Sipping a glass of wine while staring out at JFK’s runways from a heated infinity pool. That’s right – the TWA Hotel has a rooftop pool that doubles as the ultimate plane-spotting venue.

Connie, a Constellation Starliner reborn as a cocktail lounge, is parked behind Eero Saarinen’s 1962 TWA Terminal at JFK—now a swank destination hotel. The Pool Bar is one of five within the ...