Best of Boston

Like a 1950s summer camp, this iconic island property is equipped with fun for the whole family. There’s the country-club-esque swimming pool, extensive supervised kids’ programs (hello, date night), and rides in the hotel’s antique fire truck or jitney. Plus, Winnetu’s location is just spitting distance from the popular South Beach, guaranteeing a good time even if you choose to do absolutely nothing at all.