Two Mile Hollow Road, East Hampton
The main beach in East Hampton is very, very nice, but for a less tony experience, hit Two Mile Hollow. Once known as the Hamptons’ unofficial gay beach, the beach now draws a more diverse -- yet still young and hip -- crowd, blessedly light on actual kiddos.
The $30 parking is capped at just 40 vehicles. The area around the centrally located East Hampton Village train station has a Cape Cod feel worth exploring. Visit Guild Hall, a performing arts center, for exhibits, movies, and concerts. Check out the historic library, founded in 1897 and stocked with a rare collection of artifacts that track the village’s history. Or splurge at the trendy Nick & Toni’s, where you might catch celeb regulars like Alec Baldwin, Jimmy Fallon, or Ina Garten -- Barefoot Contessa herself -- chowing down on Italian-Mediterranean fare.