Stratus Rooftop Lounge

One of the more spacious rooftop lounges in the city, Stratus keeps it swanky while not feeling stiff, with plenty of flowers and greenery to keep you feeling less concrete-claustrophobic while you take in glorious views of Chestnut Street in Old City. The menu boasts a diverse lineup of lighter wines, with an even bigger variety of floral- and citrus-inspired cocktails. If you’re feeling indulgent, pair any of the above with a Boozy Chocolate Truffle, a decadent dessert morsel filled with vodka, bourbon and mezcal. Leave your baseball caps and flip flops at home, though: Stratus enforces a casual yet upscale dress code.