Bobby Hotel
Nashville, TN
Inside a 1956 Greyhound bus turned sky-high cocktail den, travelers and natives sip Sazeracs and Spanish reds. The scene-stealing poolside Rooftop Lounge tops the Bobby Hotel, which opened on Fourth Avenue in downtown Nashville earlier this year. Anyone can check out the bar, but you’ll have to check in for a dip—the pool is for guests only. bobbyhotel.com
The Clifton
Charlottesville, VA
With a classic-meets-contemporary look courtesy of Blackberry Farm Design (yes, that Blackberry Farm), the Clifton, a twenty-room historic estate situated on a hundred rural acres just outside Charlottesville, reopened this summer. The velvet booths at the inn’s cozy Copper Bar, with its impressive list of Virginia vintages, are already coveted real estate. the-clifton.com
Hotel Bennett
Charleston, SC
At this luxury hotel landing in downtown Charleston later this fall, you’ll have your pick of libation locations—a two-story restaurant with terrace or a rooftop with a heated pool at its center. But escape to the tucked-away Camellias lounge for a nightcap, where the bar is made of reclaimed pink marble. hotelbennett.com
Hotel Clermont
Atlanta, GA
An Atlanta institution since the 1960s, the Clermont Lounge, at 789 Ponce de Leon Avenue, was preserved by developers when the attached inn underwent a top-to-
bottom renovation and reopened this summer. Now you can get your grit and PBR downstairs and your glamour and champagne upstairs at the Hotel Clermont’s brand-new rooftop hangout. hotelclermont.com
Serafina Beach Hotel
San Juan, Puerto Rico
After you check in at San Juan’s Serafina Beach Hotel—the first new hotel to open on the island since it was pummeled by Hurricane Maria last fall—order the namesake piña colada at the airy lobby bar PiñaCo, which opens onto the oceanfront pool deck. You might not make it to your room until hours later. serafinabeachhotel.com