Since opening its doors in 2007, Nancy Silverton’s Melrose-and-Highland Italian bistro has grown into a multiplex that spans a pizzeria and a steakhouse (both on this list), as well as a to-go corner and retail shop. The fine-dining star, Osteria, continues to pack tables and churn out some of the city’s best Italian food (and an encyclopedic wine list), not to mention the mozzarella bar showcasing the handcrafted varieties of specialty cheese. Load up on antipasti to share, then pace yourself through courses of delicate pastas—Osteria's specialty. Don’t even think about skipping dessert, which always includes at least a few rotating flavors of the chef’s famous gelato and sorbet.