"Open for: DinnerPrice range: $$$Owner Dane Baldwin was named the 2022 James Beard Award winner for Best Chef in the Midwest, a loud recognition of this quietly elegant East Side nook. True to its name, the restaurant strikes a diplomatic balance between classy and comfortable. The dining room welcomes couples on date nights with Negronis, duck breast, and roasted beet salad, while also catering to simpler, everyman appetites with deviled eggs, triple-blanched fries, and the infamous Diplomac, a pristinely chef-ified recreation of a Big Mac. Baldwin’s prestige has helped restore some of the luster to Brady Street, making it once again a beacon for grown-up dining. Best for: Double dates where you can share almost the entire menu." - Todd Lazarski