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Trattoria Carina is in Fitler Square—you’ll feel the shift from Rittenhouse as soon as you cross 20th street. It’s a little quieter and less flashy than most places around the square, but the food and cocktails are both great, and they have a lot of outdoor seating. It’s a good option for a weeknight date, or really any time you want to spend the night drinking Negronis and eating spicy crab pasta.