives, and peppers. It was all very delicious. In summary, I would highly recommend this restaurant if you want an elevated dining experience with a supper club feel.

This was a celebration of my daughter in law’s birthday. They gave us the best seating & service. We loved EVERYTHING!!!

Mike was a great server and had excellent recommendations.

the deep dish (I forgot what they call it) is the best pizza in the city

First time eating there on Jan. 1, 2025 for a birthday meal with family of 7, three generations present. Even mid-day, it was quite loud inside due to music and talking, but we were in a corner, so that helped us be able to hear each other. Our server, Sydney, was friendly and efficient, very top-notch. Everything was well-paced. The food was generally very good to excellent, including two appetizers, six different entrees, and three shared desserts. The birthday girl, unfortunately, had a very, very dry beef brisket sandwich; too dry to even want to finish it. However, there were many stand-out items that will bring us back: the bruschetta bites, the home-made chips, pizza, the raspberry fizz cocktail, key lime pie, and the bread pudding. I can imagine that outside dining during the summer would be delightful.